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Merck
CN

R0783

RG-239 hydrate

Synonym(s):

(3)-3-Hydroxy-3-(2-propen-1-yl)-lup-20(29)-en-28-oic acid hydrate, (3R)-3-Allyl-3-hydroxylup-20(29)-en-28-oic acid hydrate, 18 dia 2

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About This Item

Empirical Formula (Hill Notation):
C33H52O3 · xH2O
Molecular Weight:
496.76 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329823992
UNSPSC Code:
51111800
MDL number:
MFCD17215967

Key Documents

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InChI key

JMELBGCTIDKOPM-RQBNYOBGSA-N

SMILES string

O.CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@@](O)(CC=C)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(O)=O

InChI

1S/C33H52O3.H2O/c1-9-14-33(36)20-17-29(6)24(28(33,4)5)13-15-31(8)25(29)11-10-23-26-22(21(2)3)12-16-32(26,27(34)35)19-18-30(23,31)7;/h9,22-26,36H,1-2,10-20H2,3-8H3,(H,34,35);1H2/t22-,23+,24-,25+,26+,29-,30+,31+,32-,33-;/m0./s1

assay

≥98% (HPLC)

form

solid

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

Quality Level

100

Application

RG-239, a betulinic acid derivative and TGR5/Gpbar-1 agonist, is used to study the role of bile acid activated TGR5 in intestinal motility, inflammation, energy production, glucose homeostasis, glycemic control, obesity and liver steatosis.

Biochem/physiol Actions

RG-239 is a TGR5 agonist
Semisynthetic derivative of betulinic acid (3β-allylbetulinic acid), RG-239 is an agonist at the G-protein coupled receptor TGR5. TGR5 signalling induces glucagon-like peptide-1 (GLP-1) release in brown adipose tissue, enhancing glucose tolerance and attenuating diet-induced obesity.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000291378
0000291378
050M4624V
0000061153
0000027672

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