Compound ID | 2989

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18-β-Glycyrrhetinic Acid (GRA)

Synonym(s): 18-beta-Glycyrrhetinic Acid  |  Enoxolone

Class: Antivirulence agent

Agent Type: Natural product; Small molecule; Indirect acting; Antivirulence;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus
Description: Natural product from the licorice root of Glycyrrhiza spp.; shows antibacterial activity at high concentration (7.82 to 125 ug/ml); reduces virulence of methicillin-resistant S. aureus in murine skin infection
Year first mentioned: 2013
Development status: Experimental
Chemical structure(s):
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Molecular weight: 470.68
Iso. SMILES: C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)O
InChI Key: MPDGHEJMBKOTSU-YKLVYJNSSA-N
Can. SMILES: CC1(C)[C@@H]2CC[C@]3(C)[C@H](C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@]43C)C(=O)O)[C@@]2(C)CC[C@@H]1O
InChI: 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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10114
Citation: https://journals.asm.org/doi/10.1128/aac.01023-12

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