methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylate

• ChemBase编号: 174809
• 分子式: C24H29NO9
• 平均质量: 475.48836
• 单一同位素质量: 475.18423151
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@H]4[C@@]3([C@H]([C@H](C=C4)O)O2)CCN1C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c4c2O[C@@H]2[C@@]54CCN([C@@H](C3)[C@@H]5C=C[C@@H]2O)C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H29NO9/c1-25-8-7-24-11-4-5-13(26)21(24)33-19-14(6-3-10(15(19)24)9-12(11)25)32-23-18(29)16(27)17(28)20(34-23)22(30)31-2/h3-6,11-13,16-18,20-21,23,26-29H,7-9H2,1-2H3/t11-,12-,13-,16-,17-,18+,20-,21-,23+,24-/m0/s1
• InChIKey: GBIMOXQQXWKOOW-FMEXYPDDSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylate
• 别名: (5α,6α)-7,8-Didehydro-4,5-epoxy-6-hydroxy-17-methylmorphinan-3-yl β-d-Glucopyranosiduronic Acid Methyl Ester; 3-Glucuronosidomorphine Methyl Ester; Morphine 3-O-Glucuronide Methyl Ester; Morphine 3-β-D-Glucuronide Methyl Ester

登记号

• PubChem SID: 164230719
• PubChem CID: 71750838

理论计算性质

• Acid pKa: 12.155611
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -3.882579
• LogD (pH = 7.4): -2.3768299
• Log P: -0.60484225
• 摩尔折射率: 116.9033 cm^3
• 极化性: 46.4084 Å^3
• 极化表面积: 138.15 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White Solid

详细说明

Toronto Research Chemicals - M652305

Protected Morphine metabolite.