5-(1S,2S,3R,4S,7R,10R,12S,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadeca-8,13-dien-15-yl 3-tert-butyl (4R,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate

• ChemBase ID: 166061
• Molecular Formular: C48H57NO14
• Molecular Mass: 871.96448
• Monoisotopic Mass: 871.37790551
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H]([C@H]1[C@](C(=O)[C@H]2OC(=O)C)(C=C[C@@H]2[C@]1(CO2)OC(=O)C)C)OC(=O)c1ccccc1)O)OC(=O)[C@H]1[C@H](N(C(=O)OC(C)(C)C)C(O1)(C)C)c1ccccc1)C
• Canonical SMILES: CC(=O)O[C@@H]1C(=O)[C@]2(C)C=C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]1OC(N([C@@H]1c1ccccc1)C(=O)OC(C)(C)C)(C)C)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C48H57NO14/c1-26-31(59-41(54)36-34(29-18-14-12-15-19-29)49(45(9,10)62-36)42(55)63-43(4,5)6)24-48(56)39(60-40(53)30-20-16-13-17-21-30)37-46(11,23-22-32-47(37,25-57-32)61-28(3)51)38(52)35(58-27(2)50)33(26)44(48,7)8/h12-23,31-32,34-37,39,56H,24-25H2,1-11H3/t31-,32+,34+,35-,36+,37-,39-,46+,47-,48+/m0/s1
• InChIKey: GJPKBYUOPFXIJA-ZPKLIEMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1S,2S,3R,4S,7R,10R,12S,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadeca-8,13-dien-15-yl 3-tert-butyl (4R,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• IUPAC Traditional name: 5-(1S,2S,3R,4S,7R,10R,12S,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadeca-8,13-dien-15-yl 3-tert-butyl (4R,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate
• Synonyms: N-Desbenzoyl-N-tert-butoxycarbonyl-N,O-isopropylidene-6,7-dehydro Taxol; N-Desbenzoyl-N-tert-butoxycarbonyl-N,O-isopropylidene-6,7-dehydro Paclitaxel

Database IDs

• PubChem SID: 162260194
• PubChem CID: 71315537

CALCULATED PROPERTIES

• Acid pKa: 11.176217
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 5.7384806
• LogD (pH = 7.4): 5.7384086
• Log P: 5.7384815
• Molar Refractivity: 224.8964 cm^3
• Polarizability: 89.22214 Å^3
• Polar Surface Area: 190.5 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D288485

Protected Paclitaxel metabolite.