ChemFOnt: Showing chemical card for Oleic acid (CFc000000133)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:44:26 UTC

Chemfont ID

CFc000000133

Molecule Identification

Common Name

Oleic acid

Definition

Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70%). Oleic acid triglycerides also make up 59-75% of pecan oil, 61% of canola oil, 36-67% of peanut oil, 60% of macadamia oil, 20-80% of sunflower oil, 15-20% of grape seed oil, sea buckthorn oil, 40% of sesame oil, and 14% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80%) and canola oil (70%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9E)-Octadecenoic acid	ChEBI
(e)-Oleic acid	ChEBI
9-OCTADECENOIC ACID	ChEBI
9-trans-Octadecenoic acid	ChEBI
Acide elaidique	ChEBI
D9-trans-Octadecenoic acid	ChEBI
Elaidinsaure	ChEBI
Elaidinsaeure	ChEBI
trans-9-Octadecenoic acid	ChEBI
trans-D9-Octadecenoic acid	ChEBI
trans-Delta(9)-Octadecenoic acid	ChEBI
trans-Elaidic acid	ChEBI
trans-Oleic acid	ChEBI
(9E)-Octadecenoate	Generator
(e)-Oleate	Generator
9-OCTADECENOate	Generator
9-trans-Octadecenoate	Generator
D9-trans-Octadecenoate	Generator
trans-9-Octadecenoate	Generator
trans-D9-Octadecenoate	Generator
trans-delta(9)-Octadecenoate	Generator
trans-Δ(9)-octadecenoate	Generator
trans-Δ(9)-octadecenoic acid	Generator
trans-Elaidate	Generator
trans-Oleate	Generator
Elaidate	Generator
FA(18:1(9E))	HMDB
9-Elaidate	HMDB
18:1 N-9	HMDB
C18:1 N-9	HMDB
Octadec-9-enoic acid	HMDB
Octadec-9-enoate	HMDB
9,10-Octadecenoate	HMDB
9,10-Octadecenoic acid	HMDB
Acid, 9-octadecenoic	HMDB
9 Octadecenoic acid	HMDB
(9E)-9-Octadecenoic acid	HMDB
(e)-9-Octadecenoic acid	HMDB
9-trans-Oleic acid	HMDB
Elaidinic acid	HMDB
delta9-trans-Octadecenoic acid	HMDB
trans-delta9-Octadecenoic acid	HMDB
trans-Δ9-octadecenoic acid	HMDB
Δ9-trans-octadecenoic acid	HMDB
Elaidic acid	KEGG

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.4614

Monoisotopic Molecular Weight

282.255880332

IUPAC Name

(9E)-octadec-9-enoic acid

Traditional Name

elaidic acid

CAS Registry Number

112-80-1

SMILES

CCCCCCCC\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+

InChI Key

ZQPPMHVWECSIRJ-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

octadec-9-enoic acid (CHEBI:27997 )
Unsaturated fatty acids (C01712 )
Monounsaturated fatty acids (C01712 )
Unsaturated fatty acids (LMFA01030073 )

Functional Ontology

Adipose tissue (HMDB: HMDB0000207)

Muscle tissue

Skeletal muscle (HMDB: HMDB0000207)

Epithelium

Epidermis (HMDB: HMDB0000207)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 14634727)
Cerebrospinal Fluid (CSF) (PMID: 8412012)
Saliva (PMID: 20809147)

Organ

Excreta

Biofluid or Excreta

Urine (PMID: 2702744)
Feces (PMID: 19573517)

Cellular substructure

Membrane (HMDB: HMDB0000207)
Extracellular (HMDB: HMDB0000207)

Tissue substructure

Muscle (HMDB: HMDB0000207)

Stratum Corneum (HMDB: HMDB0000207)

Source

Exogenous

Exogenous (HMDB: HMDB0000207)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Oilseed crop

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Herbs and Spices (FooDB: FOOD00866)

