(1R,2S,6S,10S,11R,13R,14R,15R)-1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one

• ChemBase ID: 128944
• Molecular Formular: C20H28O6
• Molecular Mass: 364.43272
• Monoisotopic Mass: 364.18858862
• SMILES: OCC1=C[C@H]2[C@@H]3C(C)(C)[C@@]3(O)[C@H](O)[C@@H](C)[C@@]2(O)[C@@H]2C=C(C)C(=O)[C@]2(O)C1
• Canonical SMILES: OCC1=C[C@H]2[C@H]3[C@](C3(C)C)(O)[C@@H]([C@H]([C@]2([C@H]2[C@](C1)(O)C(=O)C(=C2)C)O)C)O
• InChI: InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18+,19+,20+/m1/s1
• InChIKey: QGVLYPPODPLXMB-VPGGEMSBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6S,10S,11R,13R,14R,15R)-1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.0^2,^6.0^1^1,^1^3]pentadeca-3,8-dien-5-one
• IUPAC Traditional name: phorbol
• Synonyms: Phorbol

Database IDs

• CAS Number: 17673-25-5
• PubChem SID: 162223246
• PubChem CID: 57501501
• Wikipedia Title: Phorbol

CALCULATED PROPERTIES

• Acid pKa: 12.48295
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.7808828
• LogD (pH = 7.4): -0.78088635
• Log P: -0.7808827
• Molar Refractivity: 95.7774 cm^3
• Polarizability: 37.398468 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 250–251 °C