3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione

• ChemBase编号: 108184
• 分子式: C9H9NO3
• 平均质量: 179.17266
• 单一同位素质量: 179.05824315
• SMILES: CN1CC(O)C2=CC(=O)C(=O)C=C12
• Canonical SMILES: OC1CN(C2=CC(=O)C(=O)C=C12)C
• InChI: InChI=1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3
• InChIKey: RPHLQSHHTJORHI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione
• IUPAC传统名: adrenochrome
• 别名: Adrenochrome; 3-Hydroxy-1-methyl-5,6-indolinedione,2,3-Dihydro-3-hydroxy-1-methyl-1H-indole-5,6-dione; D,L-Adrenochrome; L-ADRENOCHROME, FREE BASE; 3-Hydroxy-1-methyl-5,6-indolinedione; Adrenochrome

登记号

• CAS号: 54-06-8
• EC号: 200-192-8
• MDL号: MFCD00069732
• PubChem SID: 162094056; 24891016
• PubChem CID: 5898
• Chemspider ID: 5687
• 维基百科标题: Adrenochrome

理论计算性质

• Acid pKa: 14.092155
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.3232714
• LogD (pH = 7.4): -0.31320494
• Log P: -0.31307498
• 摩尔折射率: 48.556 cm^3
• 极化性: 17.325603 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 50 mg in 1 mL 1M Sodium Hydroxide Gives a Dark Brown Solution
• 外观: Red Solid
• 熔点: >110°C (dec.)
• 沸点: (decomposes, 115-120 °C)
• 密度: 3.264 g/cm3

安全信息

• 保存条件: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• RTECS编号: NM1925000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

详细说明

MP Biomedicals - 05206373

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A5752

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A5752.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A305250

The substance mainly responsible for the red colours produced during the mild oxidation of adrenaline

参考文献

• Costa, V., et al.: Chem. Res. Toxicol., 20, 1183 (2007)
• Sotomayor-Zarate, R., et al.: Biol Reproduc., 78, 673 (2007)