Nut

Aquatic origin

Fish

Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Carp bream (FooDB: FOOD00568)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Sturgeon (FooDB: FOOD00570)
Charr (FooDB: FOOD00571)
Gadus (Common cod) (FooDB: FOOD00515)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Anguilliformes (FooDB: FOOD00577)
Flatfish (FooDB: FOOD00535)
Garfish (FooDB: FOOD00579)
Haddock (FooDB: FOOD00374)
Gadiformes (FooDB: FOOD00580)
Atlantic halibut (FooDB: FOOD00516)
Greenland halibut/turbot (FooDB: FOOD00370)
Lake trout (FooDB: FOOD00582)
Lemon sole (FooDB: FOOD00583)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway haddock (FooDB: FOOD00588)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Northern pike (FooDB: FOOD00431)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Pollock (FooDB: FOOD00513)
Rainbow trout (FooDB: FOOD00444)
Pacific ocean perch (FooDB: FOOD00598)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Atlantic wolffish (FooDB: FOOD00296)

Crustacean

Fish product

Other fish product (FooDB: FOOD00665)

Amphibian

True frog (FooDB: FOOD00578)

Mollusk

Pinniped

True seal (FooDB: FOOD00600)

Seaweed

Kombu (FooDB: FOOD00602)
Agar (FooDB: FOOD00284)

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Red raspberry (FooDB: FOOD00162)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)

Tropical fruit

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Fruit product

Other fruit product (FooDB: FOOD00765)
Fruit preserve (FooDB: FOOD00660)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Fruits (FooDB: FOOD00871)

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Liquor (FooDB: FOOD00616)
Whisky (FooDB: FOOD00623)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Other beverage

Fortified wines

Sherry (FooDB: FOOD00632)
Vermouth (FooDB: FOOD00631)

Water

Water (FooDB: FOOD00664)

Alcoholic beverage

Other alcoholic beverage (FooDB: FOOD00278)
Alcoholic beverages (FooDB: FOOD00854)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Garden tomato (var.) (FooDB: FOOD00173)
Pepper (C. frutescens) (FooDB: FOOD00428)
Orange bell pepper (FooDB: FOOD00879)

Onion-family vegetable

Other vegetable

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Baby food

Baby food (FooDB: FOOD00668)

Animal origin

Swine

Domestic pig (FooDB: FOOD00536)

Bovine

Cattle (Beef, Veal) (FooDB: FOOD00495)

Poultry

Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Turkey (FooDB: FOOD00494)
Chicken (FooDB: FOOD00329)

Lagomorph

Mountain hare (FooDB: FOOD00581)
Rabbit (FooDB: FOOD00528)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)
Rye bread (FooDB: FOOD00809)

Cereal

Barley (FooDB: FOOD00088)
Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)
Millet (FooDB: FOOD00126)
Oat (FooDB: FOOD00022)
Rice (FooDB: FOOD00125)
Rye (FooDB: FOOD00169)
Wheat (FooDB: FOOD00561)
Common wheat (FooDB: FOOD00187)
Hard wheat (FooDB: FOOD00242)
White bread (FooDB: FOOD00987)

Cereal product

Bread products

Other bread product (FooDB: FOOD00805)

Flat bread

Crisp bread (FooDB: FOOD00640)

Cereals and cereal products (FooDB: FOOD00858)

Baking good

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Substitute

Sugar substitute (FooDB: FOOD00656)

Seasoning

Salt (FooDB: FOOD00647)

Sauce

Sauce (FooDB: FOOD00646)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Miso (FooDB: FOOD00695)
Soy milk (FooDB: FOOD00736)
Soy sauce (FooDB: FOOD00694)
Tofu (FooDB: FOOD00696)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Dish

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Cold cut (FooDB: FOOD00770)

Other dish

Dumpling (FooDB: FOOD00669)
Other dish (FooDB: FOOD00836)
Pizza (FooDB: FOOD00637)
Soup (FooDB: FOOD00670)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)

Animal fat

Fish oil (FooDB: FOOD00990)
Fats and oils (FooDB: FOOD00864)

Milk and milk product

Other milk product

Butter (FooDB: FOOD00648)
Casein (FooDB: FOOD00659)
Whey (FooDB: FOOD00658)
Cream (FooDB: FOOD00650)
Dried milk (FooDB: FOOD00689)

Fermented milk product

Cheese (FooDB: FOOD00617)
Yogurt (FooDB: FOOD00620)
Ymer (FooDB: FOOD00638)

Unfermented milk

Fermented milk

Milk and milk products (FooDB: FOOD00863)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)

Confectionery

Candy

Dessert

Pastry (FooDB: FOOD00641)
Gelatin dessert (FooDB: FOOD00725)

Frozen dessert

Ice cream (FooDB: FOOD00624)
Other frozen dessert (FooDB: FOOD00729)

