[(1R,2R,6R,10S,11R,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-iodo-5-methoxyphenyl)acetate

• ChemBase ID: 127839
• Molecular Formular: C37H39IO9
• Molecular Mass: 754.60463
• Monoisotopic Mass: 754.16388083
• SMILES: O=C1C(=C[C@@H]2[C@]1(O)CC(=C[C@H]1[C@H]3OC4(Cc5ccccc5)O[C@@]21[C@H](C)C[C@@]3(O4)C(=C)C)COC(=O)Cc1cc(OC)c(O)c(I)c1)C
• Canonical SMILES: COc1cc(CC(=O)OCC2=C[C@H]3[C@H]4OC5(O[C@]3([C@H]3[C@@](C2)(O)C(=O)C(=C3)C)[C@@H](C[C@@]4(O5)C(=C)C)C)Cc2ccccc2)cc(c1O)I
• InChI: InChI=1S/C37H39IO9/c1-20(2)35-16-22(4)37-26(33(35)45-36(46-35,47-37)18-23-9-7-6-8-10-23)12-25(17-34(42)29(37)11-21(3)32(34)41)19-44-30(39)15-24-13-27(38)31(40)28(14-24)43-5/h6-14,22,26,29,33,40,42H,1,15-19H2,2-5H3/t22-,26+,29-,33-,34-,35-,36?,37-/m1/s1
• InChIKey: TZUJORCXGLGWDV-RYACRXIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2R,6R,10S,11R,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^1,^1^0.0^2,^6.0^1^1,^1^5]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-iodo-5-methoxyphenyl)acetate
• IUPAC Traditional name: iodoresiniferatoxin
• Synonyms: 5-Iodoresiniferatoxin; Iodoresiniferatoxin

Database IDs

• CAS Number: 535974-91-5
• PubChem SID: 162222157
• PubChem CID: 6324614; 16219535
• CHEMBL: 595069
• Wikipedia Title: Iodoresiniferatoxin

CALCULATED PROPERTIES

• Acid pKa: 8.865134
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 6.5176315
• LogD (pH = 7.4): 6.5032954
• Log P: 6.5178175
• Molar Refractivity: 183.4675 cm^3
• Polarizability: 71.45858 Å^3
• Polar Surface Area: 120.75 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false