(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetrakis(acetyloxy)-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-8-yl benzoate

• ChemBase ID: 304125
• Molecular Formular: C35H44O13
• Molecular Mass: 672.71606
• Monoisotopic Mass: 672.27819147
• SMILES: [C@@]12([C@@H]([C@]3([C@@H](C[C@@H]1OC(=O)C)OC3)OC(=O)C)[C@@H]([C@]1(C(=C([C@H](C1)O)C)[C@H]([C@@H]2OC(=O)C)OC(=O)c1ccccc1)C(C)(C)O)OC(=O)C)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)[C@@H](OC(=O)C)[C@H](OC(=O)c1ccccc1)C1=C(C)[C@H](C[C@]1([C@H]2OC(=O)C)C(O)(C)C)O)OC(=O)C
• InChI: InChI=1S/C35H44O13/c1-17-23(40)15-34(32(6,7)42)26(17)27(47-31(41)22-12-10-9-11-13-22)29(45-19(3)37)33(8)24(44-18(2)36)14-25-35(16-43-25,48-21(5)39)28(33)30(34)46-20(4)38/h9-13,23-25,27-30,40,42H,14-16H2,1-8H3/t23-,24-,25+,27+,28-,29-,30-,33+,34-,35-/m0/s1
• InChIKey: IKDVXNASCSGIHM-SZBOGCPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetrakis(acetyloxy)-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.0^3,^7.0^1^3,^1^6]hexadec-6-en-8-yl benzoate
• IUPAC Traditional name: (1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,9,11,16-tetrakis(acetyloxy)-5-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.0^3,^7.0^1^3,^1^6]hexadec-6-en-8-yl benzoate
• Synonyms: Taxayunnansin A

Database IDs

• CAS Number: 153229-31-3

CALCULATED PROPERTIES

• Rotatable Bonds: 12
• Lipinski's Rule of Five: false
• Acid pKa: 14.299011
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.91859347
• LogD (pH = 7.4): 0.9185934
• Log P: 0.91859347
• Molar Refractivity: 164.6948 cm^3
• Polarizability: 66.505974 Å^3
• Polar Surface Area: 181.19 Å^2

PROPERTIES

Physical Property

• Apperance: Cryst.