ChemFOnt: Showing chemical card for (9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid (CFc000021482)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:18 UTC

Chemfont ID

CFc000021482

Molecule Identification

Common Name

(9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid

Definition

(9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid is found in mushrooms. (9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid is a constituent of the edible lions mane mushroom (Hericium erinaceum).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoate	Generator
(12E)-9,10-Dihydroxy-8-oxooctadec-12-enoate	HMDB

Chemical Formula

C₁₈H₃₂O₅

Average Molecular Weight

328.4437

Monoisotopic Molecular Weight

328.224974134

IUPAC Name

(12E)-9,10-dihydroxy-8-oxooctadec-12-enoic acid

Traditional Name

(12E)-9,10-dihydroxy-8-oxooctadec-12-enoic acid

CAS Registry Number

142036-13-3

SMILES

CCCCC\C=C\CC(O)C(O)C(=O)CCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O5/c1-2-3-4-5-6-9-12-15(19)18(23)16(20)13-10-7-8-11-14-17(21)22/h6,9,15,18-19,23H,2-5,7-8,10-14H2,1H3,(H,21,22)/b9-6+

InChI Key

NIOKCFABUMZUDL-RMKNXTFCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Hydroxy fatty acid
Keto fatty acid
Acyloin
Beta-hydroxy ketone
Fatty acid
Unsaturated fatty acid
Monosaccharide
Alpha-hydroxy ketone
1,2-diol
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0040611)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040611)

Source

Endogenous

Endogenous (HMDB: HMDB0040611)

Plant

Plant (HMDB: HMDB0040611)

Animal

Animal (HMDB: HMDB0040611)

Exogenous

Food

Food (HMDB: HMDB0040611)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0040611)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040611)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040611)

Lipid metabolism pathway (HMDB: HMDB0040611)

Cellular process

Cell signaling (HMDB: HMDB0040611)

Biochemical process

Lipid transport (HMDB: HMDB0040611)

Role

Biological role

Energy source (HMDB: HMDB0040611)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040611)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	3.18	ALOGPS
logP	3.66	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.28	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	90.9 m³·mol⁻¹	ChemAxon
Polarizability	38.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040611

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020402

KNApSAcK ID

Not Available

Chemspider ID

35014972

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752865

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid (CFc000021482)

MOL for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

3D MOL for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

3D SDF for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

3D-SDF for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

PDB for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

3D PDB for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

SMILES for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

INCHI for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

Structure for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)

3D Structure for CFc000021482 ((9R,10S,12Z)-9,10-Dihydroxy-8-oxo-12-octadecenoic acid)