pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(18),2,4,6,8,10,12,14,16,19-decaene

• ChemBase编号: 126079
• 分子式: C20H12
• 平均质量: 252.30928
• 单一同位素质量: 252.09390038
• SMILES: c1ccc2c(c1)cc1ccc3cccc4c3c1c2cc4
• Canonical SMILES: c1ccc2c(c1)c1ccc3c4c1c(c2)ccc4ccc3
• InChI: InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H
• InChIKey: FMMWHPNWAFZXNH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pentacyclo[10.6.2.0^2,^7.0^9,^1^9.0^1^6,^2^0]icosa-1(18),2,4,6,8,10,12,14,16,19-decaene; pentacyclo[10.6.2.0^2,^7.0^9,^1^9.0^1^6,^2^0]icosa-1(18),2(7),3,5,8,10,12,14,16,19-decaene
• IUPAC传统名: benzopyrene; pentacyclo[10.6.2.0^2,^7.0^9,^1^9.0^1^6,^2^0]icosa-1(18),2(7),3,5,8,10,12,14,16,19-decaene
• 别名: 苯并[a]芘 溶液; 3,4-苯并芘; 苯并[det]屈; 苯并芘; 苯并[a]芘; Benzo[a]pyrene; 3,4-Benz[a]pyrene; 4,5-Benzpyrene; 6,7-Benzopyrene; BaP; Benz[a]pyrene; Benzo[d,e,f]chrysene; Benzopyrene; NSC 21914; Benzopyrene; Benzo(a)pyrene; Benzo[a]pyrene solution; 3,4-Benzopyrene; 3,4-Benzpyrene; Benzo[def]chrysene; Benzo[a]pyrene; Benzo[pqr]tetraphene

登记号

• CAS号: 50-32-8
• EC号: 200-028-5
• MDL号: MFCD00003602
• Beilstein号: 1911333
• 默克索引号: 141103
• PubChem SID: 24862983; 162220420; 24872109; 24891610
• PubChem CID: 2336
• CHEBI ID: 29865
• CHEMBL: 31184
• Chemspider ID: 2246
• KEGG ID: C07535
• 维基百科标题: Benzo(a)pyrene

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 5.273404
• LogD (pH = 7.4): 5.273404
• Log P: 5.273404
• 摩尔折射率: 83.1728 cm^3
• 极化性: 37.737247 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 0.11 mg/L (25 °C) in water; Chloroform; Soluble in benzene, toluene, and xylene. Sparingly soluble in alcohol, methanol. Insoluble in water
• 外观: Crystalline; Yellow Solid
• 熔点: 174-176°C; 177-180 °C(lit.); 177-180°C; 179 °C
• 沸点: 495 °C; 495 °C(lit.); 495°C
• 闪点: -.4 °F; -18 °C
• 密度: 1.24 g/cm3 (25 °C)

安全信息

• 保存条件: Refrigerator
• RTECS编号: DJ3675000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 1145; 3077; UN3077
• 德国WGK号: 3
• 联合国危险货物等级: 3; 9
• 联合国危险货物包装类别(PG): 2; 3; III
• 危险公开号: 45-11-38-50/53-65-67; 45-46-60-61-43-50/53
• 安全公开号: 53-16-45-61-62; 53-45-60-61
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07; GHS08; GHS09
• GHS警示词: Danger
• GHS危险声明: H225-H304-H315-H336-H350-H410; H317-H340-H350-H360FD-H410; H340-H350-H360-H400-H410-H317
• GHS警示性声明: P201-P210-P261-P273-P301 + P310-P308 + P313; P201-P273-P280-P308 + P313-P501; P261-P280-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1145 3/PG 2; UN 3077 9/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥96% (HPLC); 96%; 97%
• 浓度: 100 ng/μL in cyclohexane
• 级别: analytical standard, for environmental analysis; certified reference material; TraceCERT®
• 包装: pkg of 100 mg
• Empirical Formula (Hill Notation): C20H12

详细说明

Sigma Aldrich - B1760

Biochem/physiol Actions
A polycyclic aromatic hydrocarbon (PAH), environmental pollutant and carcinogen. Used as a chemical carcinogen in experimental models of cancer. Carcinogenesis depends on it′s oxidation by CYP1A1 to benzo[a]pyrenediolepoxide, that forms depurinating adducts with DNA that dissociate to form abasic lesions. Benzo[a]pyrene is a ligand for the arylhydrocarbon receptor (AhR), and some of its biological effects, including the induction of CYP1A1, appear to be mediated via activation of the AhR.

Sigma Aldrich - 31306

Caution
仅限于专业用户。注意 - 避免接触。

Sigma Aldrich - 51968

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - B205800

Benzopyrene is a polyaromatic hydrocarbon (PAH) found in coal tar. Benzopyrene is a known carcinogen. The metbolism of Benzopyrene results in diol epoxides that react and bind to DNA forming adducts which in turns leads to mutations and eventually cancer.

参考文献

• Arif, J. et al.: DNA Adducts, 127 (2010)
• Nair, S. et al.: Cancer Prev. Res., 2, 895 (2010)
• Staal, Y. et al.: Carcinogenesis, 27, 646 (2010)
• Mensing, T. et al.: Int. Hyg. Env. Health, 208, 197 (2010)