CHEBI:44027 - menaquinone-8

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ChEBI Name menaquinone-8
ChEBI ID CHEBI:44027
Definition A menaquinone whose side-chain contains 8 isoprene units in an all-trans-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C51H72O2
Net Charge 0
Average Mass 717.11620
Monoisotopic Mass 716.55323
InChI InChI=1S/C51H72O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36H,13-19,21,23,25,27,29,31,33,37H2,1-10H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+
InChIKey LXKDFTDVRVLXFY-WQWYCSGDSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via menaquinone )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing menaquinone-8 (CHEBI:44027) has role Escherichia coli metabolite (CHEBI:76971)
menaquinone-8 (CHEBI:44027) has role human metabolite (CHEBI:77746)
menaquinone-8 (CHEBI:44027) is a menaquinone (CHEBI:16374)
IUPAC Name
2-methyl-3-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]naphthalene-1,4-dione
Synonyms Sources
(all-E)-2-methyl-3-(3,7,11,15,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-dotriacontaoctaenyl)-1,4-naphthalenedione ChemIDplus
menaquinone 8 ChEBI
menaquinone MK8 ChemIDplus
menaquinone-8 UniProt
MK 8 ChemIDplus
vitamin K2(40) ChemIDplus
vitamin MK 8 ChemIDplus
Manual Xrefs Databases
CPD-9728 MetaCyc
MQ8 PDBeChem
View more database links
Registry Numbers Types Sources
1899230 Reaxys Registry Number Reaxys
2514221 Reaxys Registry Number Reaxys
523-38-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21445887 PubMed citation Europe PMC
2153497 PubMed citation Europe PMC
24670637 PubMed citation Europe PMC
33913729 PubMed citation Europe PMC
Last Modified
26 July 2021