(1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

• ChemBase ID: 3968
• Molecular Formular: C22H30O7
• Molecular Mass: 406.4694
• Monoisotopic Mass: 406.1991533
• SMILES: C1=C(C(=O)[C@@]2(O)CC(=C[C@@H]3[C@@](O)([C@H]12)[C@@H]([C@@H](O)[C@@]1([C@H]3C1(C)C)OC(=O)C)C)CO)C
• Canonical SMILES: OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)O
• InChI: InChI=1S/C22H30O7/c1-10-6-15-20(27,17(10)25)8-13(9-23)7-14-16-19(4,5)22(16,29-12(3)24)18(26)11(2)21(14,15)28/h6-7,11,14-16,18,23,26-28H,8-9H2,1-5H3/t11-,14+,15-,16-,18-,20-,21-,22-/m1/s1
• InChIKey: SDSVJYOOAPRSDA-RPCQODIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,14-trihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate
• IUPAC Traditional name: phorbol-13-acetate
• Synonyms: 13-Acetylphorbol

Database IDs

• PubChem SID: 160967403; 46507195
• PubChem CID: 499953

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.535879
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.33975738
• LogD (pH = 7.4): -0.3397605
• Log P: -0.33975732
• Molar Refractivity: 104.9289 cm^3
• Polarizability: 41.24931 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.63
• LOG S: -2.45
• Solubility (Water): 1.44e+00 g/l

DETAILS

DrugBank - DB04376

Drug information: experimental