CHEBI:78277 - menaquinone-4

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ChEBI Name menaquinone-4
Definition A menaquinone whose side-chain contains 4 isoprene units in an all-trans-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
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Formula C31H40O2
Net Charge 0
Average Mass 444.64810
Monoisotopic Mass 444.30283
InChI 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+
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO:0000118). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via menaquinone )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via vitamin K )
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin K )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing menaquinone-4 (CHEBI:78277) has role anti-inflammatory agent (CHEBI:67079)
menaquinone-4 (CHEBI:78277) has role antioxidant (CHEBI:22586)
menaquinone-4 (CHEBI:78277) has role bone density conservation agent (CHEBI:50646)
menaquinone-4 (CHEBI:78277) has role human metabolite (CHEBI:77746)
menaquinone-4 (CHEBI:78277) has role neuroprotective agent (CHEBI:63726)
menaquinone-4 (CHEBI:78277) is a menaquinone (CHEBI:16374)
Incoming ω-hydroxymenaquinone-4 (CHEBI:78278) has functional parent menaquinone-4 (CHEBI:78277)
2,3-epoxymenatetrenone (CHEBI:90152) has functional parent menaquinone-4 (CHEBI:78277)
INNs Sources
menatetrenona WHO MedNet
menatetrenone WHO MedNet
ménatétrénone WHO MedNet
menatetrenonum WHO MedNet
Synonyms Sources
2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone ChemIDplus
2-Methyl-3-geranylgeranyl-1,4-naphthoquinone ChemIDplus
2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone ChemIDplus
menaquinone 4 ChEBI
Menaquinone K4 ChemIDplus
menaquinone-4 UniProt
MK-4 MetaCyc
MK4 MetaCyc
vitamin K2(20) ChemIDplus
Vitamin MK 4 ChemIDplus
Manual Xrefs Databases
1685 DrugCentral
4445530 ChemSpider
CPD-9726 MetaCyc
DB12148 DrugBank
FDB029792 FooDB
HMDB0030017 HMDB
Menatetrenone Wikipedia
View more database links
Registry Numbers Types Sources
2178866 Reaxys Registry Number Reaxys
863-61-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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PMC7259074 PubMed Central citation Europe PMC
Last Modified
26 July 2021