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Merck
CN

50510

18β-Glycyrrhetinic acid

purum, ≥97.0% (T)

Synonym(s):

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
EC Number:
207-444-6
UNSPSC Code:
12352115
PubChem Substance ID:
329757606
Beilstein/REAXYS Number:
2229654
MDL number:
MFCD00003706

Key Documents

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grade

purum

assay

≥97.0% (T)

optical activity

[α]20/D +165±3°, c = 1% in chloroform

mp

292-295 °C (lit.)

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

Gene Information

human ... HSD11B1(3290), HSD11B2(3291)
rat ... Hsd11b1(25116), Hsd11b2(25117)

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Stuart Trenholm et al.
Nature neuroscience, 16(2), 154-156 (2013-01-15)
Moving objects can cover large distances while they are processed by the eye, usually resulting in a spatially lagged retinal response. We identified a network of electrically coupled motion-coding neurons in mouse retina that act collectively to register the leading
R Termei et al.
Experimental cell research, 319(12), 1839-1851 (2013-04-13)
The mechanisms that mediate acute exacerbations in chronic inflammatory diseases are not understood. As IL-8 is a potent chemoattractant for neutrophils in acute inflammatory lesions, we investigated the role of fibroblast-mast cell interactions in short-term IL-8 release. Human gingival fibroblasts
Sarah L Alderman et al.
The Journal of endocrinology, 215(3), 393-402 (2012-10-09)
The type 2, 11β-hydroxysteroid dehydrogenase (Hsd11b2) converts active glucocorticoids to their inactive derivatives (e.g. cortisol to cortisone). In most vertebrates, Hsd11b2 is essential for conferring aldosterone-specific actions in mineralocorticoid target tissues and for protecting glucocorticoid-sensitive tissues during stress. However, teleosts
Yingqian Liu et al.
Bioorganic & medicinal chemistry letters, 22(24), 7530-7533 (2012-11-06)
Eighteen novel spin-labeled 18β-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA.
Danyelle R Long et al.
Antimicrobial agents and chemotherapy, 57(1), 241-247 (2012-11-02)
Methicillin-resistant Staphylococcus aureus (MRSA) has become a major source of infection in hospitals and in the community. Increasing antibiotic resistance in S. aureus strains has created a need for alternative therapies to treat disease. A component of the licorice root
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