ChemFOnt: Showing chemical card for Menatetrenone (CFc000011235)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:56 UTC

Chemfont ID

CFc000011235

Molecule Identification

Common Name

Menatetrenone

Definition

3048

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone	ChEBI
2-Methyl-3-geranylgeranyl-1,4-naphthoquinone	ChEBI
2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone	ChEBI
Menaquinone 4	ChEBI
Menaquinone K4	ChEBI
Menatetrenona	ChEBI
Menatetrenonum	ChEBI
MK-4	ChEBI
MK4	ChEBI
Vitamin K2(20)	ChEBI
Vitamin MK 4	ChEBI
Vitamin K2	Kegg
Menaquinone-4	ChEBI
(e,e,e)-Isomer OF menatetrenone	MeSH, HMDB
2-Methyl-3-all-trans-tetraprenyl-1,4-naphthoquinone	MeSH, HMDB
Kefton-2	MeSH, HMDB
Vitamin MK-4	MeSH, HMDB
Vitamin K 2	MeSH
Vitamin K quinone	MeSH
Menaquinone	MeSH
Menaquinones	MeSH

Chemical Formula

C₃₁H₄₀O₂

Average Molecular Weight

444.659

Monoisotopic Molecular Weight

444.302830528

IUPAC Name

2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-dihydronaphthalene-1,4-dione

Traditional Name

menatetrenone

CAS Registry Number

863-61-6

SMILES

[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C2=CC=CC=C2C1=O)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+

InChI Key

DKHGMERMDICWDU-GHDNBGIDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menaquinones. These are vitamin K2 compounds consisting of a naphtho-1,4-quinone ring system, which is substituted at the 2-position by an isoprenyl side-chain, and usually, at the 3-position by a methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Alternative Parents

Substituents

Menaquinone
Diterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

menaquinone (CHEBI:78277 )

Functional Ontology

Physiological effect

Not Available

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cellular substructure

Mitochondrion (HMDB: HMDB0030017)

Biofluid or Excreta

Urine (PMID: 32966057)

Route of exposure

Ingestion (HMDB: HMDB0030017)

Exogenous (HMDB: HMDB0030017)

Food (HMDB: HMDB0030017)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Domestic goat (FooDB: FOOD00529)

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Horse (FooDB: FOOD00378)

Cauliflower (FooDB: FOOD00031)
Kale (FooDB: FOOD00390)

Fruit vegetable

Prairie turnip (FooDB: FOOD00439)

Other vegetable

Narrowleaf cattail (FooDB: FOOD00564)

Potato (FooDB: FOOD00175)

Lambsquarters (FooDB: FOOD00394)

Vegetable product

Other vegetable product (FooDB: FOOD00671)

Almond (FooDB: FOOD00148)

Cereal and cereal product

Tortilla (FooDB: FOOD00709)
Piki bread (FooDB: FOOD00806)

Pan dulce (FooDB: FOOD00816)

Amaranth (FooDB: FOOD00288)
Rose hip (FooDB: FOOD00446)
Teff (FooDB: FOOD00489)

Quinoa (FooDB: FOOD00441)

Wasabi (FooDB: FOOD00498)

Apple (FooDB: FOOD00105)
Pear (FooDB: FOOD00152)

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)

Pacific cod (FooDB: FOOD00337)
Hippoglossus (Common halibut) (FooDB: FOOD00375)
Pacific rockfish (FooDB: FOOD00426)
Sockeye salmon (FooDB: FOOD00453)
Sheefish (FooDB: FOOD00472)
Pollock (FooDB: FOOD00513)
Atlantic halibut (FooDB: FOOD00516)
Pacific halibut (FooDB: FOOD00517)
Flatfish (FooDB: FOOD00535)
Gadiformes (FooDB: FOOD00580)
Lemon sole (FooDB: FOOD00583)
Pacific ocean perch (FooDB: FOOD00598)
True sole (FooDB: FOOD00604)
Rainbow trout (FooDB: FOOD00444)
Catfish (FooDB: FOOD00605)
Whitefish (FooDB: FOOD00503)
Channel catfish (FooDB: FOOD00324)
Painted comber (FooDB: FOOD00294)
Alaska pollock (FooDB: FOOD00497)
Atlantic salmon (FooDB: FOOD00455)
Chinook salmon (FooDB: FOOD00454)
Chum salmon (FooDB: FOOD00451)
Pink salmon (FooDB: FOOD00450)
Smelt (FooDB: FOOD00519)

Eastern oyster (FooDB: FOOD00356)
Bivalvia (Clam, Mussel, Oyster) (FooDB: FOOD00531)
Scallop (FooDB: FOOD00462)

Clam (FooDB: FOOD00952)

Other fish product (FooDB: FOOD00665)

Beluga whale (FooDB: FOOD00300)

Bearded seal (FooDB: FOOD00466)
Spotted seal (FooDB: FOOD00423)

Milk and milk product

Fermented milk product

Other milk product

Almond milk (FooDB: FOOD00937)

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)

Baby food (FooDB: FOOD00668)

Leavening agent (FooDB: FOOD00661)
Cooking oil (FooDB: FOOD00779)

Salad dressing (FooDB: FOOD00645)

Pie crust (FooDB: FOOD00780)

Common bean (FooDB: FOOD00134)
Green bean (FooDB: FOOD00883)

Common pea (FooDB: FOOD00141)

Soy bean (FooDB: FOOD00085)

Other soy product (FooDB: FOOD00271)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Other dish (FooDB: FOOD00836)
Pizza (FooDB: FOOD00637)
Soup (FooDB: FOOD00670)
Salad (FooDB: FOOD00712)
Pot pie (FooDB: FOOD00837)
Stew (FooDB: FOOD00724)
Frybread (FooDB: FOOD00728)

Macaroni and cheese (FooDB: FOOD00759)
Ravioli (FooDB: FOOD00791)

Other sandwich (FooDB: FOOD00755)

Egg roll (FooDB: FOOD00717)

Latin american cuisine

Tamale (FooDB: FOOD00795)
Empanada (FooDB: FOOD00830)
Pupusa (FooDB: FOOD00829)
Arepa (FooDB: FOOD00831)

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

Cocoa and cocoa product

Chocolate (FooDB: FOOD00687)

Pastry (FooDB: FOOD00641)
Pie (FooDB: FOOD00782)
Pudding (FooDB: FOOD00734)

Other candy (FooDB: FOOD00679)

Dulce de leche (FooDB: FOOD00714)

Sweet custard (FooDB: FOOD00716)

Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)

Eggs (FooDB: FOOD00619)

Fruit-flavor drink (FooDB: FOOD00821)
Horchata (FooDB: FOOD00823)

Plant (HMDB: HMDB0030017)

Animal (HMDB: HMDB0030017)

Endogenous (HMDB: HMDB0030017)

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030017)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030017)

Lipid metabolism pathway (HMDB: HMDB0030017)

Cellular process

Cell signaling (HMDB: HMDB0030017)

Biochemical process

Lipid transport (HMDB: HMDB0030017)

Biological role

Energy source (HMDB: HMDB0030017)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant (HMDB: HMDB0030017)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00049 g/L	ALOGPS
logP	7.24	ALOGPS
logP	8.48	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	145.51 m³·mol⁻¹	ChemAxon
Polarizability	54.92 Å³	ChemAxon
Number of Rings	2	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

DrugBank ID

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available