Jacozine

Base Information

• Chemical Name: Jacozine
• CAS No.: 5532-23-0
• Molecular Formula: C18H23 N O6
• Molecular Weight: 349.38
• UNII: 73KAJ7W3HA
• DSSTox Substance ID: DTXSID00970653
• Nikkaji Number: J460.250A
• Wikidata: Q82953898
• Mol file: 5532-23-0.mol

Synonyms:Jacozine;5532-23-0;73KAJ7W3HA;12-hydroxy-13,19-didehydro-15,20-dihydro-15,20-epoxysenecionan-11,16-dione;(2S,3S,6'R,9a1'R,14a'R)-6'-hydroxy-3,6'-dimethyl-5'-methylene-5',6',9',9a1',11',13',14',14a'-octahydro-2'H-spiro[oxirane-2,3'-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine]-2',7'(4'H)-dione;Senecionan-11,16-dione, 13,19-didehydro-15,20-epoxy-15,20-dihydro-12-hydroxy-, (15alpha,20S)-;Spiro((1,6)dioxacyclododecino(2,3,4-gh)pyrrolizine-3(2H),2'-oxirane)-2,7(4H)-dione, 5,6,9,11,13,14,14a,14b-octahydro-6-hydroxy-3',6-dimethyl-5-methylene-, (3S,3'S,6R,14aR,14bR)-;C18H23NO6;13,19-didehydrojacobine;UNII-73KAJ7W3HA;DTXSID00970653;CHEBI:136458;AKOS040752148;(1R,3'S,4S,7R,17R)-7-hydroxy-3',7-dimethyl-6-methylidenespiro[2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-4,2'-oxirane]-3,8-dione;(3S,3'S,6R,14aR,14bR)-6-hydroxy-3',6-dimethyl-5-methylidene-5,6,9,11,13,14,14a,14b-octahydro-2H-spiro[1,6-dioxacyclododecino[2,3,4-gh]pyrrolizine-3,2'-oxirane]-2,7(4H)-dione;SENECIONAN-11,16-DIONE, 13,19-DIDEHYDRO-15,20-EPOXY-15,20-DIHYDRO-12-HYDROXY-, (15.ALPHA.,20S)-

Chemical Property of Jacozine

Chemical Property:

• Vapor Pressure: 3.52E-16mmHg at 25°C
• Melting Point: 212 - 214 °C (benzene)
• Boiling Point: 586.1°Cat760mmHg
• Flash Point: 308.3°C
• PSA: 88.60000
• Density: 1.36g/cm³
• LogP: 0.26200
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 349.15253745
• Heavy Atom Count: 25
• Complexity: 687

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2(O1)CC(=C)C(C(=O)OCC3=CCN4C3C(CC4)OC2=O)(C)O
• Isomeric SMILES: C[C@H]1[C@@]2(O1)CC(=C)[C@@](C(=O)OCC3=CCN4[C@H]3[C@@H](CC4)OC2=O)(C)O
• Description: A Senecio alkaloid also present in S. Jacobea, this base has [α] D - 140° (CHC13) and is hydrolyzed to retronecine and jacozinecic acid. The base contains a methylene group and the ultraviolet spectrum has a single absorption maximum at 233 mμ.