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CHEBI:44147 - menaquinone-9

Default Structure
ChEBI IDCHEBI:44147
ChEBI Namemenaquinone-9
Stars
DefinitionA menaquinone whose side-chain contains 9 isoprene units in an all-trans-configuration.
Last Modified26 July 2021
DownloadsMolfile
FormulaC56H80O2
Net Charge0
Average Mass785.254
Monoisotopic Mass784.61583
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/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O
InChIInChI=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+
InChIKeyWCRXHNIUHQUASO-UVZVDVBNSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (7601837) Isolated from purified nitrate reductase of Escherichia coli PK27 Strain: PK27
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Applications:
antipsoriatic  A drug used to treat psoriasis.
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.
anticoagulant  An agent that prevents blood clotting.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antipsoriatic  A drug used to treat psoriasis.
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.
anticoagulant  An agent that prevents blood clotting.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
menaquinone-9 (CHEBI:44147) has role Escherichia coli metabolite (CHEBI:76971)
menaquinone-9 (CHEBI:44147) is a menaquinone (CHEBI:16374)
Incoming Relation(s)
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  Source
Menaquinone 9ChemIDplus
menaquinone with nine isoprene unitsChEBI
MK-9LIPID MAPS
MK9MetaCyc
UniProt Name  Source
menaquinone-9UniProt
Manual XrefsDatabases
C21526KEGG COMPOUND
CPD-9720MetaCyc
LMPR02010041LIPID MAPS
MQ9PDBeChem
Registry NumbersSources
Reaxys:2069069Reaxys
CAS:523-39-7ChemIDplus
Citations