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E0180500

Enoxolone

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
18β-Glycyrrhetinic acid, 3β-Hydroxy-11-oxo-18β,20β-olean-12-en-29-oic acid, Enoxolone, Glycyrrhetin, Subglycyrrhelinic acid, Uralenic acid
Empirical Formula (Hill Notation):
C30H46O4
CAS Number:
471-53-4
Molecular Weight:
470.68
Beilstein:
2229654
MDL number:
MFCD00003706
PubChem Substance ID:
329798948
NACRES:
NA.24

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

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

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

InChI key

MPDGHEJMBKOTSU-YKLVYJNSSA-N

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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.

Application

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

Packaging

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

Other Notes

Sales restrictions may apply.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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)
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)
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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