1,6-dihydroxy-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: 105264
• Molecular Formular: C22H30O6
• Molecular Mass: 390.47
• Monoisotopic Mass: 390.20423868
• SMILES: CC1CC2(OC(=O)C)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C
• Canonical SMILES: OCC1=CC2C3C(C3(C)C)(OC(=O)C)CC(C2(C2C(C1)(O)C(=O)C(=C2)C)O)C
• InChI: InChI=1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3
• InChIKey: BOJKFRKNLSCGHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,6-dihydroxy-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: 1,6-dihydroxy-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
• Synonyms: Prostratin; 12-DEOXYPHORBOL 13-ACETATE

Database IDs

• CAS Number: 60857-08-1
• PubChem SID: 162092003
• PubChem CID: 4962

CALCULATED PROPERTIES

• Acid pKa: 12.574634
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.6935895
• LogD (pH = 7.4): 0.69358665
• Log P: 0.69358957
• Molar Refractivity: 103.6662 cm^3
• Polarizability: 40.592663 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02159579

Weak mouse ear irritant.
Possible carcinogen