Baccatine III

The CAS registry number of Baccatin III is 27548-93-2. The IUPAC name is (2α,5β,7β,10β,13α)-4,10-bis(acetyloxy)-1,7,13-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate. In addition, the formula is C₃₁H₃₈O₁₁ and the molecular weight is 586.63. What's more, it belongs to the classes of Intermediates & Fine Chemicals; Pharmaceuticals.

Physical properties about this chemical are: (1)ACD/LogP: 4.06; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 4.06; (4)ACD/LogD (pH 7.4): 4.06; (5)ACD/BCF (pH 5.5): 717.46; (6)ACD/BCF (pH 7.4): 717.45; (7)ACD/KOC (pH 5.5): 3852.84; (8)ACD/KOC (pH 7.4): 3852.81; (9)#H bond acceptors: 11; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 132.89 Å²; (13)Index of Refraction: 1.604; (14)Molar Refractivity: 145.73 cm³; (15)Molar Volume: 423.1 cm³; (16)Polarizability: 57.77 ×10^-24cm³; (17)Surface Tension: 63.2 dyne/cm; (18)Density: 1.38 g/cm³; (19)Flash Point: 226.9 °C; (20)Enthalpy of Vaporization: 109.53 kJ/mol; (21)Boiling Point: 713.6 °C at 760 mmHg; (22)Vapour Pressure: 2.26E-21 mmHg at 25°C.

Preparation Baccatin III: it can be prepared by taxol. This reaction will need reagent Bu₄NBH₄ and solvent CH₂Cl₂. The reaction time is one hour. The yield is about 97%.

Uses of Baccatin III: it can react with acetic acid anhydride to get 7,13-diacetylbaccatin III. This reaction will need reagents DMAP and pyridine. The reaction time is 3 hours with temperature of 75 °C and the yield is about 49%.

When you are using this chemical, please be cautious about it as the following:
It may cause cancer and heritable genetic damage. And it is harmful by inhalation and if swallowed and irritating to eyes, respiratory system and skin. It damages to health by prolonged exposure. You should avoid exposure - obtain special instructions before using it. In addition, you should not breathe dust and should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. You should wear suitable protective clothing, gloves and eye/face protection. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@H]\3C(=O)[C@]5([C@H]([C@H](OC(=O)c1ccccc1)[C@@]2(O)C(C/3=C(\C)[C@@H](O)C2)(C)C)[C@@]4(OC(=O)C)[C@H](OC4)C[C@@H]5O)C)C
(2)InChI: InChI=1/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
(3)InChIKey: OVMSOCFBDVBLFW-VHLOTGQHBZ