Other confectionery

Spread

Chocolate spread (FooDB: FOOD00676)

Cocoa and cocoa product

Cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Coffee and coffee product

Coffee

Snack

Cracker (FooDB: FOOD00787)
Other snack food (FooDB: FOOD00639)

Egg

Eggs (FooDB: FOOD00619)

Tea

Endogenous

Endogenous (HMDB: HMDB0000207)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Triacylglycerol Degradation TG(16:0/16:0/18:1(9Z)) (PathBank: SMP0012470)
Triacylglycerol Degradation TG(16:0/18:0/18:1(9Z)) (PathBank: SMP0012482)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/16:0) (PathBank: SMP0012492)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:0) (PathBank: SMP0012493)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012494)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012495)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012496)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012497)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012498)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:0) (PathBank: SMP0012499)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012500)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012501)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/22:0) (PathBank: SMP0012502)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012503)
Triacylglycerol Degradation TG(16:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012506)
Triacylglycerol Degradation TG(16:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012518)
Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012530)
Triacylglycerol Degradation TG(16:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012542)
Triacylglycerol Degradation TG(16:0/20:0/18:1(9Z)) (PathBank: SMP0012554)
Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012566)
Triacylglycerol Degradation TG(16:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012578)
Triacylglycerol Degradation TG(16:0/22:0/18:1(9Z)) (PathBank: SMP0012590)
Triacylglycerol Degradation TG(16:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012602)
Triacylglycerol Degradation TG(18:0/16:0/18:1(9Z)) (PathBank: SMP0012614)
Triacylglycerol Degradation TG(18:0/18:0/18:1(9Z)) (PathBank: SMP0012626)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/16:0) (PathBank: SMP0012636)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:0) (PathBank: SMP0012637)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012638)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012639)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012640)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012641)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012642)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:0) (PathBank: SMP0012643)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012644)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012645)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/22:0) (PathBank: SMP0012646)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012647)
Triacylglycerol Degradation TG(18:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012650)
Triacylglycerol Degradation TG(18:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012662)
Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012674)
Triacylglycerol Degradation TG(18:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012686)
Triacylglycerol Degradation TG(18:0/20:0/18:1(9Z)) (PathBank: SMP0012698)
Triacylglycerol Degradation TG(18:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012710)
Triacylglycerol Degradation TG(18:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012722)
Triacylglycerol Degradation TG(18:0/22:0/18:1(9Z)) (PathBank: SMP0012734)
Triacylglycerol Degradation TG(18:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012746)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/16:0) (PathBank: SMP0012756)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:0) (PathBank: SMP0012757)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:1(9Z)) (PathBank: SMP0012758)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:1(11Z)) (PathBank: SMP0012759)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:2(9Z,12Z)) (PathBank: SMP0012760)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012761)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012762)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:0) (PathBank: SMP0012763)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:1(11Z)) (PathBank: SMP0012764)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:1(13Z)) (PathBank: SMP0012765)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/22:0) (PathBank: SMP0012766)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/22:1(13Z)) (PathBank: SMP0012767)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/16:0) (PathBank: SMP0012768)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:0) (PathBank: SMP0012769)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:1(9Z)) (PathBank: SMP0012770)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:1(11Z)) (PathBank: SMP0012771)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:2(9Z,12Z)) (PathBank: SMP0012772)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012773)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012774)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:0) (PathBank: SMP0012775)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:1(11Z)) (PathBank: SMP0012776)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:1(13Z)) (PathBank: SMP0012777)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/22:0) (PathBank: SMP0012778)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/22:1(13Z)) (PathBank: SMP0012779)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/16:0) (PathBank: SMP0012780)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:0) (PathBank: SMP0012781)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012782)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012783)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012784)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012785)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012786)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:0) (PathBank: SMP0012787)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012788)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012789)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/22:0) (PathBank: SMP0012790)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012791)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/16:0) (PathBank: SMP0012792)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:0) (PathBank: SMP0012793)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012794)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:1(11Z)) (PathBank: SMP0012795)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0012796)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012797)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012798)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:0) (PathBank: SMP0012799)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:1(11Z)) (PathBank: SMP0012800)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:1(13Z)) (PathBank: SMP0012801)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/22:0) (PathBank: SMP0012802)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/22:1(13Z)) (PathBank: SMP0012803)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/16:0) (PathBank: SMP0012804)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:0) (PathBank: SMP0012805)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012806)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:1(11Z)) (PathBank: SMP0012807)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012808)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012809)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012810)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:0) (PathBank: SMP0012811)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:1(11Z)) (PathBank: SMP0012812)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:1(13Z)) (PathBank: SMP0012813)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/22:0) (PathBank: SMP0012814)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/22:1(13Z)) (PathBank: SMP0012815)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012816)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012817)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012818)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012819)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012820)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012821)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012822)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012823)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012824)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012825)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012826)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012827)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/16:0) (PathBank: SMP0012828)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:0) (PathBank: SMP0012829)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012830)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:1(11Z)) (PathBank: SMP0012831)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:2(9Z,12Z)) (PathBank: SMP0012832)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012833)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012834)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:0) (PathBank: SMP0012835)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0012836)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:1(13Z)) (PathBank: SMP0012837)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/22:0) (PathBank: SMP0012838)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/22:1(13Z)) (PathBank: