(1S,2S,3R,4S,7R,9S,10S,11R,12R,15S)-2,9,11,12,15-pentakis(acetyloxy)-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-4-yl acetate

• ChemBase ID: 304175
• Molecular Formular: C32H44O14
• Molecular Mass: 652.68336
• Monoisotopic Mass: 652.27310609
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H]([C@H]1[C@]([C@H]([C@@H]2OC(=O)C)OC(=O)C)([C@H](C[C@@H]2[C@]1(CO2)OC(=O)C)OC(=O)C)C)OC(=O)C)O)OC(=O)C)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)C)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3([C@H]([C@@H](C(=C1C)C2(C)C)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H44O14/c1-14-21(41-15(2)33)12-32(39)28(45-19(6)37)26-30(10,22(42-16(3)34)11-23-31(26,13-40-23)46-20(7)38)27(44-18(5)36)25(43-17(4)35)24(14)29(32,8)9/h21-23,25-28,39H,11-13H2,1-10H3/t21-,22-,23+,25+,26-,27-,28-,30+,31-,32+/m0/s1
• InChIKey: CCJGGIKEFAWREN-WBPIOOJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,4S,7R,9S,10S,11R,12R,15S)-2,9,11,12,15-pentakis(acetyloxy)-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-4-yl acetate
• IUPAC Traditional name: (1S,2S,3R,4S,7R,9S,10S,11R,12R,15S)-2,9,11,12,15-pentakis(acetyloxy)-1-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-4-yl acetate
• Synonyms: Baccatin IV

Database IDs

• CAS Number: 57672-77-2

CALCULATED PROPERTIES

• Acid pKa: 13.273367
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.45543465
• LogD (pH = 7.4): -0.45543525
• Log P: -0.45543465
• Molar Refractivity: 152.8242 cm^3
• Polarizability: 62.72497 Å^3
• Polar Surface Area: 187.26 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder