Lasiocarpine

Base Information

• Chemical Name: Lasiocarpine
• CAS No.: 303-34-4
• Molecular Formula: C21H33 N O7
• Molecular Weight: 411.55
• UNII: S770100Q96
• UN Number: 1544,3077
• ChEMBL ID: CHEMBL1999554
• Nikkaji Number: J4.477F
• NSC Number: 30625
• Wikidata: Q105221065
• Mol file: 303-34-4.mol

Synonyms:lasiocarpine;lasiocarpine hydrochloride, (1S-(1alpha(Z),7(2S*,3R*),7aalpha))-isomer;lasiocarpine sulfate, (1S-(1alpha(Z),7(2S*,3R*),7aalpha))-isomer

Chemical Property of Lasiocarpine

Chemical Property:

• Appearance/Colour: colourless to beige crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 97 C
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 519.8°Cat760mmHg
• PKA: 11.99±0.29(Predicted)
• Flash Point: 268.1°C
• PSA: 105.53000
• Density: 1.21g/cm³
• LogP: 0.89670
• Water Solubility.: 6.754g/L(temperature not stated)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 411.22570239
• Heavy Atom Count: 29
• Complexity: 699
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

Lasiocarpine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Toxins
• Canonical SMILES: CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)OC)(C(C)(C)O)O
• Isomeric SMILES: C/C=C(/C)\C(=O)O[C@H]1CCN2[C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)OC)(C(C)(C)O)O
• Description: A hepatotoxic alkaloid found in Heliotropiurn lasiocarpurn, the base forms colourless leaflets from petroleum ether and has [α]20D - 4° (EtOH). It is readily soluble in C6H6 or EtOH but only slightly so in H20. On alkaline hydrolysis it furnishes angelic acid and heliotridine, C8H1302N, m.p. 116.5-118°C, forming a hydrochloride, m.p. 122-4°C and the benzoyl derivative hydrochloride, m.p. 180°C. On catalytic hydrogenation it yields a base, C13H230 2N, b.p. 123-5°Cj 8 mm; [α]D + 3.8° (EtOH), yielding a crystalline picrate, m.p. 157 _9°C, and lasiocarpic acid, C8H160 S, m.p. 95-7°C; [α]D + 10.6° (EtOH). The structure is therefore angelyllasiocarpylheliotridine, both hydroxyls in heliotridine being es terifie d
• Uses: Lasiocarpine is a hepatotoxic and carcinogenic food contaminant.