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UC263

Sigma-Aldrich

7-Hydroxycoumarin glucuronide sodium salt

Synonyme(s) :

7-Hydroxy-2H-1-benzopyran-2-one glucuronide sodium salt, Umbelliferone glucuronide sodium salt

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About This Item

Formule empirique (notation de Hill):
C15H13NaO9
Numéro CAS:
66695-14-5
Poids moléculaire :
360.25
Numéro MDL:
MFCD00674902
Code UNSPSC :
12161501
ID de substance PubChem :
24724651
Nomenclature NACRES :
NA.77

Forme

solid

Couleur

white to faint yellow

Pf

≥285 °C

Température de stockage

2-8°C

Chaîne SMILES 

[Na+].O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C([O-])=O)Oc2ccc3C=CC(=O)Oc3c2

InChI

1S/C15H14O9.Na/c16-9-4-2-6-1-3-7(5-8(6)23-9)22-15-12(19)10(17)11(18)13(24-15)14(20)21;/h1-5,10-13,15,17-19H,(H,20,21);/q;+1/p-1/t10-,11-,12+,13-,15+;/m0./s1

Clé InChI

SKHLGBDGEPDEME-KSOKONAESA-M

Application

7-Hydroxycoumarin glucuronide sodium salt can be used as a standard for the analysis of 7-hydroxycoumarin metabolites.
Phase II (UDP-GT) metabolite of 7-hydroxycoumarin.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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7-Hydroxycoumarin-3-carboxylic acid suitable for fluorescence, ≥98.0% (capillary electrophoresis)

Sigma-Aldrich

55155

7-Hydroxycoumarin-3-carboxylic acid

4-Hydroxycoumarin 98%

Sigma-Aldrich

H23805

4-Hydroxycoumarin

4-Methylumbelliferone ≥98%

Sigma-Aldrich

M1381

4-Methylumbelliferone

J G Conway et al.
The Biochemical journal, 226(3), 749-756 (1985-03-15)
The effect of starvation and glucose addition on glucuronidation was assessed in sublobular regions of the lobule in perfused livers from phenobarbital-treated rats. Fibre-optic micro-light guides were placed on periportal and pericentral areas on the surface of livers to monitor
U S Weber et al.
Research communications in molecular pathology and pharmacology, 99(2), 193-206 (1998-05-16)
Coumarin is found in many medicinal plants and therefore also used in phytomedicine for the treatment of venous diseases. The metabolic pathways of coumarin in the human body lead to the intermediate 7-hydroxy-coumarin and consequent glucuronidation in the intestine and
Y N Cha et al.
Chemico-biological interactions, 61(2), 125-137 (1987-02-01)
Functional relationship between the initial mixed function oxidation of 7-ethoxycoumarin (EC) to 7-hydroxycoumarin (HC) and the subsequent conjugation of this metabolite to sulfate ester and glucuronide has been studied using isolated perfused rat livers. When increasing concentrations of EC (from
Hanneke G M Wittgen et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(6), 1076-1079 (2012-03-15)
Coumarin (1,2-benzopyrone) is a natural compound that has been used as a fragrance in the food and perfume industry and could have therapeutic usefulness in the treatment of lymphedema and different types of cancer. Several previous pharmacokinetic studies of coumarin
D P Bogan et al.
Journal of chromatography. B, Biomedical applications, 686(2), 267-273 (1996-11-15)
A HPLC method was developed for the determination of the metabolites of coumarin and 7-hydroxycoumarin in plasma and serum. Separation was based on gradient elution of 7-hydroxycoumarin glucuronide, 7-hydroxycoumarin, coumarin and finally 4-hydroxycoumarin (which is used as an internal standard).
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