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CHEBI:78277 - menaquinone-4

Default Structure
ChEBI IDCHEBI:78277
ChEBI Namemenaquinone-4
Stars
DefinitionA menaquinone whose side-chain contains 4 isoprene units in an all-trans-configuration.
Last Modified26 July 2021
SubmitterKAX
DownloadsMolfile
FormulaC31H40O2
Net Charge0
Average Mass444.659
Monoisotopic Mass444.30283
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O
InChIInChI=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+
InChIKeyDKHGMERMDICWDU-GHDNBGIDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000118) PubMed (32086127)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
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.
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
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.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
2,3-epoxymenatetrenone (CHEBI:90152) has functional parent menaquinone-4 (CHEBI:78277)
ω-hydroxymenaquinone-4 (CHEBI:78278) has functional parent menaquinone-4 (CHEBI:78277)
IUPAC Name 
2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-naphthoquinone
INNs  Source
menatetrenonaWHO MedNet
menatetrenoneWHO MedNet
ménatétrénoneWHO MedNet
menatetrenonumWHO MedNet
Synonyms  Source
2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinoneChemIDplus
2-Methyl-3-geranylgeranyl-1,4-naphthoquinoneChemIDplus
2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinoneChemIDplus
menaquinone 4ChEBI
Menaquinone K4ChemIDplus
MK-4MetaCyc
UniProt Name  Source
menaquinone-4UniProt
Manual XrefsDatabases
1685DrugCentral
4445530ChemSpider
CPD-9726MetaCyc
D00100KEGG DRUG
DB12148DrugBank
FDB029792FooDB
HMDB0030017HMDB
MenatetrenoneWikipedia
Registry NumbersSources
Reaxys:2178866Reaxys
CAS:863-61-6ChemIDplus
Citations