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curcumin (CHEBI:3962)

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ChEBI Name curcumin
ChEBI ID CHEBI:3962
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula Source
C21H20O6 ChEBI
Net Charge 0
Average Mass 368.37990
InChI
InChI=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+
InChIKey
VFLDPWHFBUODDF-FCXRPNKRSA-N
SMILES
COc1cc(ccc1O)\C=C\C(=O)CC(=O)\C=C\c1ccc(O)c(OC)c1
Roles Classification
Chemical Role(s): 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 1.1.1.25 (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).
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 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 1.8.1.9 (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).
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.
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.
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).
iron chelator

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).
Biological Role(s): 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 1.1.1.25 (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).
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 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 1.8.1.9 (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).
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
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 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.
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).
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).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via diarylheptanoid )
Application(s): hepatoprotective agent
Any compound that is able to prevent damage to the liver.
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
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.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
dye

contraceptive drug
A chemical substance that prevents or reduces the probability of conception.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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).
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing curcumin (CHEBI:3962) has functional parent 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 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 β-diketone (CHEBI:67265)
curcumin (CHEBI:3962) is a diarylheptanoid (CHEBI:78802)
curcumin (CHEBI:3962) is a enone (CHEBI:51689)
curcumin (CHEBI:3962) is a polyphenol (CHEBI:26195)
Incoming 5-(2,2-diferuloylethen-1-yl)thalidomide (CHEBI:74775) has functional parent curcumin (CHEBI:3962)
dihydrocurcumin (CHEBI:67262) 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 Sources
C.I. 75300 ChEBI
C.I. Natural Yellow 3 ChEBI
curcumin UniProt
Curcumin KEGG COMPOUND
Diferuloylmethane ChemIDplus
E 100 ChEBI
Kacha haldi KEGG COMPOUND
Natural yellow 3 ChemIDplus
Turmeric yellow ChemIDplus
Database Links Databases
C00002731 KNApSAcK
C10443 KEGG COMPOUND
CPD-6602 MetaCyc
Curcumin Wikipedia
DE859145 Patent
HMDB02269 HMDB
KR20130050834 Patent
View more database links
Registry Numbers Types Sources
2306965 Reaxys Registry Number Reaxys
458-37-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
04 August 2014

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