CHEBI:78277 - menatetrenone

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ChEBI Name menatetrenone
ChEBI ID CHEBI:78277
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
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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+
InChIKey DKHGMERMDICWDU-GHDNBGIDSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
Roles Classification
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 )
Application(s): 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.
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ChEBI Ontology
Outgoing menatetrenone (CHEBI:78277) has role bone density conservation agent (CHEBI:50646)
menatetrenone (CHEBI:78277) has role human metabolite (CHEBI:77746)
menatetrenone (CHEBI:78277) is a menaquinone (CHEBI:16374)
Incoming ω-hydroxymenaquinone-4 (CHEBI:78278) has functional parent menatetrenone (CHEBI:78277)
2,3-epoxymenatetrenone (CHEBI:90152) has functional parent menatetrenone (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 Sources
menatetrenona ChemIDplus
menatetrenone WHO MedNet
ménatétrénone WHO MedNet
menatetrenonum ChemIDplus
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 MK 4 ChemIDplus
Brand Name Source
Vitamin K2 KEGG DRUG
Manual Xrefs Databases
1685 DrugCentral
CPD-9726 MetaCyc
D00100 KEGG DRUG
Menatetrenone Wikipedia
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Registry Numbers Types Sources
2178866 Reaxys Registry Number Reaxys
863-61-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22692649 PubMed citation Europe PMC
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Last Modified
22 February 2017