Cucurbitacin B

CAS: 6199-67-3

Ref. TR-C833550

Product Information

• Name: Cucurbitacin B
• Synonyms: 19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2ß,9ß,10a,16a,23E)-, 19-Nor-9ß,10a-lanosta-5,23-diene-3,11,22-trione, 2ß,16a,20,25-tetrahydroxy-9-methyl-, 25-acetate (7CI,8CI), (2ß,9ß,10a,16a,23E)-25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione, Amarine, Cucurbitacine B, NSC 144154, NSC 49451, (23E)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate, (2S,4R,9beta,16alpha)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate, (2S,4R,9beta,16alpha,17xi,23E)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate, (2S,4R,9beta,16alpha,23E)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate, (2β,9β,10α,16α,23E)-25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione, 19-Nor-9β,10α-lanosta-5,23-diene-3,11,22-trione, 2β,16α,20,25-tetrahydroxy-9-methyl-, 25-acetate, 19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2β,9β,10α,16α,23E)-, Hy-N 0416

Description

Applications Cucurbitacin B is a tetracyclic triterpenoid, which can induce apoptosis in human hepatoma cells. It can also induce DNA damage and autophagy in MCF-7 breast cancer cells.In the wild, watermelons, cucumbers, and muskmelons produce bitter Cucurbitacins to defend against preditors. Humans have bred these fruits to eliminate these compounds thereby yielding fruits that are more appealing to our palate.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Sun, Y., et al.: Eur. J. Pharmacol. 768, 28 (2015); Ren, G., et al.: J. Nat. Med. 69, 522 (2015); C&E News p. 10, Dec. 5, 2016j

• Brand: TRC

Chemical properties

• Molecular weight: 558.70
• Formula: C₃₂H₄₆O₈
• Color/Form: Neat
• InChI: InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1
• InChI key: InChIKey=IXQKXEUSCPEQRD-DKRGWESNSA-N
• SMILES: CC(=O)OC(C)(C)/C=C/C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@H](O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C