SMP0012839)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/16:0) (PathBank: SMP0012840)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:0) (PathBank: SMP0012841)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:1(9Z)) (PathBank: SMP0012842)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:1(11Z)) (PathBank: SMP0012843)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:2(9Z,12Z)) (PathBank: SMP0012844)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012845)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012846)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:0) (PathBank: SMP0012847)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:1(11Z)) (PathBank: SMP0012848)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:1(13Z)) (PathBank: SMP0012849)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/22:0) (PathBank: SMP0012850)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/22:1(13Z)) (PathBank: SMP0012851)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/16:0) (PathBank: SMP0012852)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:0) (PathBank: SMP0012853)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012854)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:1(11Z)) (PathBank: SMP0012855)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0012856)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012857)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012858)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:0) (PathBank: SMP0012859)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:1(11Z)) (PathBank: SMP0012860)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:1(13Z)) (PathBank: SMP0012861)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/22:0) (PathBank: SMP0012862)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/22:1(13Z)) (PathBank: SMP0012863)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/16:0) (PathBank: SMP0012864)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:0) (PathBank: SMP0012865)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012866)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:1(11Z)) (PathBank: SMP0012867)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0012868)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012869)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012870)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:0) (PathBank: SMP0012871)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:1(11Z)) (PathBank: SMP0012872)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:1(13Z)) (PathBank: SMP0012873)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/22:0) (PathBank: SMP0012874)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/22:1(13Z)) (PathBank: SMP0012875)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/16:0) (PathBank: SMP0012876)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:0) (PathBank: SMP0012877)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:1(9Z)) (PathBank: SMP0012878)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:1(11Z)) (PathBank: SMP0012879)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:2(9Z,12Z)) (PathBank: SMP0012880)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012881)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012882)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:0) (PathBank: SMP0012883)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:1(11Z)) (PathBank: SMP0012884)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:1(13Z)) (PathBank: SMP0012885)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/22:0) (PathBank: SMP0012886)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/22:1(13Z)) (PathBank: SMP0012887)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/16:0) (PathBank: SMP0012888)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:0) (PathBank: SMP0012889)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012890)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:1(11Z)) (PathBank: SMP0012891)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0012892)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012893)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012894)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:0) (PathBank: SMP0012895)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:1(11Z)) (PathBank: SMP0012896)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:1(13Z)) (PathBank: SMP0012897)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/22:0) (PathBank: SMP0012898)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/22:1(13Z)) (PathBank: SMP0012899)
Triacylglycerol Degradation TG(18:1(11Z)/16:0/18:1(9Z)) (PathBank: SMP0012902)
Triacylglycerol Degradation TG(18:1(11Z)/18:0/18:1(9Z)) (PathBank: SMP0012914)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/16:0) (PathBank: SMP0012924)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:0) (PathBank: SMP0012925)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012926)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012927)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012928)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012929)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012930)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:0) (PathBank: SMP0012931)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012932)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012933)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/22:0) (PathBank: SMP0012934)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012935)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012938)
Triacylglycerol Degradation TG(18:1(11Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012950)
Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012962)
Triacylglycerol Degradation TG(18:1(11Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012974)
Triacylglycerol Degradation TG(18:1(11Z)/20:0/18:1(9Z)) (PathBank: SMP0012986)
Triacylglycerol Degradation TG(18:1(11Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012998)
Triacylglycerol Degradation TG(18:1(11Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013010)
Triacylglycerol Degradation TG(18:1(11Z)/22:0/18:1(9Z)) (PathBank: SMP0013022)
Triacylglycerol Degradation TG(18:1(11Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013034)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/16:0/18:1(9Z)) (PathBank: SMP0013046)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:0/18:1(9Z)) (PathBank: SMP0013058)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/16:0) (PathBank: SMP0013068)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:0) (PathBank: SMP0013069)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013070)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013071)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013072)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013073)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013074)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:0) (PathBank: SMP0013075)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013076)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013077)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/22:0) (PathBank: SMP0013078)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013079)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013082)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013094)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013106)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013118)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:0/18:1(9Z)) (PathBank: SMP0013130)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013142)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013154)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/18:1(9Z)) (PathBank: SMP0013166)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013178)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:1(9Z)) (PathBank: SMP0013190)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:1(9Z)) (PathBank: SMP0013202)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/16:0) (PathBank: SMP0013212)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:0) (PathBank: SMP0013213)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013214)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013215)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013216)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013217)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013218)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:0) (PathBank: SMP0013219)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013220)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013221)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:0) (PathBank: SMP0013222)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013223)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013226)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013238)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013250)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013262)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:1(9Z)) (PathBank: SMP0013274)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013286)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013298)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:1(9Z)) (PathBank: SMP0013310)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013322)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:1(9Z)) (PathBank: SMP0013334)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:0/18:1(9Z)) (PathBank: SMP0013346)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/16:0) (PathBank: SMP0013356)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:0) (PathBank: SMP0013357)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013358)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013359)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013360)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013361)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:0) (PathBank: SMP0013362)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013363)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013364)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/22:0) (PathBank: SMP0013365)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013366)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013369)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013380)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013391)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013403)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:0/18:1(9Z)) (PathBank: SMP0013415)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013427)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013439)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:0/18:1(9Z)) (PathBank: SMP0013451)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013463)
