(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,10H,10aH-benzo[c]isochromene-9-carboxylic acid

• ChemBase编号: 131225
• 分子式: C21H28O4
• 平均质量: 344.44462
• 单一同位素质量: 344.19875938
• SMILES: CCCCCc1cc(c2c(c1)OC([C@H]1[C@H]2CC(=CC1)C(=O)O)(C)C)O
• Canonical SMILES: CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=CC1)C(=O)O)(C)C
• InChI: InChI=1S/C21H28O4/c1-4-5-6-7-13-10-17(22)19-15-12-14(20(23)24)8-9-16(15)21(2,3)25-18(19)11-13/h8,10-11,15-16,22H,4-7,9,12H2,1-3H3,(H,23,24)/t15-,16-/m1/s1
• InChIKey: OGXXAQFMAFTSRU-HZPDHXFCSA-N

名称和登记号

名称

• IUPAC标准名: (6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,10H,10aH-benzo[c]isochromene-9-carboxylic acid
• IUPAC传统名: (6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6aH,7H,10H,10aH-benzo[c]isochromene-9-carboxylic acid
• 别名: Δ6-四氢大麻酚-7-酸; 9-羧基-11-去甲基-Δ8-四氢大麻酚; 11-去甲基-Δ8-四氢大麻酚-9-羧酸; 11-Nor-Δ8-tetrahydrocannabinol-9-carboxylic acid; 9-Carboxy-11-nor-Δ8-tetrahydrocannabinol; Δ1(6)-Tetrahydrocannabinol-7-oic Acid; Δ6-Tetrahydrocannabinol-7-oic Acid; Δ8-THC-11-oic Acid; Δ8-Tetrahydro Cannabinol-11-oic Acid; (6aR,10aR)-6a,7,10,10a-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-carboxylic Acid; (6aR-trans)-6a,7,10,10a-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-carboxylic Acid; (-)-9-Nor-9-carboxy-Δ8-tetrahydrocannabinol; 11-Nor-Δ8-Tetrahydrocannabinol-8-carboxylic Acid

登记号

• CAS号: 39690-06-7
• MDL号: MFCD00135975
• PubChem SID: 162225503
• PubChem CID: 162389

理论计算性质

• Acid pKa: 4.2535286
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 3.867675
• LogD (pH = 7.4): 2.1385074
• Log P: 5.1358495
• 摩尔折射率: 98.4507 cm^3
• 极化性: 37.888184 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 毒品管制信息: USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada
• 保存温度: -20°C

详细说明

Sigma Aldrich - N4641

Application
用于鉴定 THC 代谢物的标准品。

Toronto Research Chemicals - T293245

Δ8-Tetrahydro Cannabinol-11-oic acid is a derivative of Δ8-Tetrahydrocannabinol (T293240) used for decreasing cell proliferation in a mammal (cancer treatment).

参考文献

• Hammett-Stabler, C., et al.: Clin. Chim. Acta, 315, 125 (2002)
• Wu, A., et al.: J. Anal. Toxicol., 17, 241 (2002)
• Ferrara, S., et al.: J. Anal. Toxicol., 18, 278 (2002)