(1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-

Base Information

• Chemical Name: (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-
• CAS No.: 480-76-2
• Molecular Formula: C18H27NO7
• Molecular Weight: 369.411
• UNII: USC51AR5V5
• Wikidata: Q27291244
• Mol file: 480-76-2.mol

Synonyms:Jacoline;UNII-USC51AR5V5;USC51AR5V5;480-76-2;(1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-;(1R,4R,6R,7S,17R)-4,7-dihydroxy-4-[(1R)-1-hydroxyethyl]-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione;(15alpha,20R)-12,15,20-Trihydroxy-15,20-dihydrosenecionan-11,16-dione;A902555;Q27291244;SENECIONAN-11,16-DIONE, 15,20-DIHYDRO-12,15,20-TRIHYDROXY-, (15.ALPHA.,20R)-;Senecionan-11,16-dione, 15,20-dihydro-12,15,20-trihydroxy-, (15alpha,20R)-;(4aR,7S,9R,10R,13bR)-7,10-Dihydroxy-7-((R)-1-hydroxy-ethyl)-9,10-dimethyl-2,3,4,4a,7,8,9,10,13,13b-decahydro-5,12-dioxa-2a-aza-cyclododeca[cd]pentalene-6,11-dione

Chemical Property of (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-

Chemical Property:

• Vapor Pressure: 4.8E-16mmHg at 25°C
• Melting Point: 221°C
• Boiling Point: 583.5°C at 760 mmHg
• Flash Point: 306.7°C
• PSA: 116.53000
• Density: 1.36g/cm³
• LogP: -0.70370
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 369.17875220
• Heavy Atom Count: 26
• Complexity: 635

Purity/Quality:

97% ^*data from raw suppliers

JACOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C(=O)OC2CCN3C2C(=CC3)COC(=O)C1(C)O)(C(C)O)O
• Isomeric SMILES: C[C@@H]1C[C@](C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@@]1(C)O)([C@@H](C)O)O
• Description: A pyrrolizidine alkaloid which is found in Senecio Jacobea, this base has [α]20D + 48° (CHC13 ) and is hydrolyzed by alkalies to retronecine and jacolinecic acid, ClOH1S0 7. The latter contains three hydroxyl and three methyl groups.
• Uses: Jacoline is a potentially carcinogenic, mutagenic, and teratogenic hepatotoxic alkaloid found in the nectar of tansy ragwort (S. jacobaea).

Technology Process of (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)-

There total 1 articles about (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3,4,5,6,9,11,13,14,14a,14b-decahydro-3,6-dihydroxy-3-((1R)-1-hydroxyethyl)-5,6-dimethyl-, (3R,5R,6S,14aR,14bR)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ Jacolin (480-76-2)

Guidance literature:

With sulfuric acid;

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