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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

Sigma-Aldrich

55155

7-Hydroxycoumarin-3-carboxylic acid

4-Hydroxycoumarin 98%

Sigma-Aldrich

H23805

4-Hydroxycoumarin

4-Methylumbelliferone ≥98%

Sigma-Aldrich

M1381

4-Methylumbelliferone

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).
Sara Asimus et al.
European journal of clinical pharmacology, 64(3), 283-292 (2007-12-08)
To investigate whether the antimalarial drug artemisinin affects CYP2A6 activity in healthy subjects and to compare the utility of coumarin and nicotine as in vivo probe compounds for CYP2A6. Twelve healthy male Vietnamese subjects were given coumarin or nicotine in
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
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