4,5,6-trihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyltetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-15-one

• ChemBase ID: 103323
• Molecular Formular: C20H28O5
• Molecular Mass: 348.43332
• Monoisotopic Mass: 348.193674
• SMILES: CC1CC2C(C3C=C(CO)C(O)C4(O)C(O)C(=CC14C3=O)C)C2(C)C
• Canonical SMILES: OCC1=CC2C3C(C3(C)C)CC(C3(C(C1O)(O)C(O)C(=C3)C)C2=O)C
• InChI: InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3
• InChIKey: VEBVPUXQAPLADL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,5,6-trihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyltetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-15-one
• IUPAC Traditional name: 4,5,6-trihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyltetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-15-one
• Synonyms: INGENOL

Database IDs

• CAS Number: 30220-46-3
• PubChem SID: 162090715
• PubChem CID: 3719

CALCULATED PROPERTIES

• Acid pKa: 12.004417
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.2926679
• LogD (pH = 7.4): 0.29265726
• Log P: 0.292668
• Molar Refractivity: 94.0269 cm^3
• Polarizability: 36.746113 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02151325

A weak Protein Kinase C activator.
POSSIBLE CARCINOGEN!