6785-55-3

Basic information

• Product Name: 16,28-Secosolanid-5-ene-3,16-diol, (3beta,16beta,22alpha,25beta)-
• Synonyms: 16,28-Secosolanid-5-ene-3,16-diol, (3beta,16beta,22alpha,25beta)-
• CAS NO: 6785-55-3
• Molecular Formula: C₂₇H₄₅NO₂
• Molecular Weight: 415.6517
• Mol File: 6785-55-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 208.5-210.5 °C
• Boiling Point: 544.2°Cat760mmHg
• Flash Point: 59°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 4.09E-14mmHg at 25°C
• Refractive Index: 1.563
• PKA: 15.01±0.70(Predicted)
• CAS DataBase Reference: 16,28-Secosolanid-5-ene-3,16-diol, (3beta,16beta,22alpha,25beta)-(CAS DataBase Reference)
• NIST Chemistry Reference: 16,28-Secosolanid-5-ene-3,16-diol, (3beta,16beta,22alpha,25beta)-(6785-55-3)
• EPA Substance Registry System: 16,28-Secosolanid-5-ene-3,16-diol, (3beta,16beta,22alpha,25beta)-(6785-55-3)

Safety Data

• Hazardous Substances Data: 6785-55-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C27H45NO2/c1-16-5-8-23(28-15-16)17(2)25-24(30)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,28-30H,5,7-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,23-,24+,25?,26+,27+/m1/s1

Upstream product

• 546-40-7 (25S)-3β-hydroxy-22βN-spirosol-5-ene 
• 129850-54-0 (22R,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 
• 129938-50-7 (22R,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16α-diol 
• 129850-53-9 (22S,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16β-diol 
• 4847-09-0 (3S,8S,9S,10R,13S,14S,17R)-17-[(S)-1-((2S,5S)-1-Chloro-5-methyl-piperidin-2-yl)-ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol 
• 35410-24-3 (22R,25S)-22,26-Epiminocholest-5-ene-3β,16β-diol 
• 129939-91-9 (22S,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 
• 129938-53-0 (22S,25R)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16β-diol 
• 30040-85-8 (25R)-22,26-epiminocholesta-5,22(N)-diene-3β,16β-diol diacetate 
• 126-17-0 solasodine 
• 143171-54-4 (22S,25R)-3β,16β-diacetoxy-22,26-epiminocholest-5-ene 
• 129938-54-1 (22S,25R)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 

Downstream Products

• 29271-49-6 Etioline 
• 65027-01-2 deacetylmuldamine 
• 65027-00-1 22-Isoteimine 
• 129938-50-7 (22R,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16α-diol 
• 129850-54-0 (22R,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 
• 11004-30-1 22(S),25(R)-demissidine 
• 17094-86-9 (25R)-22αN-spirosol-4-en-3-one 
• 126-17-0 solasodine 
• 129938-53-0 (22S,25R)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16β-diol 

Relevant articles and documents

TWO STEROIDAL ALKALOIDS, HAPEPUNINE AND ANRAKORININE, FROM THE MATURE FRITILLARIA CAMTSCHATCENSIS

Key word Index - Fritillaria camtschatcensis; Liliaceae; N-methyl-22,26-epiminocholestene; spirosolane. After acid hydrolysis of a glycosidic fraction from aerial parts of Fritillaria camtschatcensis, in addition to solanidine, tomatidenol, and solasodine, two N-methyl-22,26-epiminocholestenes, hapepunine and anrakorinine, were isolated and their structures elucidated by physical and chemical methods.

Solanum Alkaloids, 124, Preparation of N-Hydroxyspirosolane Alkaloids

The N-Hydroxyspirosolane alkaloids N-hydroxysolasodine (1) and N-hydroxytomatidine (10) as well as the N-hydroxy-22,26-epiminocholestene 7 have been prepared by oxidation of the respective amines 2, 11, and 5 with hydrogen peroxide in the presence of selenium dioxide.Key Words: Solasodines / Tomatidines / Alkaloids / Solanum steroid alkaloids / Spirosolanes / Steroids

Synthesis of the veratrum alkaloids verazin from tomatid-5-en-3-beta-ol

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