(1S,2S,3R,4S,7R,8S,9R,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]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: 161626
• Molecular Formular: C54H57NO16
• Molecular Mass: 976.02748
• Monoisotopic Mass: 975.36773475
• 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)NC(=O)c1ccccc1)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)NC(=O)c1ccccc1)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C54H57NO16/c1-29-37(69-50(64)40(58)39(55-48(62)34-18-12-8-13-19-34)33-22-24-36(25-23-33)66-27-32-16-10-7-11-17-32)26-54(65)47(70-49(63)35-20-14-9-15-21-35)43-52(6,45(61)42(68-30(2)56)38(29)51(54,4)5)44(60)41(59)46-53(43,28-67-46)71-31(3)57/h7-25,37,39-44,46-47,58-60,65H,26-28H2,1-6H3,(H,55,62)/t37-,39-,40+,41-,42+,43-,44-,46+,47-,52-,53+,54+/m0/s1
• InChIKey: IGGQUWOFHNQTTC-ZXIONDRUSA-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-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]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-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]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: 3'-p-O-Benzyl-6α-hydroxy Paclitaxel

Database IDs

• PubChem SID: 162255761
• PubChem CID: 71313848

CALCULATED PROPERTIES

• Acid pKa: 9.862303
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): 4.415328
• LogD (pH = 7.4): 4.413853
• Log P: 4.415347
• Molar Refractivity: 250.4674 cm^3
• Polarizability: 99.27058 Å^3
• Polar Surface Area: 250.75 Å^2
• Rotatable Bonds: 17
• 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 - B279990

Paclitaxel derivative.