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

• ChemBase编号: 130570
• 分子式: C31H38O11
• 平均质量: 586.62682
• 单一同位素质量: 586.24141204
• 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]1O)O)OC(=O)c1ccccc1)(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](O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/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
• InChIKey: OVMSOCFBDVBLFW-VHLOTGQHSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9,15-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传统名: baccatin III
• 别名: 巴卡丁 III; Baccatin III; (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one; NSC 330753; Baccatin III

登记号

• CAS号: 27548-93-2
• MDL号: MFCD00153921
• PubChem SID: 24892055; 162224848
• PubChem CID: 65366

理论计算性质

• Acid pKa: 9.661471
• 质子受体: 8
• 质子供体: 3
• LogD (pH = 5.5): 1.042699
• LogD (pH = 7.4): 1.0403587
• Log P: 1.0427289
• 摩尔折射率: 145.3486 cm^3
• 极化性: 58.259655 Å^3
• 极化表面积: 165.89 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Ethanol; Methanol
• 外观: Cryst.; White to Off-White Solid
• 熔点: >206°C (dec.)

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-46-22-36/37/38
• 安全公开号: 53-22-26-36/37/39-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H315-H319-H335-H350
• GHS警示性声明: P201-P261-P305 + P351 + P338-P308 + P313
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (HPLC); 99.0

详细说明

Sigma Aldrich - B8154

Application
紫杉酚的前体
包装
5 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. B8154.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - B101000

A precursor to Paclitaxel, a neoplasm inhibitor to ovarian and breast cancers found in Taxus species.

参考文献

• Katkovcinova, Z., et al.: J. Biosci., 63, 721 (2008)
• Tian, J., et al.: J. Pharm. Sci., 97, 3100 (2008)
• Miao, Z., et al.: App. Biochem. Microbiol., 45, 81 (2008)