CHEBI:3962 - curcumin

ChEBI IDCHEBI:3962
ChEBI Namecurcumin
Stars
DefinitionA β-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.
Last Modified5 October 2021
DownloadsMolfile
FormulaC21H20O6
Net Charge0
Average Mass368.385
Monoisotopic Mass368.12599
SMILESCOc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O
InChIInChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
InChIKeyVFLDPWHFBUODDF-FCXRPNKRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Curcuma longa (ncbitaxon:136217) - PubMed (25584520)
Roles Classification
Chemical Roles:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
ligand  Any molecule or ion capable of binding to a central metal atom to form coordination complexes.
Biological Roles:
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor  An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that specifically blocks the action of non-specific protein-tyrosine kinase (EC 2.7.10.2).
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
EC 1.8.1.9 (thioredoxin reductase) inhibitor  An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of thioredoxin reductase (EC 1.8.1.9).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of shikimate dehydrogenase (EC 1.1.1.25).
food colouring  A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
lipoxygenase inhibitor  A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor  An EC 1.6.5.* (oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor) inhibitor that interferes with the action of NAD(P)H dehydrogenase (quinone), EC 1.6.5.2.
EC 1.1.1.21 (aldehyde reductase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).
EC 1.1.1.205 (IMP dehydrogenase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of IMP dehydrogenase (EC 1.1.1.205), so blocking de novo biosynthesis of purine nucleotides.
EC 3.5.1.98 (histone deacetylase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
food colouring  A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
dye 
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
contraceptive drug  A chemical substance that prevents or reduces the probability of conception.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
curcumin (CHEBI:3962) has functional parent trans-ferulic acid (CHEBI:17620)
curcumin (CHEBI:3962) has role anti-inflammatory agent (CHEBI:67079)
curcumin (CHEBI:3962) has role antifungal agent (CHEBI:35718)
curcumin (CHEBI:3962) has role antineoplastic agent (CHEBI:35610)
curcumin (CHEBI:3962) has role biological pigment (CHEBI:26130)
curcumin (CHEBI:3962) has role contraceptive drug (CHEBI:49323)
curcumin (CHEBI:3962) has role dye (CHEBI:37958)
curcumin (CHEBI:3962) has role EC 1.1.1.205 (IMP dehydrogenase) inhibitor (CHEBI:53746)
curcumin (CHEBI:3962) has role EC 1.1.1.21 (aldehyde reductase) inhibitor (CHEBI:48550)
curcumin (CHEBI:3962) has role EC 1.1.1.25 (shikimate dehydrogenase) inhibitor (CHEBI:77484)
curcumin (CHEBI:3962) has role EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor (CHEBI:50390)
curcumin (CHEBI:3962) has role EC 1.8.1.9 (thioredoxin reductase) inhibitor (CHEBI:64670)
curcumin (CHEBI:3962) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
curcumin (CHEBI:3962) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
curcumin (CHEBI:3962) has role flavouring agent (CHEBI:35617)
curcumin (CHEBI:3962) has role food colouring (CHEBI:77182)
curcumin (CHEBI:3962) has role geroprotector (CHEBI:176497)
curcumin (CHEBI:3962) has role hepatoprotective agent (CHEBI:62868)
curcumin (CHEBI:3962) has role immunomodulator (CHEBI:50846)
curcumin (CHEBI:3962) has role iron chelator (CHEBI:38157)
curcumin (CHEBI:3962) has role ligand (CHEBI:52214)
curcumin (CHEBI:3962) has role lipoxygenase inhibitor (CHEBI:35856)
curcumin (CHEBI:3962) has role metabolite (CHEBI:25212)
curcumin (CHEBI:3962) has role neuroprotective agent (CHEBI:63726)
curcumin (CHEBI:3962) has role nutraceutical (CHEBI:50733)
curcumin (CHEBI:3962) has role radical scavenger (CHEBI:48578)
curcumin (CHEBI:3962) is a aromatic ether (CHEBI:35618)
curcumin (CHEBI:3962) is a diarylheptanoid (CHEBI:78802)
curcumin (CHEBI:3962) is a enone (CHEBI:51689)
curcumin (CHEBI:3962) is a polyphenol (CHEBI:26195)
curcumin (CHEBI:3962) is a β-diketone (CHEBI:67265)
Incoming Relation(s)
5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has functional parent curcumin (CHEBI:3962)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) has functional parent curcumin (CHEBI:3962)
curcumin 4'-O-β-D-gentiotrioside (CHEBI:145772) has functional parent curcumin (CHEBI:3962)
dihydrocurcumin (CHEBI:67262) has functional parent curcumin (CHEBI:3962)
hydrazinocurcumin (CHEBI:84340) has functional parent curcumin (CHEBI:3962)
tetrahydrocurcumin (CHEBI:67263) has functional parent curcumin (CHEBI:3962)
IUPAC Name 
(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
Synonyms  Source
CurcuminKEGG COMPOUND
Natural yellow 3ChemIDplus
Turmeric yellowChemIDplus
DiferuloylmethaneChemIDplus
Kacha haldiKEGG COMPOUND
C.I. Natural Yellow 3ChEBI
UniProt Name  Source
curcuminUniProt
Manual XrefsDatabases
C10443KEGG COMPOUND
CurcuminWikipedia
DE859145Patent
CPD-6602MetaCyc
HMDB0002269HMDB
KR20130050834Patent
C00002731KNApSAcK
LSM-43083LINCS
839564ChemSpider
DB11672DrugBank
CC9PDBeChem
Registry NumbersSources
Reaxys:2306965Reaxys
CAS:458-37-7KEGG COMPOUND
CAS:458-37-7ChemIDplus
Citations