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Merck
CN

E0180500

Enoxolone

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

18β-Glycyrrhetinic acid, 3β-Hydroxy-11-oxo-18β,20β-olean-12-en-29-oic acid, Enoxolone, Glycyrrhetin, Subglycyrrhelinic acid, Uralenic acid

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About This Item

Empirical Formula (Hill Notation):
C30H46O4
CAS Number:
471-53-4
Molecular Weight:
470.68
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329798948
MDL number:
MFCD00003706
Beilstein/REAXYS Number:
2229654

Key Documents

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Product Name

Enoxolone, European Pharmacopoeia (EP) Reference Standard

InChI

1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1

SMILES string

CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(O)=O

InChI key

MPDGHEJMBKOTSU-YKLVYJNSSA-N

grade

pharmaceutical primary standard

API family

enoxolone

manufacturer/tradename

EDQM

mp

292-295 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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Application

Enoxolone EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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18β-Glycyrrhetinic acid interaction with bovine serum albumin.
Zhou N, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 185(2-3), 271-276 (2007)
Determination of 18β-glycyrrhetinic acid in biological fluids from humans and rats by solid-phase extraction and high-performance liquid chromatography.
Hasler F, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 620(1), 73-82 (1993)
Kai Woo Lee et al.
Protein and peptide letters, 20(12), 1360-1364 (2013-11-23)
UDP-glucuronosyltransferase (UDP) catalyzes a broad spectrum of endobiotic and xenobiotics. It is the isoform of the UGT1 family, which are made from the complex gene locus by an alternative combination of one of the unique first exons with the commonly
Prevention of cisplatin-induced ototoxicity by the inhibition of gap junctional intercellular communication in auditory cells.
Kim YJ, Kim J, Tian C, et al.
Cellular and Molecular Life Sciences, 71(19), 3859-3871 (2014)
Genichiro Sumi et al.
Journal of natural medicines, 68(3), 550-560 (2014-04-18)
We previously reported that shakuyaku-kanzo-to, a kampo medicine consisting of shakuyaku and kanzo, has an inhibitory effect on myometrial contractions in pregnant women. In this study, we evaluated the effects of kanzo, glycyrrhizin (a major component of kanzo), glycyrrhetinic acid
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