3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one

• ChemBase编号: 133565
• 分子式: C15H12O5
• 平均质量: 272.25278
• 单一同位素质量: 272.06847348
• SMILES: Cc1cc(cc2c1c1cc(cc(c1c(=O)o2)O)OC)O
• Canonical SMILES: COc1cc(O)c2c(c1)c1c(C)cc(cc1oc2=O)O
• InChI: InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3
• InChIKey: LCSDQFNUYFTXMT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one
• IUPAC传统名: 3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one
• 别名: Alternariol monomethyl ether from Alternaria alternata (tenuis); 3,7(3,9 or 7,9)-Dihydroxy-9(7 or 3)-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one; Alternariol Monomethyl Ether

登记号

• CAS号: 26894-49-5
• MDL号: MFCD00058532
• PubChem SID: 162227842
• PubChem CID: 5360741

理论计算性质

• Acid pKa: 7.7084627
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 3.3212848
• LogD (pH = 7.4): 3.1504784
• Log P: 3.323947
• 摩尔折射率: 72.4053 cm^3
• 极化性: 28.600874 Å^3
• 极化表面积: 75.99 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

安全信息

• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 61-26/27/28
• 安全公开号: 53-22-36/37/39-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330-H360
• GHS警示性声明: P201-P260-P264-P280-P284-P302 + P350
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• 保存温度: 2-8°C

详细说明

Toronto Research Chemicals - A575770

An alternaria mycotoxin and genotoxin, found in common edible crops. It inhibits the activity of various DNA-topoisomerases, increasing he rate of DNA strand breaks.

参考文献

• Asam, S., et al.: J. Agric. Food Chem., 57, 5152 (2009)
• Fehr, M., et al.: Mol. Nut. Food Res., 53, 441 (2009)
• Tiemann, U., et al.: Toxicol. Lett., 186, 139 (2009)