Identification

PhytoHub ID
PHUB001408
Name
Curcumin
Systematic Name
Curcumin
Synonyms
  • Diferaloylmethane
CAS Number
458-37-7
Average Mass
368.385
Monoisotopic Mass
368.125988364
Chemical Formula
C21H20O6
IUPAC Name
(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
InChI Key
VFLDPWHFBUODDF-FCXRPNKRSA-N
InChI Identifier
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+
SMILES
COC1=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CC=C1O
Structure

Calculated Properties

Solubility (ALOGPS)
5.75e-03 g/l
LogS (ALOGPS)
-4.81
LogP (ALOGPS)
3.62
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
8
Polar Surface Area
93.06
Refractivity
103.8106
Polarizability
38.12302565421615
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.355207917841695
pKa (strongest acidic)
9.08319712281597
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Miscellaneous polyphenols
Sub-class
Not Available

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Miscellaneous polyphenol metabolites
Metabolite Sub-class
Curcuminoid metabolites

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
CurcuminPolyphenolsMiscellaneous polyphenolsNot AvailableShow Food Phytochemical
Dihydro-resveratrol-3-O-sulfate(Poly)phenol metabolitesStilbene metabolitesNot AvailableShow Food Phytochemical
Pyrogallol-2-O-sulfate(Poly)phenol metabolitesPhenolic acid metabolitesMiscellaneous phenolic acid metabolitesShow Food Phytochemical
PetunidinPolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical
Malvidin-3-O-glucosidePolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical
MangiferinPolyphenolsMiscellaneous polyphenolsNot AvailableShow Food Phytochemical
IsomangiferinPolyphenolsMiscellaneous polyphenolsNot AvailableShow Food Phytochemical
HomomangiferinPolyphenolsMiscellaneous polyphenolsNot AvailableShow Food Phytochemical
Myricetin 3-O-glucuronide(Poly)phenol metabolitesFlavonoid metabolitesFlavonols (parent and host metabolites)Show Food Phytochemical
Sinapic acid O-glucuronide(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Diarylheptanoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Linear diarylheptanoids
Direct Parent Name
Curcuminoids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Acryloyl compounds", "Alkyl aryl ethers", "Anisoles", "Beta-diketones", "Enones", "Hydrocarbon derivatives", "Hydroxycinnamic acids and derivatives", "Ketones", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Styrenes"]
External Descriptor Annotations
["aromatic ether", "beta-diketone", "diarylheptanoid", "enone", "polyphenol"]
Substituent Names
["1,3-dicarbonyl compound", "1,3-diketone", "1-hydroxy-2-unsubstituted benzenoid", "Acryloyl-group", "Alkyl aryl ether", "Alpha,beta-unsaturated ketone", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Curcumin", "Enone", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Ketone", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Styrene"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Curry powderHerbs and Spices PublicationsShow
TurmericHerbs and SpicesShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
PetunidinBlueberryFruit, BerriesShow
Malvidin-3-O-glucosideBlueberryFruit, Berries PublicationsShow
CurcuminCurry powderHerbs and Spices PublicationsShow
PetunidinGrapesFruit, BerriesShow
Malvidin-3-O-glucosideGrapesFruit, BerriesShow
MangiferinMangoFruit, Tropical fruits PublicationsShow
IsomangiferinMangoFruit, Tropical fruits PublicationsShow
HomomangiferinMangoFruit, Tropical fruitsShow
Malvidin-3-O-glucosideRed raspberryFruit, BerriesShow
PetunidinRed wineBeverages, AlcoholicShow
Malvidin-3-O-glucosideRed wineBeverages, AlcoholicShow
CurcuminTurmericHerbs and SpicesShow
Malvidin-3-O-glucosideWhite wineBeverages, AlcoholicShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Curcumin Curcuminhumanplasma, serumunchanged1h-3h50-200 nmol/LNot AvailableC21H20O6368.125988364 Detailed Intervention Studies Publications
Curcumin Curcumin glucuronidehumanplasma, serumhost metabolism1h-3h50-200 nmol/LNot AvailableC27H28O12544.158076342 Publications
Curcumin Curcumin sulfatehumanplasmahost metabolism1h-3h<20 nmol/LNot AvailableC21H20O9S448.082803398 Publications
Curcumin hexahydrocurcumin glucuronidehumanserumhost-gut microbiota co-metabolite<1h<20 nmol/LNot AvailableC27H34O12550.205026535 Publications
Dihydro-resveratrol-3-O-sulfate CurcuminhumanplasmaNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Pyrogallol-2-O-sulfate CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Petunidin CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Malvidin-3-O-glucoside CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Mangiferin CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Isomangiferin CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Homomangiferin CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Myricetin 3-O-glucuronide CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies
Sinapic acid O-glucuronide CurcuminNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H20O6368.125988364 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Curcumin CurcuminAgeEffect, clusters Publications
Curcumin CurcuminSexEffect, clusters Publications
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