1-[(1R,5R,6S,9S,12R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

• ChemBase ID: 126041
• Molecular Formular: C31H42N2O6
• Molecular Mass: 538.67498
• Monoisotopic Mass: 538.30428707
• SMILES: Cc1c[nH]c(c1C(=O)OC(C)C1=CC[C@@]23C1(C[C@H](C14C2=CC[C@H]2[C@@]1(CC[C@@](C2)(O4)O)C)O)CN(CCO3)C)C
• Canonical SMILES: CN1CCO[C@@]23C(C1)(C[C@@H](O)C14C3=CC[C@H]3[C@]4(C)CC[C@@](O1)(O)C3)C(=CC2)C(OC(=O)c1c(C)c[nH]c1C)C
• InChI: InChI=1S/C31H42N2O6/c1-18-16-32-19(2)25(18)26(35)38-20(3)22-8-9-30-23-7-6-21-14-29(36)11-10-27(21,4)31(23,39-29)24(34)15-28(22,30)17-33(5)12-13-37-30/h7-8,16,20-21,24,32,34,36H,6,9-15,17H2,1-5H3/t20?,21-,24-,27+,28?,29+,30+,31?/m1/s1
• InChIKey: ISNYUQWBWALXEY-MXHVQNHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1R,5R,6S,9S,12R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1^5,^9.0^1,^1^4.0^2,^1^1.0^6,^1^1]tricosa-2,21-dien-22-yl]ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate
• IUPAC Traditional name: batrachotoxin
• Synonyms: Batrachotoxin

Database IDs

• CAS Number: 23509-16-2
• PubChem SID: 162220382
• PubChem CID: 31958
• Chemspider ID: 10310314
• Wikipedia Title: Batrachotoxin

CALCULATED PROPERTIES

• Acid pKa: 12.02341
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.29320687
• LogD (pH = 7.4): 1.4360439
• Log P: 2.666904
• Molar Refractivity: 148.9009 cm^3
• Polarizability: 57.66518 Å^3
• Polar Surface Area: 104.25 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Main Hazard: Highly toxic
• LD50: 0.002–0.007 mg/kg; (estimated, human, sub-cutaneous)