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UC263

Sigma-Aldrich

7-Hydroxycoumarin glucuronide sodium salt

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Synonym(s):
7-Hydroxy-2H-1-benzopyran-2-one glucuronide sodium salt, Umbelliferone glucuronide sodium salt
Empirical Formula (Hill Notation):
C15H13NaO9
CAS Number:
66695-14-5
Molecular Weight:
360.25
MDL number:
MFCD00674902
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

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This Item
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7-Hydroxycoumarin glucuronide sodium salt

Sigma-Aldrich

UC263

7-Hydroxycoumarin glucuronide sodium salt

7-Hydroxycoumarin sulfate potassium salt ≥95% (HPLC)

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UC283

7-Hydroxycoumarin sulfate potassium salt

10-Hydroxywarfarin

Sigma-Aldrich

UC223

10-Hydroxywarfarin

Estrone 3-(β-D-glucuronide) sodium salt

Sigma-Aldrich

E1752

Estrone 3-(β-D-glucuronide) sodium salt

color

white to faint yellow

color

white to off-white

color

colorless

color

-

storage temp.

2-8°C

storage temp.

−70°C

storage temp.

2-8°C

storage temp.

−20°C

mp

≥285 °C

mp

204-205 °C

mp

183-185 °C

mp

-

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

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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
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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