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

Properties

• Assay: ≥98% (HPLC)
• form: solid
• solubility: DMSO: ≥10 mg/mL
• storage temp.: 2-8°C
• 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
• InChI key: JMELBGCTIDKOPM-RQBNYOBGSA-N

Description

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

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable