Skip to Content
Merck
CN
All Photos(1)

Documents

G8503

Sigma-Aldrich

18α-Glycyrrhetinic acid

≥95%

Synonym(s):

18α-Glycyrrhetic acid, 18-Isoglycyrrhetinic acid, 3β-Hydroxy-11-oxo-18α,20β-olean-12-en-29-oic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C30H46O4
CAS Number:
1449-05-4
Molecular Weight:
470.68
EC Number:
215-907-9
MDL number:
MFCD00064897
UNSPSC Code:
12352115
PubChem Substance ID:
57654221
NACRES:
NA.22

Quality Level

100

Assay

≥95%

SMILES string

[H][C@]12C[C@](C)(CC[C@]1(C)CC[C@]3(C)C2=CC(=O)C4[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])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-/m1/s1

InChI key

MPDGHEJMBKOTSU-PMTKVOBESA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

18α-Glycyrrhetinic acid (18α-GA) is a bioactive triterpenoid found in licorice. It shows selective inhibition of 11-HSD1 (11-hydroxysteroid dehydrogenase 1). It also shows anti-proliferative and apoptotic effect on hepatic stellate cells (HSCs).

Application

18α-Glycyrrhetinic acid may be used to synthesize:
  • 3-keto-18α-glycyrrhetinic acid
  • methyl esters of 18α-glycyrrhetinic acid
  • methyl esters of 3-keto-18α-glycyrrhetinic acid

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the solubility of Product G8503, 18α-Glycyrrhetinic acid?

    It is soluble in chloroform:ethanol (2:3) at a concentration of 20 mg/mL.  It is expected to be soluble in dimethyl sulfoxide (DMSO) as well.

  4. What is the stability of Product G8503, 18α-Glycyrrhetinic acid, once in solution? 

    Unfortunately, we don't have any solution stability data available for this product.  

  5. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  6. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Mohammad Shahidullah et al.
American journal of physiology. Cell physiology, 302(12), C1751-C1761 (2012-04-12)
In several tissues, transient receptor potential vanilloid 4 (TRPV4) channels are involved in the response to hyposmotic challenge. Here we report TRPV4 protein in porcine lens epithelium and show that TRPV4 activation is an important step in the response of
Sebastian M Goerke et al.
Tissue engineering. Part A, 18(23-24), 2395-2405 (2012-06-27)
Neovascularization represents an important issue in tissue-engineering applications, since survival of implanted cells strongly relies on sufficient oxygen and nutrient supply. We have recently observed that human bone marrow-derived mesenchymal stem cells (MSCs) support neovessel formation originating from coimplanted endothelial
Selective inhibition of 11?-hydroxysteroid dehydrogenase 1 by 18a-glycyrrhetinic acid but not 18?-glycyrrhetinic acid.
Classen-Houben D, et al.
The Journal of Steroid Biochemistry and Molecular Biology, 113(3), 248-252 (2009)
Ke Wang et al.
Journal of biophotonics, 12(4), e201800360-e201800360 (2018-11-14)
Osteocytes are the most abundant cells in bone and always the focus of bone research. They are embedded in the highly scattering mineralized bone matrix. Consequently, visualizing osteocytes deep in bone with subcellular resolution poses a major challenge for in
Kerstin Boengler et al.
Journal of cellular and molecular medicine, 16(8), 1649-1655 (2012-01-04)
Connexin 43 (Cx43) is present at the sarcolemma and the inner membrane of cardiomyocyte subsarcolemmal mitochondria (SSM). Lack or inhibition of mitochondrial Cx43 is associated with reduced mitochondrial potassium influx, which might affect mitochondrial respiration. Therefore, we analysed the importance
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service