Macrophylline

Base Information

• Chemical Name: Macrophylline
• CAS No.: 27841-97-0
• Deprecated CAS: 857202-00-7
• Molecular Formula: C13H21 N O3
• Molecular Weight: 239.3107
• DSSTox Substance ID: DTXSID101128848
• Nikkaji Number: J17.701F
• Wikidata: Q27107280
• Mol file: 27841-97-0.mol

Synonyms:Macrophylline;27841-97-0;[(1S,2R,8R)-2-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-methylbut-2-enoate;[(1S,2R,7aR)-2-hydroxy-hexahydro-1H-pyrrolizin-1-yl]methyl (2Z)-2-methylbut-2-enoate;(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2beta-hydroxy-1H-pyrrolizin-1beta-yl]methyl ester;Macrophylline (Senecio);Macrophyllin;C10348;CHEBI:6627;DTXSID101128848;HY-N8682;AKOS040762015;FS-6706;CS-0148911;NS00094208;Q27107280;[(1S,2R,7aR)-Hexahydro-2-hydroxy-1H-pyrrolizin-1-yl]methyl (2Z)-2-methyl-2-butenoate;(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2|A-hydroxy-1H-pyrrolizin-1|A-yl]methyl ester;[(1S, 2R, 8R)-2-hydroxy-2, 3, 5, 6, 7, 8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-methylbut-2-enoate

Chemical Property of Macrophylline

Chemical Property:

• Vapor Pressure: 2.71E-06mmHg at 25°C
• Melting Point: 42-4°C(50-2°C)
• Boiling Point: 350.1°Cat760mmHg
• Flash Point: 165.5°C
• PSA: 49.77000
• Density: 1.15g/cm³
• LogP: 0.88880
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 239.15214353
• Heavy Atom Count: 17
• Complexity: 327

Purity/Quality:

99%, ^*data from raw suppliers

Macrophylline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C(=O)OCC1C2CCCN2CC1O
• Isomeric SMILES: C/C=C(/C)\C(=O)OC[C@@H]1[C@H]2CCCN2C[C@@H]1O
• Description: A pyrrolizidine alkaloid, macrophylline has been isolated from Senecio amphibolus and S. macrophylla MB. It forms a low melting solid which has not yet been obtained in a crystalline form. The base is dextrorotatory having a specific rotation of [α]20D + 34.52° (c 1.68, EtOH). When hydrolyzed with dilute acids the base furnishes macronecine and angelic acid. It has been characterized as the crystalline bitartrate which melts at 162-4°C.