CHEBI:78277 - menaquinone-4

ChEBI IDCHEBI:78277
ChEBI Namemenaquinone-4
Stars
DefinitionA menaquinone whose side-chain contains 4 isoprene units in an all-trans-configuration.
Last Modified26 July 2021
SubmitterKAX
DownloadsMolfile
FormulaC31H40O2
Net Charge0
Average Mass444.659
Monoisotopic Mass444.30283
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O
InChIInChI=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+
InChIKeyDKHGMERMDICWDU-GHDNBGIDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000118) PubMed (32086127)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
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.
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:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
anticoagulant  An agent that prevents blood clotting.
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.
antipsoriatic  A drug used to treat psoriasis.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
anticoagulant  An agent that prevents blood clotting.
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.
antipsoriatic  A drug used to treat psoriasis.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
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.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
menaquinone-4 (CHEBI:78277) has role anti-inflammatory agent (CHEBI:67079)
menaquinone-4 (CHEBI:78277) has role antineoplastic agent (CHEBI:35610)
menaquinone-4 (CHEBI:78277) has role antioxidant (CHEBI:22586)
menaquinone-4 (CHEBI:78277) has role bone density conservation agent (CHEBI:50646)
menaquinone-4 (CHEBI:78277) has role human metabolite (CHEBI:77746)
menaquinone-4 (CHEBI:78277) has role neuroprotective agent (CHEBI:63726)
menaquinone-4 (CHEBI:78277) is a menaquinone (CHEBI:16374)
Incoming Relation(s)
2,3-epoxymenatetrenone (CHEBI:90152) has functional parent menaquinone-4 (CHEBI:78277)
ω-hydroxymenaquinone-4 (CHEBI:78278) has functional parent menaquinone-4 (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  Source
menatetrenonaWHO MedNet
menatetrenoneWHO MedNet
ménatétrénoneWHO MedNet
menatetrenonumWHO MedNet
Synonyms  Source
2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinoneChemIDplus
2-Methyl-3-geranylgeranyl-1,4-naphthoquinoneChemIDplus
2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinoneChemIDplus
KaytwoChEMBL
Kaytwo nChEMBL
menaquinone 4ChEBI
UniProt Name  Source
menaquinone-4UniProt
Manual XrefsDatabases
1685DrugCentral
4445530ChemSpider
CPD-9726MetaCyc
D00100KEGG DRUG
DB12148DrugBank
FDB029792FooDB
HMDB0030017HMDB
MenatetrenoneWikipedia
Registry NumbersSources
Reaxys:2178866Reaxys
CAS:863-61-6ChemIDplus
Citations