(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-(2-methylbut-2-enamido)-3-phenylpropanoyl]oxy}-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: 154993
• 分子式: C45H53NO14
• 平均质量: 831.90062
• 单一同位素质量: 831.34660538
• SMILES: C/C=C(\C(=O)N[C@H]([C@@H](O)C(=O)O[C@@H]1C(=C2C([C@@](C1)([C@H](C1[C@]3([C@H](OC3)C[C@@H]([C@]1(C(=O)[C@@H]2OC(=O)C)C)O)OC(=O)C)OC(=O)c1ccccc1)O)(C)C)C)c1ccccc1)/C
• Canonical SMILES: C/C=C(\C(=O)N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)C3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C)C)O)OC(=O)C)O)c1ccccc1)/C
• InChI: InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/t29-,30-,31+,33-,34+,35+,36?,38-,43+,44-,45+/m0/s1
• InChIKey: DBXFAPJCZABTDR-KWHFJPKGSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-(2-methylbut-2-enamido)-3-phenylpropanoyl]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 benzoate
• IUPAC传统名: (1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-(2-methylbut-2-enamido)-3-phenylpropanoyl]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 benzoate
• 别名: NSC 318735; Cephalomannine

登记号

• CAS号: 71610-00-9
• MDL号: MFCD01075131
• PubChem SID: 24724441; 162249131
• PubChem CID: 71312047

理论计算性质

• Acid pKa: 10.363954
• 质子受体: 10
• 质子供体: 4
• LogD (pH = 5.5): 3.2230601
• LogD (pH = 7.4): 3.2226717
• Log P: 3.223144
• 摩尔折射率: 212.3023 cm^3
• 极化性: 84.30143 Å^3
• 极化表面积: 221.29 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: soluble14 mg/mL
• 外观: solid

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 37/38-41
• 安全公开号: 26-39
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H315-H318-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C45H53NO14

详细说明

Sigma Aldrich - C4991

Biochem/physiol Actions
Cephalomannine is a taxol derivative with antitumor, antiproliferative properties.