(1S,2S,3R,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoyl]oxy}-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate

• ChemBase ID: 165477
• Molecular Formular: C47H53NO15
• Molecular Mass: 871.92142
• Monoisotopic Mass: 871.34152
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H]([C@H]1[C@](C(=O)[C@@H]2OC(=O)C)([C@H]([C@@H]([C@@H]2[C@]1(CO2)OC(=O)C)O)O)C)OC(=O)c1ccccc1)O)OC(=O)[C@@H]([C@H](c1ccc(cc1)OCc1ccccc1)N)O)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)[C@H](O)[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccc(cc1)OCc1ccccc1)N)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C47H53NO15/c1-24-31(61-43(56)34(51)33(48)28-17-19-30(20-18-28)58-22-27-13-9-7-10-14-27)21-47(57)41(62-42(55)29-15-11-8-12-16-29)37-45(6,39(54)36(60-25(2)49)32(24)44(47,4)5)38(53)35(52)40-46(37,23-59-40)63-26(3)50/h7-20,31,33-38,40-41,51-53,57H,21-23,48H2,1-6H3/t31-,33-,34+,35-,36+,37-,38-,40+,41-,45-,46+,47+/m0/s1
• InChIKey: URWLMOBQDKUXKE-IWYMRDHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoyl]oxy}-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl benzoate
• IUPAC Traditional name: (1S,2S,3R,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoyl]oxy}-1,8,9-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl benzoate
• Synonyms: N-Debenzoyl-3'-p-O-benzyl-6α-hydroxy Paclitaxel

Database IDs

• PubChem SID: 162259610
• PubChem CID: 71315227

CALCULATED PROPERTIES

• Acid pKa: 9.8690605
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): 0.31849554
• LogD (pH = 7.4): 2.0090337
• Log P: 2.640152
• Molar Refractivity: 220.3531 cm^3
• Polarizability: 88.375565 Å^3
• Polar Surface Area: 247.67 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D204080

Paclitaxel derivative.