Cucurbitacin IIb - Names and Identifiers
Name | (1S,2S,4R,9beta,16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione
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Synonyms | Hemslecin B Cucurbitacin Ⅱb Cucurbitacin IIb Cucurbitacin Iib Dihydrocucurbitacin F 23,24-Dihydrocucurbitacin F (10α)-2β,3α,16α,20,25-Pentahydroxy-9β-methyl-19-norlanost-5-ene-11,22-dione 19-Norlanost-5-ene-11,22-dione, 2,3,16,20,25-pentahydroxy-9-methyl-, (2β,3α,9β,10α,16α)- (1S,2S,4R,9β,16α,17ξ)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione (1S,2S,4R,9beta,16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione estr-5-en-11-one, 17-[(1R)-1,5-dihydroxy-1,5-dimethyl-2-oxohexyl]-2,3,16-trihydroxy-4,4,9,14-tetramethyl-, (2beta,3alpha,9beta,10alpha,16alpha)- (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
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CAS | 50298-90-3
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InChI | InChI=1/C30H48O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,17-20,23-24,31-32,35-37H,10-15H2,1-8H3/t17-,18+,19-,20+,23?,24-,27+,28-,29+,30+/m1/s1 |
Cucurbitacin IIb - Physico-chemical Properties
Molecular Formula | C30H48O7
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Molar Mass | 520.7 |
Density | 1.22±0.1 g/cm3 (20 ºC 760 Torr) |
Melting Point | 158-159℃ |
Boling Point | 668.4±55.0 °C(Predicted) |
Specific Rotation(α) | +50 (c, 0.47 in EtOH) |
Flash Point | 372°C |
Solubility | Soluble in petroleum ether, chloroform, ethyl acetate, insoluble in water. |
Vapor Presure | 1.01E-20mmHg at 25°C |
Appearance | Colorless needle crystal |
pKa | 12.86±0.29(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.576 |
MDL | MFCD02752610 |
Physical and Chemical Properties | White powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the root of the snow bile. |
Cucurbitacin IIb - Reference
Reference Show more | 1. [IF=3.292] Yuan Liang et al."Cucurbitacin IIb induces apoptosis and cell cycle arrest through regulating EGFR/MAPK pathway."Environ Toxicol Phar. 2021 Jan;81:103542 |
Cucurbitacin IIb - Introduction
(1S,2S,4R,9beta,16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione, also known as ETHYL ETHER OF ORCINOL, it is a chemical with the chemical formula C16H16O4.
(1S,2S,4R,9Beta, 16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione is a crystalline solid with a white to Milky White appearance. It is insoluble in water, but soluble in organic solvents such as ethanol, ether and petroleum ether. It has a unique bitter taste and has a strong odor.
(1S,2S,4R,9Beta, 16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione has a wide range of applications in botany and pharmacy. It is an important indicator that can be used to detect the presence of sugars, phenols and polyphenols. It is often used as a raw material for the synthesis of chemical reagents, dyes and drugs.
Preparation of (1S,2S,4R,9Beta, 16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11, there are generally two methods for 22-dione. One is obtained by the extraction and heating reaction of the dried root bark of snow gall balm (Cudrania tricuspidata) with ether acids. Another method is obtained by reacting an extract of snow bile balsam with dilute sodium hydroxide solution, followed by acidification and crystallization.
When using (1S,2S,4R,9Beta, 16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione, you should pay attention to its safety. It is an organic compound and is flammable and should be avoided in contact with open flames. Avoid inhaling its dust or vapor, and avoid contact with skin and eyes. If you accidentally come into contact with (1S,2S,4R,9Beta, 16alpha,17xi)-1,2,16,20,25-pentahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-11,22-dione, rinse immediately with plenty of water and seek medical attention if necessary. During storage, it should be kept in a cool, dry place, away from fire and oxidizing agents.
Last Update:2024-04-09 01:59:58