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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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4-Hydroxycoumarin 98%

Sigma-Aldrich

H23805

4-Hydroxycoumarin

4-Methylumbelliferone ≥98%

Sigma-Aldrich

M1381

4-Methylumbelliferone

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
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
Qing Wang et al.
In vitro cellular & developmental biology. Animal, 41(3-4), 97-103 (2005-07-21)
Uridine 5'-diphospho-N-acetylgalactosamine glycosyltransferases (UGTs) and sulfotransferases (SULTs) are 2 phase II enzymes that are actively involved in detoxification processes as well as in drug metabolism. Compared with cytochrome P450 enzymes, the role of UGTs and SULTs in drug metabolism has
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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