Curcumin
precursor
Showing entry for Curcumin
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 Phytochemical | Family | Class | Sub-class | |
---|---|---|---|---|
Curcumin | Polyphenols | Miscellaneous polyphenols | Not Available | Show Food Phytochemical |
Dihydro-resveratrol-3-O-sulfate | (Poly)phenol metabolites | Stilbene metabolites | Not Available | Show 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
Name | Group | |||
---|---|---|---|---|
Curry powder | Herbs and Spices | Publications | Show | |
Turmeric | Herbs and Spices | Show |
Food Sources of its Food Phytochemical(s)
Food Phytochemical | Food Source | Food Source Group | |||
---|---|---|---|---|---|
Curcumin | Curry powder | Herbs and Spices | Publications | Show | |
Curcumin | Turmeric | Herbs and Spices | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Curcumin | Curcumin | human | plasma, serum | unchanged | 1h-3h | 50-200 nmol/L | Not Available | C21H20O6 | 368.125988364 | Detailed Intervention Studies | Publications | ||
Curcumin | Curcumin glucuronide | human | plasma, serum | host metabolism | 1h-3h | 50-200 nmol/L | Not Available | C27H28O12 | 544.158076342 | Detailed Intervention Studies | Publications | ||
Curcumin | Curcumin sulfate | human | plasma | host metabolism | 1h-3h | <20 nmol/L | Not Available | C21H20O9S | 448.082803398 | Detailed Intervention Studies | Publications | ||
Curcumin | hexahydrocurcumin glucuronide | human | serum | host-gut microbiota co-metabolite | <1h | <20 nmol/L | Not Available | C27H34O12 | 550.205026535 | Detailed Intervention Studies | Publications | ||
Dihydro-resveratrol-3-O-sulfate | Curcumin | human | plasma | Not Available | Not Available | Not Available | Not Available | C21H20O6 | 368.125988364 |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value | |||
---|---|---|---|---|---|---|
Curcumin | Curcumin | Age | Effect, clusters | Publications | ||
Curcumin | Curcumin | Sex | Effect, clusters | Publications |