Zygadenine

Base Information

• Chemical Name: Zygadenine
• CAS No.: 545-45-9
• Molecular Formula: C27H43NO7
• Molecular Weight: 493.6328
• UNII: 0N72U4OAF7
• DSSTox Substance ID: DTXSID40969682
• Wikidata: Q27108597
• Mol file: 545-45-9.mol

Synonyms:Zygadenine;Zygadenin;545-45-9;UNII-0N72U4OAF7;0N72U4OAF7;(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosane-10,12,13,14,22,23-hexol;Cevane-3,4,14,15,16,20-hexol, 4,9-epoxy-, (3beta,4alpha,15alpha,16beta)-;C10831;ZYGADENINE [MI];C27H43NO7;CHEBI:10130;DTXSID40969682;C27-H43-N-O7;4,9-Epoxycevane-3,4,14,15,16,20-hexol;Q27108597;CEVANE-3,4,14,15,16,20-HEXOL, 4,9-EPOXY-, (3.BETA.,4.ALPHA.,15.ALPHA.,16.BETA.)-

Chemical Property of Zygadenine

Chemical Property:

• Vapor Pressure: 1.76E-19mmHg at 25°C
• Melting Point: 214-216°
• Boiling Point: 647.1°Cat760mmHg
• Flash Point: 345.2°C
• PSA: 133.85000
• Density: 1.43g/cm³
• LogP: 0.15300
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 493.30395271
• Heavy Atom Count: 35
• Complexity: 935

Purity/Quality:

99%, ^*data from raw suppliers

ZYGADENINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC7C5(CCC(C7(O6)O)O)C)(C)O
• Isomeric SMILES: C[C@H]1CC[C@H]2[C@@]([C@@H]3[C@@H](CN2C1)[C@@H]4C[C@@]56[C@H]([C@@]4([C@H]([C@@H]3O)O)O)CC[C@H]7[C@@]5(CC[C@@H]([C@]7(O6)O)O)C)(C)O
• Description: A steroidal alkaloid isolated from the leaves of Zygadenus intermedius, this base forms clusters of colourless needles from C6H6 or Et20 or prisms of the diethanolate from EtOH. It is laevorotatory with [α]20/sup>D - 48.2° (c 1.26, CHCl3). The salts and derivative crystallize well: hydrochloride, m.p. 23l-4°C; sulphate, m.p. 237-242°C; aurichloride monohydrate, decomposing at l40-l65°C; hexaacetate, m.p. 265-270°C and the vanilloyl derivative, m.p. 258-9°C; [α]23/sup>D - 27.5° (CHCl3). The monoacetate is identical with Zygacine (q.v.) and the veratroyl derivative also occurs naturally in the rhizomes of Veratrum album. The structure of the alkaloid as 7-deoxygermine, has been established by chemical and spectroscopic investigation. The alkaloid is highly toxic and resembles cevadine in its action.