SML0259

Catharanthine

≥95% (HPLC)

• Sinónimos: (+)-3,4-Didehydrocoronaridine, (2α,5β,6α,18β)-3,4-Didehydroibogamine-18-carboxylic acid methyl ester, 7-Ethyl-9,10,12,13-tetrahydro-6,9-methano-5H-pyrido[1′,2′:1,2]azepino[4,5-b]indole-6(6aH)-carboxylic acid methyl ester
• Fórmula empírica (notación de Hill): C₂₁H₂₄N₂O₂
• Número de CAS: 2468-21-5
• Peso molecular: 336.43
• MDL number: MFCD01753356
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825267
• NACRES: NA.77

Propiedades

• assay: ≥95% (HPLC)
• form: powder
• optical activity: [α]/D +30 to +38° (c=0.5, CDCl3)
• color: white to beige
• solubility: DMSO: 5 mg/mL (clear solution; warmed)
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCC1=C[C@@H]2C[N@H]3CCc4c([nH]c5ccccc45)[C@@](C2)([C@@H]13)C(=O)OC
• InChI: 1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19+,21-/m0/s1
• InChI key: CMKFQVZJOWHHDV-NQZBTDCJSA-N

Descripción

Biochem/physiol Actions

Catharanthine is a precursor of the anti-tumor drugs vinblastine and vincristine, formed by dimerization of catharanthine with vindoline. Catharanthine itself is an inhibitor of tubulin self-assembly into microtubules, although not so potent as vinblastine or vincristine. Catharanthine also has anticholinergic activity. It showed muscarinic antagonism at 10 microM and fully inhibited nicotinic receptor mediated diaphragm contractions with an IC₅₀ of 59.6 microM.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable