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Naringenin-7-O-β-D-Glucuronide

CAT: 0013-GTR19233100-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19233100-01Size:1 mg
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Description
Naringenin-7-O-β-D-glucuronide is a primary metabolite of naringenin, formed mainly via glucuronidation by UGT isoforms 1A1, 1A3, 1A6, and 1A9. This compound is a key research tool for studying flavonoid metabolism, pharmacokinetics, and the activity of UGT enzymes in both in vitro and in vivo models.
CAS Number
1237479-07-0
Smiles
O=C1C=2C (OC (C1) C3=CC=C (O) C=C3) =CC (O[C@@H]4O[C@H] (C (O) =O) [C@@H] (O) [C@H] (O) [C@H]4O) =CC2O
Molecular Formula
C21H20O11
Molecular Weight
448.4
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylic acid
CAS Number1237479-07-0
PubChem CID86280366
IUPAC Name(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylic acid
Molecular FormulaC21H20O11
Molecular Weight448.4
XLogP0.8
Topological Polar Surface Area183
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity693
SMILES
C1C(OC2=CC(=CC(=C2C1=O)O)OC3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)C4=CC=C(C=C4)O
InChI
InChI=1S/C21H20O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)/t13?,16-,17-,18+,19-,21?/m0/s1
InChIKey
BDCRTIDKZGEVEN-YKCLCNASSA-N
Chemical Structure
2D Structure
2D structure of (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylic acid
CAS: 1237479-07-0
CID: 86280366
Formula: C21H20O11
MW: 448.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight448.4
XLogP30.8
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass448.10056145
Monoisotopic Mass448.10056145
Topological Polar Surface Area183 Ų
Heavy Atom Count32
Formal Charge0
Complexity693
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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