Betulin

CAS: 473-98-3

Ref. TR-B330240

Product Information

• Name: Betulin
• Synonyms: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol, (3Beta)-Lup-20(29)-Ene-3,28-Diol, (3Beta,5Xi,9Xi,13Xi,14Xi,18Xi,19Xi)-Lup-20(29)-Ene-3,28-Diol, (3Beta,5Xi,9Xi,18Xi)-Lup-20(29)-Ene-3,28-Diol, (3β)-Lup-20(29)-ene-3,28-diol, 3,28-Dihydroxy-lupeol, 3aH-Cyclopenta[a]chrysene, lup-20(29)-ene-3,28-diol deriv., 3β,28-Dihydroxylup-20(29)-ene, Betuline, Betulinic alcohol, Betulinol, Betulol, Lup-20(29)-Ene-3,28-Diol, Lup-20(29)-en-3,28-diol, (3β)-, Lup-20(29)-ene-3,28-diol, (3β)-, Lup-20(29)-ene-3β,28-diol, Lup-20(30)-ene-3β,28-diol, Lupene-20(29) Diol-3,28, (3Β)-, Nsc 4644, Trochol

Description

Stability Hygroscopic
Applications Betulin is a derivative of Betulinic Acid (B330250), used in the treatment of cancer and HIV disease. Betulinic Acid selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity
References Cichewicz, R. et al.: Med. Res. Rev., 24, 90 (2003); Pisha, E. et al.: Nat. Med., 1, 1046 (1995); Fulda, S. et al.: Cancer Res., 57, 4956 (1997); Kashiwada, Y. et al.: J. Med. Chem., 39, 1016 (1996); Genet, C. et al.: J. Med. Chem., 53, 178 (2010);

• Brand: TRC

Chemical properties

• Molecular weight: 442.72
• Formula: C₃₀H₅₀O₂
• Color/Form: White Powder
• InChI: InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
• InChI key: InChIKey=FVWJYYTZTCVBKE-PYODEANISA-N
• SMILES: C=C(C)[C@@H]1CC[C@]2(CO)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@]43C)[C@@H]12