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

• ChemBase ID: 304153
• Molecular Formular: C31H40O12
• Molecular Mass: 604.6421
• Monoisotopic Mass: 604.25197672
• SMILES: [C@@]12([C@@H]([C@]3([C@@H](C[C@@H]1O)OC3)OC(=O)C)[C@@H]([C@]1(C(=C([C@H](C1)O)C)[C@H]([C@@H]2O)O)C(C)(C)O)OC(=O)c1ccccc1)COC(=O)C
• Canonical SMILES: CC(=O)OC[C@]12[C@@H](O)C[C@@H]3[C@]([C@H]2[C@H](OC(=O)c2ccccc2)[C@]2(C(=C(C)[C@H](C2)O)[C@H]([C@@H]1O)O)C(O)(C)C)(CO3)OC(=O)C
• InChI: InChI=1S/C31H40O12/c1-15-19(34)12-30(28(4,5)39)22(15)23(36)25(37)29(13-40-16(2)32)20(35)11-21-31(14-41-21,43-17(3)33)24(29)26(30)42-27(38)18-9-7-6-8-10-18/h6-10,19-21,23-26,34-37,39H,11-14H2,1-5H3/t19-,20-,21+,23+,24-,25-,26-,29+,30-,31-/m0/s1
• InChIKey: IZPGQOGNFFVNFT-LPRGFTSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-16-(acetyloxy)-10-[(acetyloxy)methyl]-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.0^3,^7.0^1^3,^1^6]hexadec-6-en-2-yl benzoate
• IUPAC Traditional name: (1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-16-(acetyloxy)-10-[(acetyloxy)methyl]-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.0^3,^7.0^1^3,^1^6]hexadec-6-en-2-yl benzoate
• Synonyms: 13-O-Deacetyltaxumairol Z

Database IDs

• CAS Number: 220935-39-7

CALCULATED PROPERTIES

• Acid pKa: 13.175185
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.2444285
• LogD (pH = 7.4): -1.2444292
• Log P: -1.2444285
• Molar Refractivity: 148.1665 cm^3
• Polarizability: 59.467445 Å^3
• Polar Surface Area: 189.28 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder