(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18,30-trihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19-methoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone

• ChemBase编号: 165808
• 分子式: C50H77NO13
• 平均质量: 900.14528
• 单一同位素质量: 899.53949153
• SMILES: C1CCN2[C@@H](C1)C(=O)O[C@H]([C@@H](C[C@H]1C[C@H]([C@@H](CC1)O)OC)C)CC(=O)[C@@H](/C=C(/[C@H]([C@H](C(=O)[C@@H](C[C@@H](/C=C/C=C/C=C(/[C@H](C[C@@H]1CC[C@H]([C@](C(=O)C2=O)(O1)O)C)O)\C)C)C)OC)O)\C)C
• Canonical SMILES: CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@H]([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H](CC[C@H]2C)C[C@H](O)/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C1)C)/C)O)OC)C)C)/C)C
• InChI: InChI=1S/C50H77NO13/c1-29-15-11-10-12-16-30(2)40(53)27-37-20-18-35(7)50(60,64-37)47(57)48(58)51-22-14-13-17-38(51)49(59)63-42(32(4)25-36-19-21-39(52)43(26-36)61-8)28-41(54)31(3)24-34(6)45(56)46(62-9)44(55)33(5)23-29/h10-12,15-16,24,29,31-33,35-40,42-43,45-46,52-53,56,60H,13-14,17-23,25-28H2,1-9H3/b12-10+,15-11+,30-16+,34-24+/t29-,31-,32-,33-,35-,36+,37?,38+,39-,40+,42+,43-,45-,46+,50-/m1/s1
• InChIKey: ZHYGVVKSAGDVDY-XWPBVCCQSA-N

名称和登记号

名称

• IUPAC标准名: (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18,30-trihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19-methoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0^4,^9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
• IUPAC传统名: (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18,30-trihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19-methoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0^4,^9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
• 别名: 7-O-Demethyl Cypher; 7-O-Demethyl Rapammune; 7-O-Demethyl Sirolimus; 7-O-Demethyl Rapamycin

登记号

• CAS号: 151519-50-5
• PubChem SID: 162259941
• PubChem CID: 9854320

理论计算性质

• LogD (pH = 5.5): 6.8076982
• LogD (pH = 7.4): 6.80653
• Log P: 6.8077135
• 摩尔折射率: 245.912 cm^3
• 极化性: 95.74825 Å^3
• 极化表面积: 206.43 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false
• Acid pKa: 9.963716
• 质子受体: 12
• 质子供体: 4

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 133-138°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D231240

Rapamycin metabolite.

参考文献

• Dickman, D., et al.: Bioorg. Med. Chem. Lett., 10, 1405 (2000)
• Davis, D., et al.: Clin. Biochem., 33, 31 (2000)
• Cummins, C., et al.: J. Pharmacol. Exper. Ther., 308, 143 (2000)
• Scholer, A., et al.: Clin. Lab., 52, 325 (2000)