(1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol hydrochloride

• ChemBase编号: 177429
• 分子式: C19H24ClNO4
• 平均质量: 365.85116
• 单一同位素质量: 365.13938593
• SMILES: c1(c(cc2c(c1)[C@@H](N(CC2)C)Cc1cc(c(cc1)OC)O)OC)O.Cl
• Canonical SMILES: COc1ccc(cc1O)C[C@@H]1N(C)CCc2c1cc(O)c(c2)OC.Cl
• InChI: InChI=1S/C19H23NO4.ClH/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12;/h4-5,9-11,15,21-22H,6-8H2,1-3H3;1H/t15-;/m0./s1
• InChIKey: BLFMXKJHMQFPFA-RSAXXLAASA-N

名称和登记号

名称

• IUPAC标准名: (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol hydrochloride
• IUPAC传统名: (+)-reticuline hydrochloride
• 别名: (1S)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol Hydrochloride; (+)-Reticuline Hydrochloride; L-(+)-Reticuline Hydrochloride; Reticulin Hydrochloride; S-(+)-Reticuline Hydrochloride; d-Reticuline Hydrochloride; Reticuline Hydrochloride Salt (>90% ee)

登记号

• CAS号: 903-91-3
• PubChem SID: 164233339
• PubChem CID: 71752016

理论计算性质

• Acid pKa: 9.764061
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 0.7340227
• LogD (pH = 7.4): 2.4816308
• Log P: 3.1049592
• 摩尔折射率: 93.8363 cm^3
• 极化性: 36.01199 Å^3
• 极化表面积: 62.16 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: Pale Yellow Solid
• 熔点: 125-126°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - R188500

Precursor of many aporphine and morphine-type alkaloids.

参考文献

• Kutchan, T., et al.: J. Biol. Chem., 270, 24475 (1995)
• Winkler, A., et al.: J. Biol. Chem., 282, 24437 (1995)
• Heuts, D., et al.: Biochem. J., 413, 175 (1995)