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UC263

Sigma-Aldrich

7-Hydroxycoumarin glucuronide sodium salt

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H13NaO9
CAS Number:
66695-14-5
Molecular Weight:
360.25
MDL number:
MFCD00674902
UNSPSC Code:
12161501
PubChem Substance ID:
24724651
NACRES:
NA.77

form

solid

color

white to faint yellow

mp

≥285 °C

storage temp.

2-8°C

SMILES string

[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

InChI key

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 L Hiller et al.
Analytical biochemistry, 227(1), 251-254 (1995-05-01)
An improved HPLC method for the analysis of 7-ethoxycoumarin and its metabolites in liver-slice incubation media is presented. The assay is based on short-column gradient elution which permits baseline resolution of the parent drug and three metabolites with a fourfold
D P Bogan et al.
Journal of capillary electrophoresis, 2(5), 241-245 (1995-09-01)
An assay utilizing CE, has been developed for studying the in vitro metabolism of 7-hydroxycoumarin to 7-hydroxycoumarin-glucuronide. A reaction mixture containing a crude preparation of bovine uridine diphosphate (UDP) glucuronyl transferase (UDPGT) and the substrates uridine diphosphate glucuronic acid (UDPGA)
T J Hardt et al.
Arzneimittel-Forschung, 33(10), 1442-1446 (1983-01-01)
Blood concentration-time data of coumarin (C), 7-hydroxycoumarin (7-HC) and 7-hydroxycoumarin glucuronide (7-HCG) were obtained in rats receiving intraperitoneal doses of C ranging from 2.5 to 60 mg/kg and of 7-HC ranging from 2.5 to 20 mg/kg. Coumarin blood levels were
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
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