Curcumin glucuronide

Basic Information

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CAS Number

227466-72-0

Molecular Formula

C27H28O12

Molecular Weight

544.51 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O

InChI

InChI=1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/b7-3+,8-4+/t22-,23-,24+,25-,27+/m0/s1

InChIKey

BNSAVBGHRVFVNN-XSCLDSQRSA-N

LogP

0.9352999999999994

Topological Polar Surface Area

189.27999999999997 Å²

Hydrogen Bond Donor/Acceptor

5 / 12

Complexity

903

Synonyms & References

English

Curcumin β-D-Glucuronide
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[(1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenoxy]oxane-2-carboxylic acid
4-[(1E,6E)-7-(4-Hydroxy-3-methoxyphenyl)-3,5-dioxo-1,6-heptadien-1-yl]-2-methoxyphenyl
A-D-Glucopyranosiduronic Acid
A-D-Glucuronide
Curcumin
Curcumin-β-D-glucuronide
Curcuma longa L
Curcumin ?-D-Glucuronide
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 4-((1E,6E)-7-(4-HYDROXY-3-METHOXYPHENYL)-3,5-DIOXO-1,6-HEPTADIENYL)-2-METHOXYPHENYL
CHEMBL4065571
SCHEMBL26057781
Curcumin glucuronide
DTXSID20747384
Curcumin beta-O-glucuronide
Q27274613
Curcumin-
beta-D-Glucopyranosiduronic acid, 4-((1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxo-1,6-heptadien-1-yl)-2-methoxyphenyl
MS-30002
Curcumin
A-D-glucuronide
BE1PK7RL4M
NS00116950
J-014841
beta-D-Glucopyranosiduronic acid, 4-((1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxo-1,6-heptadienyl)-2-methoxyphenyl
DISCONTINUED. Please see C838505.
Curcumin-beta-D-glucuronide
Curcumin beta -D-Glucuronide
227466-72-0
CURCUMIN .BETA.-O-GLUCURONIDE
4-((1E,6E)-7-(4-HYDROXY-3-METHOXYPHENYL)-3,5-DIOXO-1,6-HEPTADIEN-1-YL)-2-METHOXYPHENYL .BETA.-D-GLUCOPYRANOSIDURONIC ACID

MDL Number

MFCD28963761

FAQ

What is Curcumin glucuronide (CAS: 227466-72-0)?

Curcumin glucuronide is a biotransformation product of curcumin, a natural polyphenol found in the rhizomes of Curcuma longa. It has a chemical structure that includes a glucuronic acid moiety linked to the curcumin molecule. This compound is characterized by its hydrophilic nature and improved solubility compared to its parent compound, curcumin.

What are the main uses of Curcumin glucuronide (CAS: 227466-72-0)?

Curcumin glucuronide is primarily used as an intermediate in the production of more bioavailable forms of curcumin. It is also of interest in pharmaceutical applications for its potential anti-inflammatory and antioxidant properties, and its use in dietary supplements for health benefits.

Is Curcumin glucuronide (CAS: 227466-72-0) safe?

Curcumin glucuronide is generally regarded as safe (GRAS) for use in food and dietary supplements when used as directed. However, like curcumin, it should be used with caution in individuals with known hypersensitivity or allergy to turmeric. It is important to follow recommended dosages and consult with a healthcare provider before use.

How should Curcumin glucuronide (CAS: 227466-72-0) be stored?

Curcumin glucuronide should be stored in a tightly closed container to protect it from light and moisture. It should be kept in a cool, dry place away from direct sunlight and heat. Proper storage conditions are essential to maintain its stability and ensure its effectiveness in applications.