(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl (1,2,3,4,5,6-14C6)benzoate

• ChemBase ID: 153376
• Molecular Formular: C47H51NO14
• Molecular Mass: 865.86139193
• Monoisotopic Mass: 865.35040725
• SMILES: CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)O)OC(=O)[14c]1[14cH][14cH][14cH][14cH][14cH]1)(CO4)OC(=O)C)O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)C2)(C)C)O)OC(=O)[14c]1[14cH][14cH][14cH][14cH][14cH]1)(CO3)OC(=O)C
• InChI: InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1/i9+2,14+2,15+2,20+2,21+2,30+2
• InChIKey: RCINICONZNJXQF-HFHKXCERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl (1,2,3,4,5,6-^1^4C₆)benzoate
• IUPAC Traditional name: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl (1,2,3,4,5,6-^1^4C₆)benzoate
• Synonyms: Paclitaxel-[2-benzoyl ring-UL-14C]

Database IDs

• CAS Number: 179795-24-5
• MDL Number: MFCD00214367
• PubChem SID: 24898257; 162247515
• PubChem CID: 5388972

CALCULATED PROPERTIES

• Acid pKa: 10.363949
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 3.5388339
• LogD (pH = 7.4): 3.5383687
• Log P: 3.53884
• Molar Refractivity: 218.2945 cm^3
• Polarizability: 86.54275 Å^3
• Polar Surface Area: 221.29 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: ethyl acetate solution
• Mass Shift: M+12

Safety Information

• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 2910
• German water hazard class: 3
• Hazard Class: 7
• Risk Statements: 11-20/21/22-36/37/38
• Safety Statements: 16-26-36
• RID/ADR: UN 2910 7
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Extent of Labeling: 40-60 mCi per mmol
• Empirical Formula (Hill Notation): C47H51NO14

DETAILS

Sigma Aldrich - P1958

Packaging
sealed ampule