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Curcumin-β-D-glucuronide

CAT: 0013-GTR19231074-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19231074-01Size:25 mg
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Description
Curcumin-β-D-glucuronide is a major metabolite of curcumin found in portal blood and liver tissue. This compound is a critical tool for investigating the bioavailability, metabolism, and potential mechanisms of curcumin in colon cancer research using both in vitro and in vivo experimental models.
CAS Number
227466-72-0
Field of Research
Metabolism Research
Smiles
O (C1=C (OC) C=C (/C=C/C (CC (/C=C/C2=CC (OC) =C (O) C=C2) =O) =O) C=C1) [C@@H]3O[C@H] (C (O) =O) [C@@H] (O) [C@H] (O) [C@H]3O
Molecular Formula
C27H28O12
Molecular Weight
544.5
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Curcumin glucuronide

Curcumin glucuronide is a diarylheptanoid.

CAS Number227466-72-0
PubChem CID71315012
IUPAC Name(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
Molecular FormulaC27H28O12
Molecular Weight544.5
XLogP1.6
Topological Polar Surface Area189
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count11
Heavy Atom Count39
Formal Charge0
Complexity903
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](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
Chemical Structure
2D Structure
2D structure of Curcumin glucuronide
CAS: 227466-72-0
CID: 71315012
Formula: C27H28O12
MW: 544.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight544.5
XLogP31.6
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count11
Exact Mass544.15807632
Monoisotopic Mass544.15807632
Topological Polar Surface Area189 Ų
Heavy Atom Count39
Formal Charge0
Complexity903
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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