(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one
(3beta,5alpha,17beta)-3,20-dihydroxycevan-6-one
CAS: 61825-98-7
Molecular Formula: C27H43NO3
(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one - Names and Identifiers
| Name | (3beta,5alpha,17beta)-3,20-dihydroxycevan-6-one |
| Synonyms | Sipeimine SIPEIMINE RADDEAMINE IMPERIALINE Imperialine 3,20-dihydroxycevan-6-one (5α,17β)-3β,20-Dihydroxycevan-6-one (5α,17β)-3β,20β-Dihydroxycevane-6-one (3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one (3beta,5alpha,17beta)-3,20-dihydroxycevan-6-one (3-beta,5-alpha,17-beta)-3,20-dihydroxycevan-6-one 3,20-dihydroxy-,(3-beta,5-alpha,17-beta)-cevan-6-on cevan-6-one, 3,20-dihydroxy-, (3beta,5alpha,17beta)- |
| CAS | 61825-98-7 |
| InChI | InChI=1/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23+,25-,26+,27-/m0/s1 |
(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one - Physico-chemical Properties
| Molecular Formula | C27H43NO3 |
| Molar Mass | 429.64 |
| Density | 1.18±0.1 g/cm3(Predicted) |
| Melting Point | 267 °C(Solv: methanol (67-56-1)) |
| Boling Point | 567.1±50.0 °C(Predicted) |
| Specific Rotation(α) | -33.8°(C=0.696,chloroform)， -39.4° (c=0.838，Anhydrous ethanol) |
| Flash Point | 296.8°C |
| Solubility | Soluble in chloroform, ethyl acetate, soluble in methanol, ethanol, acetone, ether, insoluble in water and petroleum ether. |
| Vapor Presure | 3.2E-15mmHg at 25°C |
| Appearance | Colorless prismatic crystal |
| Color | White to Off-White |
| pKa | 14.56±0.70(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.585 |
| MDL | MFCD00171661 |
| Physical and Chemical Properties | White needle-like crystal, soluble in chloroform, ethyl acetate, soluble in methanol, ethanol, acetone, ether, insoluble in water and petroleum ether, from Fritillaria. |
(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | FL5830000 |
| HS Code | 29389090 |
(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one - Reference
| Reference Show more | 1. Ren Hui-mei, Du Bing Jie, Shengping. Optimization of extraction process of total alkaloids from Fritillaria by response surface methodology [J]. Wild Plant resources in China: 2015 000(006):24-28. 2. Hui-mei ren, Ping Sheng. Purification and enrichment of total alkaloids from Fritillaria by macroporous adsorption resin [J]. China Modern Applied Pharmacy, 2016, 33(006):695-699. 3. Wang daodong, Shao Zhude, Liu Yuantao. Optimization of extraction technology of Fritillaria cirrhosa Fritillaria Makino [J]. Journal of Liaoning University of Traditional Chinese Medicine, 2016, v.18;No.145(05):9-11. 4. Liu Yuantao, Dai Bing, Shao Zhude, et al. Purification of total alkaloids from Fritillaria cirrhosa by cationic resin [J]. Liaoning Journal of Traditional Chinese Medicine, 2016, 043(003):583-586. 5. Wang Yuanbiao, Liu Zhengqiong, et al. Screening and identification of alkaloid-producing endophytic fungi from Fritillaria Gansu and determination of their antibacterial activities. China Agricultural Science Bulletin 2012. 6. Chen que, Wang Yuanbiao, Liu Zhengqiong, etc. Screening of alkaloid-producing endophytic fungi from Fritillaria Aurea and determination of alkaloid antibacterial activity [J]. Chinese Journal of antibiotics, 2012. 7. Feng Pan, Kai Hou, Feng Gao, Bo Hu, Que Chen, Wei Wu, Peimisine and peiminine production by endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis, Phytomedicine, Volume 21 Issues 8-9, 2014, Pages 1104-1109, ISSN 0944-7113, ht 8. [IF=5.34] Feng Pan et al."Peimisine and peiminine production by endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis."Phytomedicine. 2014 Jul;21:1104 |
(3beta,5alpha,17beta)-3,20-Dihydroxycevan-6-one - Reference Information
| biological activity | siberine (Sipeimine) is a natural product isolated from Fritillaria usticum. |
| Chemical properties | White needle-like crystals, easily soluble in chloroform and ethyl acetate, soluble in methanol, ethanol, acetone, ether, insoluble in water and petroleum ether, from Fritillaria fructoides. |
| use | sibeimine has antispasmodic and antihypertensive effects, and is used for cough of chronic and acute tracheitis and upper respiratory tract infection. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: Sibeimine has antihypertensive effect on anesthetized dogs, mainly due to peripheral vasodilation, and has no obvious effect on electrocardiogram. It has obvious relaxation effect on isolated guinea pig ileum, rabbit duodenum, rat uterus and whole dog small intestine. The antispasmodic effect is similar to papaverine, which can resist the spasm caused by acetylcholine chloride, histamine diphosphate and barium chloride. At a concentration of 1:167 000~1:500 000, Fritillaria increased the tension of the isolated guinea pig uterus, and the water immersion agent (1:25 concentration) had an inhibitory effect on Stylioca in the test tube. Cough for chronic and acute tracheitis and upper respiratory tract infection. |
Last Update：2024-04-09 15:16:38
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