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:
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).
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
ligand  Any molecule or ion capable of binding to a central metal atom to form coordination complexes.
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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).
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).
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).
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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).
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.
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.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
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 1.1.1.25 (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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
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).
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
dye 
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
contraceptive drug  A chemical substance that prevents or reduces the probability of conception.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
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
C.I. 75300ChEBI
C.I. Natural Yellow 3ChEBI
CurcuminKEGG COMPOUND
DiferuloylmethaneChemIDplus
E 100ChEBI
Kacha haldiKEGG COMPOUND
UniProt Name  Source
curcuminUniProt
Manual XrefsDatabases
839564ChemSpider
C00002731KNApSAcK
C10443KEGG COMPOUND
CC9PDBeChem
CPD-6602MetaCyc
CurcuminWikipedia
DB11672DrugBank
DE859145Patent
HMDB0002269HMDB
KR20130050834Patent
LSM-43083LINCS
Registry NumbersSources
Reaxys:2306965Reaxys
CAS:458-37-7ChemIDplus
CAS:458-37-7KEGG COMPOUND
Citations