(1S,10R,11S,14S,15S)-3-(6-amino-3H-purin-3-yl)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,6,14-triol

• ChemBase编号: 170557
• 分子式: C23H27N5O3
• 平均质量: 421.49218
• 单一同位素质量: 421.21138975
• SMILES: c1c(c(c2c(c1n1cnc(c3c1ncn3)N)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O)O
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1c(cc(c2O)O)n1cnc(c2c1ncn2)N
• InChI: InChI=1S/C23H27N5O3/c1-23-7-6-12-11(14(23)4-5-17(23)30)2-3-13-18(12)15(8-16(29)20(13)31)28-10-27-21(24)19-22(28)26-9-25-19/h8-12,14,17,29-31H,2-7,24H2,1H3/t11-,12+,14+,17+,23+/m1/s1
• InChIKey: LWOXXVDIEGNZNP-GXPADDFNSA-N

名称和登记号

名称

• IUPAC标准名: (1S,10R,11S,14S,15S)-3-(6-amino-3H-purin-3-yl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,6,14-triol
• IUPAC传统名: (1S,10R,11S,14S,15S)-3-(6-aminopurin-3-yl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,6,14-triol
• 别名: (17β)-1-(6-Amino-3H-purin-3-yl)estra-1,3,5(10)-triene-3,4,17-triol; 4-OH-E2-1-N3Ade; 4-Hydroxy Estradiol 1-N3-Adenine

登记号

• CAS号: 428506-88-1
• PubChem SID: 164226467
• PubChem CID: 71749035

理论计算性质

• Acid pKa: 9.963741
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): 2.3428645
• LogD (pH = 7.4): 2.3424098
• Log P: 2.3436
• 摩尔折射率: 127.4205 cm^3
• 极化性: 45.188942 Å^3
• 极化表面积: 130.31 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H942100

4-Hydroxy Estradiol 1-N3-Adenine is an estrogen metabolite formed with DNA which can lead to the mutations that initiate breast, prostate, and other types of cancer. The N3Ade depurinating adducts could serve as biomarkers to predict the risk of breast ca

参考文献

• Chakravarti, D., et al.: Mutat. Res., 456, 17 (2000)
• Liehr, J., et al.: Endocr. Rev., 21, 4054 (2000)
• Chakravarti, D., et al.: Oncogene, 20, 7945 (2000)
• Cavalieri, E., et al.: Chem. Res. Toxicol., 14, 1041 (2000)