G8503

Sigma-Aldrich

18α-Glycyrrhetinic acid

≥95%

Sinônimo(s):
18-Isoglycyrrhetinic acid, 18α-Glycyrrhetic acid, 3β-Hydroxy-11-oxo-18α,20β-olean-12-en-29-oic acid
Empirical Formula (Hill Notation):
C30H46O4
Número CAS:
Peso molecular:
470.68
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

100

teor

≥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

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Descrição geral

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).

Aplicação

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

Embalagem

250 mg in poly bottle
1 g in poly bottle

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

RIDADR

NONH for all modes of transport

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Certificado de análise
Certificado de origem
  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.

  8. 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...
A simple method for preparation of 18a-glycyrrhetinic acid and its derivatives.
Ignatov DV, et al.
Russian Journal of Bioorganic Chemistry, 29(4), 390-394 (2003)
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)
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...
18a-glycyrrhetinic acid extracted from Glycyrrhiza radix inhibits proliferation and promotes apoptosis of the hepatic stellate cell line.
Zong L, et al.
Journal of Digestive Diseases, 14(6), 328-336 (2013)

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