13-(acetyloxy)-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-14-yl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate

• ChemBase ID: 103469
• Molecular Formular: C42H56O8
• Molecular Mass: 688.88924
• Monoisotopic Mass: 688.39751875
• SMILES: CC1C(OC(=O)/C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C)CCCC2(C)C)C2(OC(=O)C)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C
• Canonical SMILES: OCC1=CC2C3C(C3(OC(=O)C)C(C(C2(C2C(C1)(O)C(=O)C(=C2)C)O)C)OC(=O)/C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C)(C)C
• InChI: InChI=1S/C42H56O8/c1-24(16-17-31-26(3)15-12-18-38(31,7)8)13-11-14-25(2)19-34(45)49-37-28(5)41(48)32(35-39(9,10)42(35,37)50-29(6)44)21-30(23-43)22-40(47)33(41)20-27(4)36(40)46/h11,13-14,16-17,19-21,28,32-33,35,37,43,47-48H,12,15,18,22-23H2,1-10H3
• InChIKey: GTNCUWBKHZZECN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-(acetyloxy)-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-14-yl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• IUPAC Traditional name: 13-(acetyloxy)-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-14-yl 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• Synonyms: PHORBOL-12-RETINOATE-13-ACETATE

Database IDs

• CAS Number: 80188-99-4
• PubChem SID: 162090904
• PubChem CID: 71299688

CALCULATED PROPERTIES

• Acid pKa: 12.57037
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 5.572415
• LogD (pH = 7.4): 5.572412
• Log P: 5.572415
• Molar Refractivity: 199.2275 cm^3
• Polarizability: 76.21096 Å^3
• Polar Surface Area: 130.36 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02151866

Yellow powder POSSIBLE CARCINOGEN!