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CHEBI:78277 - menaquinone-4

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:
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
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
ménatétrénoneWHO MedNet
menatetrenonumWHO MedNet
menatetrenoneWHO MedNet
Synonyms  Source
MK-4MetaCyc
MK4MetaCyc
Vitamin MK 4ChemIDplus
2-Methyl-3-geranylgeranyl-1,4-naphthoquinoneChemIDplus
2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinoneChemIDplus
2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinoneChemIDplus
UniProt Name  Source
menaquinone-4UniProt
Manual XrefsDatabases
CPD-9726MetaCyc
MenatetrenoneWikipedia
D00100KEGG DRUG
1685DrugCentral
DB12148DrugBank
HMDB0030017HMDB
FDB029792FooDB
4445530ChemSpider
Registry NumbersSources
Reaxys:2178866Reaxys
CAS:863-61-6ChemIDplus
Citations