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 2-methylbut-2-enoate

• ChemBase ID: 105265
• Molecular Formular: C25H34O6
• Molecular Mass: 430.53386
• Monoisotopic Mass: 430.23553881
• SMILES: C/C=C(\C)/C(=O)OC12CC(C)C3(O)C(C=C(CO)CC4(O)C3C=C(C)C4=O)C1C2(C)C
• Canonical SMILES: C/C=C(/C(=O)OC12CC(C)C3(C(C1C2(C)C)C=C(CO)CC1(C3C=C(C1=O)C)O)O)\C
• InChI: InChI=1S/C25H34O6/c1-7-13(2)21(28)31-24-10-15(4)25(30)17(19(24)22(24,5)6)9-16(12-26)11-23(29)18(25)8-14(3)20(23)27/h7-9,15,17-19,26,29-30H,10-12H2,1-6H3
• InChIKey: GFAGCYRBGVCTPP-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 2-methylbut-2-enoate
• 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 2-methylbut-2-enoate
• Synonyms: 12-DEOXYPHORBOL 13-ANGELATE; 5'-DEOXYLAVENDUSTIN

Database IDs

• CAS Number: 28152-96-7
• PubChem SID: 162093828
• PubChem CID: 6293688

CALCULATED PROPERTIES

• Acid pKa: 12.574634
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.4654014
• LogD (pH = 7.4): 2.4653986
• Log P: 2.4654014
• Molar Refractivity: 118.3445 cm^3
• Polarizability: 45.852844 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%; 99%

DETAILS

MP Biomedicals - 02159580

Purity: 99%
POSSIBLE CARCINOGEN

MP Biomedicals - 02199012

Purity: 97% Negative control compound for lavendustin C.

REFERENCES

• J. Med. Chem., 36: 4094-4098 (1993).