(3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione

• ChemBase编号: 132371
• 分子式: C17H12O6
• 平均质量: 312.27358
• 单一同位素质量: 312.0633881
• SMILES: COc1cc2c(c3c1c1c(c(=O)o3)C(=O)CC1)[C@@H]1C=CO[C@@H]1O2
• Canonical SMILES: COc1cc2O[C@@H]3[C@H](c2c2c1c1CCC(=O)c1c(=O)o2)C=CO3
• InChI: InChI=1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1
• InChIKey: OQIQSTLJSLGHID-WNWIJWBNSA-N

名称和登记号

名称

• IUPAC标准名: (3S,7R)-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• IUPAC传统名: aflatoxin B1
• 别名: 黄曲霉素 B1 来源于黄曲霉; 黄曲霉素 B1; 黄曲霉素 B1 溶液; Aflatoxin B1 from Aspergillus flavus; Aflatoxin B1; Aflatoxin B1 solution; (6aR,9aS)-2,3,6a,9a-Tetrahydro-4-methoxy-1H,11H-cyclopenta[c]furo[3’,2’:4,5]furo[2,3-h][1]benzopyran-1,11-dione; (-)-Aflatoxin B1; AFB1; NSC 529592; Aflatoxin B1

登记号

• CAS号: 1162-65-8
• EC号: 200-835-2; 214-603-3
• MDL号: MFCD00869647
• Beilstein号: 1269174
• PubChem SID: 162226648; 24860791; 24891116
• PubChem CID: 186907

理论计算性质

• Acid pKa: 17.787313
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 1.5843809
• LogD (pH = 7.4): 1.5843809
• Log P: 1.5843809
• 摩尔折射率: 78.5851 cm^3
• 极化性: 30.196644 Å^3
• 极化表面积: 71.06 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: crystalline; Light yellow Solid
• 熔点: >255°C (dec.)
• 闪点: 2 °C; 35.6 °F

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: GY1925000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 剧毒(Highly toxic) (T+); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1648; 3462
• 德国WGK号: 2; 3
• 联合国危险货物等级: 3; 6.1
• 联合国危险货物包装类别(PG): 1; 2
• 危险公开号: 11-20/21/22-36; 45-46-26/27/28
• 安全公开号: 16-36/37; 53-28-36/37-45
• GHS危险品标识: GHS02; GHS06; GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H225-H302-H312-H319-H332; H300 +H310 + H330-H350; H300-H310-H330-H350
• GHS警示性声明: P201-P260-P264-P280-P284-P301 + P310; P210-P280-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1648 3/PG 2; UN 3462 6.1/PG 1
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98% (TLC and HPLC)
• 浓度: 2 μg/mL in acetonitrile; 3.79 μg/g in acetonitrile
• 级别: analytical standard, for environmental analysis; BCR® certified Reference Material
• 生物来源: from Aspergillus flavus
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C17H12O6

详细说明

Sigma Aldrich - A6636

Warning
可能致癌。
Application
Aflatoxin B1 is a carcinogenic compound that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. Aflatoxin B1 may be used as an internal standard when testing for aflatoxin contamination in food products.
Biochem/physiol Actions
Hepatocarcinogen. Food contaminant produced by Aspergillus flavus, a common soil fungus. Aflatoxin is biotransformed to genotoxic intermediates by P450 Phase I enzymes, mainly CYP3A4 via aflatoxin B1 3-hydroxylation. Detoxification depends on Phase II enzymes, such as Glutathione S-Transferase and AFB(1)-aldehyde reductase (AFAR).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A6636.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 856207

Application
黄曲霉素中毒性最强的一种，黄曲霉素是黄曲霉产生的一系列有毒代谢物。它们是强致癌物，广泛用作受污染食品和饲料分析的标准品。黄曲霉素 B1 常用于新陈代谢和致癌作用的研究。Goldblatt, A.L。1,2
Warning
可能致癌。

Sigma Aldrich - 34029

General description
Certan Vial

Sigma Aldrich - ERMAC057

法律信息
BCR 注册商标 European Commission

Toronto Research Chemicals - A357460

Aflatoxins B1, B2, G1, G2 as secondary metabolites of fungal species such as Aspergillus flavus or Aspergillus parasiticus growing on a variety of foods (peanuts, nuts, spices, cereals). Aflatoxins are a group of very carcinogenic mycotoxins with hepatot

参考文献

• Cifford, R., et al.: Nature, 209, 312 (1966)
• Wogan, et al.: Food Cosmet. Toxicol., 12, 681 (1966)
• Sinz, M.W., et al.: J. Toxicol. Toxin Rev., 10, 87 (1966)