[(1R,6R,13R,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-methoxyphenyl)acetate

• ChemBase ID: 129246
• Molecular Formular: C37H40O9
• Molecular Mass: 628.7081
• Monoisotopic Mass: 628.26723286
• SMILES: Oc1ccc(cc1OC)CC(=O)OCC1=CC2[C@]3(C4[C@@](C1)(O)C(=O)C(=C4)C)O[C@@]1(O[C@](C[C@H]3C)(C(=C)C)C2O1)Cc1ccccc1
• Canonical SMILES: COc1cc(ccc1O)CC(=O)OCC1=CC2C3O[C@@]4(O[C@]2(C2[C@@](C1)(O)C(=O)C(=C2)C)[C@@H](C[C@@]3(O4)C(=C)C)C)Cc1ccccc1
• InChI: InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27?,30?,33?,34-,35-,36+,37-/m1/s1
• InChIKey: DSDNAKHZNJAGHN-BWVJFJMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,6R,13R,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-methoxyphenyl)acetate
• IUPAC Traditional name: resiniferatoxin
• Synonyms: Resiniferatoxin

Database IDs

• CAS Number: 57444-62-9
• PubChem SID: 162223540
• PubChem CID: 104826; 57090162
• CHEMBL: 448382
• Chemspider ID: 21106474
• MeSH Name: resiniferatoxin
• Wikipedia Title: Resiniferatoxin

CALCULATED PROPERTIES

• Acid pKa: 9.935402
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 5.588857
• LogD (pH = 7.4): 5.587617
• Log P: 5.588873
• Molar Refractivity: 170.105 cm^3
• Polarizability: 66.35291 Å^3
• Polar Surface Area: 120.75 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: insoluble in water
• Density: 1.35 ± 0.1 g/cm3