CHEBI:44147 - menaquinone-9

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name menaquinone-9
ChEBI ID CHEBI:44147
Definition A menaquinone whose side-chain contains 9 isoprene units in an all-trans-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C56H80O2
Net Charge 0
Average Mass 785.235
Monoisotopic Mass 784.61583
InChI InChI=1S/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+
InChIKey WCRXHNIUHQUASO-UVZVDVBNSA-N
SMILES C1(=O)C(C)=C(C(=O)C2=CC=CC=C12)C/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(/CC/C=C(/CCC=C(C)C)\C)\C
Metabolite of Species Details
Escherichia coli (NCBI:txid562) Isolated from purified nitrate reductase of Escherichia coli PK27 of strain PK27 See: PubMed
Roles Classification
Biological Role(s): 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing menaquinone-9 (CHEBI:44147) has role Escherichia coli metabolite (CHEBI:76971)
menaquinone-9 (CHEBI:44147) is a menaquinone (CHEBI:16374)
Incoming β-dihydromenaquinone-9 (CHEBI:134607) has functional parent menaquinone-9 (CHEBI:44147)
ω-hydroxy-β-dihydromenaquinone-9 (CHEBI:140189) has functional parent menaquinone-9 (CHEBI:44147)
Synonyms Sources
Menaquinone 9 ChemIDplus
menaquinone with nine isoprene units ChEBI
menaquinone-9 UniProt
MK-9 LIPID MAPS
MK9 MetaCyc
Manual Xrefs Databases
C21526 KEGG COMPOUND
CPD-9720 MetaCyc
LMPR02010041 LIPID MAPS
MQ9 PDBeChem
View more database links
Registry Numbers Types Sources
2069069 Reaxys Registry Number Reaxys
523-39-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12054615 PubMed citation Europe PMC
1542008 PubMed citation Europe PMC
1552370 PubMed citation Europe PMC
30528275 PubMed citation Europe PMC
32372117 PubMed citation Europe PMC
32650369 PubMed citation Europe PMC
32866371 PubMed citation Europe PMC
32881678 PubMed citation Europe PMC
32964255 PubMed citation Europe PMC
33321348 PubMed citation Europe PMC
33413776 PubMed citation Europe PMC
7601837 PubMed citation Europe PMC
7638250 PubMed citation Europe PMC
Last Modified
26 July 2021