CHEBI:44027 - menaquinone-8

ChEBI IDCHEBI:44027
ChEBI Namemenaquinone-8
Stars
DefinitionA menaquinone whose side-chain contains 8 isoprene units in an all-trans-configuration.
Last Modified26 July 2021
DownloadsMolfile
FormulaC51H72O2
Net Charge0
Average Mass717.135
Monoisotopic Mass716.55323
SMILESCC(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
InChIInChI=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+
InChIKeyLXKDFTDVRVLXFY-WQWYCSGDSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21445887)
Homo sapiens (ncbitaxon:9606) - PubMed (2153497)
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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).
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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.
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antipsoriatic  A drug used to treat psoriasis.
anticoagulant  An agent that prevents blood clotting.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antipsoriatic  A drug used to treat psoriasis.
anticoagulant  An agent that prevents blood clotting.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(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-naphthalenedioneChemIDplus
menaquinone 8ChEBI
menaquinone MK8ChemIDplus
MK 8ChemIDplus
vitamin K2(40)ChemIDplus
vitamin MK 8ChemIDplus
UniProt Name  Source
menaquinone-8UniProt
Manual XrefsDatabases
CPD-9728MetaCyc
MQ8PDBeChem
Registry NumbersSources
Reaxys:1899230Reaxys
Reaxys:2514221Reaxys
CAS:523-38-6ChemIDplus
Citations