Triacylglycerol Degradation TG(20:0/16:0/18:1(9Z)) (PathBank: SMP0013475)
Triacylglycerol Degradation TG(20:0/18:0/18:1(9Z)) (PathBank: SMP0013487)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/16:0) (PathBank: SMP0013497)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:0) (PathBank: SMP0013498)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013499)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013500)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013501)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013502)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013503)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:0) (PathBank: SMP0013504)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013505)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013506)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/22:0) (PathBank: SMP0013507)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013508)
Triacylglycerol Degradation TG(20:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013511)
Triacylglycerol Degradation TG(20:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013523)
Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013535)
Triacylglycerol Degradation TG(20:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013547)
Triacylglycerol Degradation TG(20:0/20:0/18:1(9Z)) (PathBank: SMP0013559)
Triacylglycerol Degradation TG(20:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013571)
Triacylglycerol Degradation TG(20:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013583)
Triacylglycerol Degradation TG(20:0/22:0/18:1(9Z)) (PathBank: SMP0013595)
Triacylglycerol Degradation TG(20:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013607)
Triacylglycerol Degradation TG(20:1(11Z)/16:0/18:1(9Z)) (PathBank: SMP0013619)
Triacylglycerol Degradation TG(20:1(11Z)/18:0/18:1(9Z)) (PathBank: SMP0013631)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/16:0) (PathBank: SMP0013641)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:0) (PathBank: SMP0013642)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013643)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013644)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013645)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013646)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013647)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:0) (PathBank: SMP0013648)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013649)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013650)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/22:0) (PathBank: SMP0013651)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013652)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013655)
Triacylglycerol Degradation TG(20:1(11Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013667)
Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013679)
Triacylglycerol Degradation TG(20:1(11Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013691)
Triacylglycerol Degradation TG(20:1(11Z)/20:0/18:1(9Z)) (PathBank: SMP0013703)
Triacylglycerol Degradation TG(20:1(11Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013715)
Triacylglycerol Degradation TG(20:1(11Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013727)
Triacylglycerol Degradation TG(20:1(11Z)/22:0/18:1(9Z)) (PathBank: SMP0013739)
Triacylglycerol Degradation TG(20:1(11Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013751)
Triacylglycerol Degradation TG(20:1(13Z)/16:0/18:1(9Z)) (PathBank: SMP0013764)
Triacylglycerol Degradation TG(20:1(13Z)/18:0/18:1(9Z)) (PathBank: SMP0013776)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/16:0) (PathBank: SMP0013786)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:0) (PathBank: SMP0013787)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013788)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013789)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013790)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013791)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013792)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:0) (PathBank: SMP0013793)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013794)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013795)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/22:0) (PathBank: SMP0013796)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013797)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013800)
Triacylglycerol Degradation TG(20:1(13Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013812)
Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013824)
Triacylglycerol Degradation TG(20:1(13Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013836)
Triacylglycerol Degradation TG(20:1(13Z)/20:0/18:1(9Z)) (PathBank: SMP0013848)
Triacylglycerol Degradation TG(20:1(13Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013860)
Triacylglycerol Degradation TG(20:1(13Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013872)
Triacylglycerol Degradation TG(20:1(13Z)/22:0/18:1(9Z)) (PathBank: SMP0013884)
Triacylglycerol Degradation TG(20:1(13Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013897)
Triacylglycerol Degradation TG(22:0/16:0/18:1(9Z)) (PathBank: SMP0013909)
Triacylglycerol Degradation TG(22:0/18:0/18:1(9Z)) (PathBank: SMP0013921)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/16:0) (PathBank: SMP0013931)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:0) (PathBank: SMP0013932)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013933)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013934)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013935)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013936)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013937)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:0) (PathBank: SMP0013938)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013939)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013940)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/22:0) (PathBank: SMP0013941)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013942)
Triacylglycerol Degradation TG(22:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013945)
Triacylglycerol Degradation TG(22:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013957)
Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013969)
Triacylglycerol Degradation TG(22:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013981)
Triacylglycerol Degradation TG(22:0/20:0/18:1(9Z)) (PathBank: SMP0013993)
Triacylglycerol Degradation TG(22:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0014005)
Triacylglycerol Degradation TG(22:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0014019)
Triacylglycerol Degradation TG(22:0/22:0/18:1(9Z)) (PathBank: SMP0014031)
Triacylglycerol Degradation TG(22:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0014043)
Triacylglycerol Degradation TG(22:1(13Z)/16:0/18:1(9Z)) (PathBank: SMP0014055)
Triacylglycerol Degradation TG(22:1(13Z)/18:0/18:1(9Z)) (PathBank: SMP0014067)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/16:0) (PathBank: SMP0014077)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:0) (PathBank: SMP0014078)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0014079)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0014080)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0014081)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014082)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0014083)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:0) (PathBank: SMP0014084)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0014086)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/22:0) (PathBank: SMP0014087)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0014088)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0014091)
Triacylglycerol Degradation TG(22:1(13Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0014103)
Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0014115)
Triacylglycerol Degradation TG(22:1(13Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0014127)
Triacylglycerol Degradation TG(22:1(13Z)/20:0/18:1(9Z)) (PathBank: SMP0014139)
Triacylglycerol Degradation TG(22:1(13Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0014151)
Triacylglycerol Degradation TG(22:1(13Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0014164)
Triacylglycerol Degradation TG(22:1(13Z)/22:0/18:1(9Z)) (PathBank: SMP0014176)
Triacylglycerol Degradation TG(22:1(13Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0014188)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0014198)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0014199)

