7,8,9,10-Tetrahydrobenzo[pqr]tetraphen-7-ol

Names

[ Name ]:
7,8,9,10-Tetrahydrobenzo[pqr]tetraphen-7-ol

[Synonym ]:
7,8,9,10-Tetrahydrobenzo[pqr]tetraphen-7-ol
MFCD00192475
Benzo[a]pyren-7-ol, 7,8,9,10-tetrahydro-

Biological Activity

[Description]:

7,8,9,10-Tetrahydrobenzo[a]pyren-7-ol is a benzopyrene derivative that is activated by hepatic cytosol into electrophilic sulfuric acid esters[1], which are capable of forming covalent DNA adducts and inducing mutations[2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Glatt H, Pauly K, Frank H, Seidel A, Oesch F, Harvey RG, Werle-Schneider G. Substance-dependent sex differences in the activation of benzylic alcohols to mutagens by hepatic sulfotransferases of the rat. Carcinogenesis. 1994 Nov;15(11):2605-11.

[2]. Surh YJ, Tannenbaum SR. Sulfotransferase-mediated activation of 7,8,9,10-tetrahydro-7-ol, 7,8-dihydrodiol, and 7,8,9,10-tetraol derivatives of benzo[a]pyrene. Chem Res Toxicol. 1995 Jul-Aug;8(5):693-8.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
508.5±19.0 °C at 760 mmHg

[ Melting Point ]:
142-144ºC(lit.)

[ Molecular Formula ]:
C₂₀H₁₆O

[ Molecular Weight ]:
272.340

[ Flash Point ]:
189.2±13.7 °C

[ Exact Mass ]:
272.120117

[ PSA ]:
20.23000

[ LogP ]:
5.01

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.836

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ8304000

CHEMICAL NAME :: Benzo(a)pyren-7-ol, 7,8,9,10-tetrahydro-

CAS REGISTRY NUMBER :: 6272-55-5

BEILSTEIN REFERENCE NO. :: 2282608

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H16-O

MOLECULAR WEIGHT :: 272.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 50 umol/L

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 15,2605,1994

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
DJ8304000

[ HS Code ]:
2906299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2906299090

[ Summary ]:
2906299090 other aromatic alcohols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Synthesis of (+/-)-trans-7,8-Dihydrodiol of 6-Fluoro-benzo[a]pyrene via Hydroxyl-Directed Regioselective Functionalization of Substituted Pyrene.

J. Org. Chem. 64(6) , 1902-1907, (1999)

Synthesis of (+/-)-trans-7,8-dihydroxy-6-fluoro-7,8-dihydrobenzo[a]pyrene, the metabolite from 6-fluoro-benzo[a]pyrene, is described. Position 6 of 7,8,9,10-tetrahydrobenzo[a]pyren-7-ol (1) was functi...

Recent Progress in the Use of N-Halo Compounds in Organic Synthesis. Veisi H, et al.

Org. Prep. Proced. Int. 43(6) , 489-540, (2011)

Sulfotransferase-mediated activation of 7,8,9,10-tetrahydro-7-ol, 7,8-dihydrodiol, and 7,8,9,10-tetraol derivatives of benzo[a]pyrene.

Chem. Res. Toxicol. 8(5) , 693-8, (1995)

Some hydroxymethyl-substituted polycyclic aromatic hydrocarbons have been shown to be converted to electrophilic, mutagenic, or tumorigenic sulfuric acid ester metabolites by cytosolic sulfotransferas...