5alpha-reductase inhibitor (HMDB: HMDB0000207)
Androgen antagonist (HMDB: HMDB0000207)
Androgen antagonist (HMDB: HMDB0000207)
Alpha-reductase inhibitor (HMDB: HMDB0000207)

EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor (HMDB: HMDB0000207)

Industrial application

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (HMDB: HMDB0000207)

Biomarker

Diabetes mellitus type 2 (MarkerDB: MDB00029979)
Isovaleric acidemia (MarkerDB: MDB00029979)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0000207)

Fragrance (HMDB: HMDB0000207)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000573

DrugBank ID

DB04224

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

27997

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Hu, Sheng; Yuan, Ji-rong; Zhu, Jin; Yin, Ying-sui. Preparation of high-purity oleic acid by selective reaction. Yingyong Huagong (2005), 34(12), 748-750, 753.

Showing chemical card for Oleic acid (CFc000000133)

MOL for CFc000000133 (Oleic acid)

3D MOL for CFc000000133 (Oleic acid)

3D SDF for CFc000000133 (Oleic acid)

3D-SDF for CFc000000133 (Oleic acid)

PDB for CFc000000133 (Oleic acid)

3D PDB for CFc000000133 (Oleic acid)

SMILES for CFc000000133 (Oleic acid)

INCHI for CFc000000133 (Oleic acid)

Structure for CFc000000133 (Oleic acid)

3D Structure for CFc000000133 (Oleic acid)