Cas no 57303-98-7 (Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol)

Benzo[a]pyrene-9,10-diol is a dihydroxylated metabolite of benzo[a]pyrene, a polycyclic aromatic hydrocarbon (PAH) formed through cytochrome P450-mediated oxidation. This compound is of significant interest in toxicology and environmental chemistry due to its role as an intermediate in the metabolic activation of benzo[a]pyrene, a known carcinogen. The 9,10-diol derivative is particularly studied for its involvement in DNA adduct formation, making it a critical marker for assessing PAH exposure and metabolic pathways. Its structural properties facilitate research into mutagenic mechanisms and the development of analytical methods for detecting PAH metabolites in biological and environmental samples. The compound is utilized primarily in scientific studies related to carcinogenesis and metabolic profiling.
Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol structure
57303-98-7 structure
Product Name:Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol
CAS No:57303-98-7
MF:C20H12O2
MW:284.308085441589
CID:1604033
PubChem ID:107679
Update Time:2025-05-21

Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol Chemical and Physical Properties

Names and Identifiers

    • benzo[pqr]tetraphene-9,10-diol
    • 9,10-Dihydroxybenzo(a)pyrene
    • Benzo(a)pyrene, 9,10-dihydroxy-
    • Benzo(a)pyrene-9,10-diol
    • benzo[a]pyrene-9,10-diol
    • Benzo[a]?pyrene-?9,?10-?diol
    • SCHEMBL12486014
    • CHEBI:81629
    • 57303-98-7
    • UNII-FV6Q5APY2A
    • DTXSID90205926
    • 9,10-Dihydroxybenzo[a]pyrene
    • benzo(a)pyrene 9,10-diol
    • Q27155517
    • FV6Q5APY2A
    • Benzo[a]?pyrene-?9,?10-?diol
    • C18278
    • Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol
    • Inchi: 1S/C20H12O2/c21-16-9-7-14-10-13-5-4-11-2-1-3-12-6-8-15(18(13)17(11)12)19(14)20(16)22/h1-10,21-22H
    • InChI Key: UMJIZEKULDXYAK-UHFFFAOYSA-N
    • SMILES: OC1=C(C=CC2C=C3C=CC4=CC=CC5=CC=C(C=21)C3=C54)O

Computed Properties

  • Exact Mass: 284.08376
  • Monoisotopic Mass: 284.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 0
  • Complexity: 435
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 5.6
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 572.3±23.0 °C at 760 mmHg
  • Flash Point: 279.3±17.2 °C
  • Refractive Index: 1.963
  • PSA: 40.46
  • Vapor Pressure: 0.0±1.6 mmHg at 25°C

Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol Security Information

Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B205825-5mg
Benzo[a]\u200bpyrene-\u200b9,\u200b10-\u200bdiol
57303-98-7
5mg
$ 6492.00 2023-04-19
TRC
B205825-10mg
Benzo[a]\u200bpyrene-\u200b9,\u200b10-\u200bdiol
57303-98-7
10mg
$ 8542.00 2023-04-19

Additional information on Benzoa\u200bpyrene-\u200b9,\u200b10-\u200bdiol

Benzo[a]pyrene-9,10-diol: A Comprehensive Overview

Benzo[a]pyrene-9,10-diol, also known by its CAS number 57303-98-7, is a polycyclic aromatic hydrocarbon (PAH) derivative that has garnered significant attention in the scientific community due to its unique properties and potential applications. This compound is a dihydroxy derivative of benzo[a]pyrene, a well-known PAH with a fused aromatic ring system. The presence of the diol group introduces interesting chemical and biological properties, making it a subject of extensive research in various fields such as materials science, environmental chemistry, and pharmacology.

The structure of Benzo[a]pyrene-9,10-diol consists of a rigid planar framework with conjugated double bonds, which contributes to its strong fluorescence properties. This feature has made it a valuable tool in fluorescence-based sensing and imaging applications. Recent studies have explored the use of this compound as a fluorescent probe for detecting specific analytes in complex matrices, leveraging its high sensitivity and selectivity.

In terms of synthesis, researchers have developed various methods to efficiently produce Benzo[a]pyrene-9,10-diol. One notable approach involves the oxidation of benzo[a]pyrene using mild oxidizing agents under controlled conditions. This method ensures high yield and maintains the integrity of the aromatic system, which is crucial for preserving the compound's fluorescence properties.

The biological activity of Benzo[a]pyrene-9,10-diol has also been a focal point of recent investigations. Studies have shown that this compound exhibits potential anti-cancer properties by targeting specific pathways involved in tumor growth and metastasis. Preclinical trials have demonstrated its ability to inhibit the proliferation of cancer cells without significantly affecting normal cells, suggesting its potential as a novel therapeutic agent.

In environmental science, Benzo[a]pyrene-9,10-diol has been studied for its role in pollution monitoring. Due to its high sensitivity to environmental changes, it can serve as an indicator for assessing the presence of harmful pollutants in air and water samples. This application aligns with the growing need for effective environmental monitoring tools in the face of increasing industrialization.

The application of Benzo[a]pyrene-9,10-diol in nanotechnology is another emerging area of research. Its planar structure and strong fluorescence make it an ideal candidate for use in constructing nano-sized sensors and imaging agents. Recent advancements have utilized this compound to develop nanosensors capable of detecting heavy metals and other toxic substances at trace levels.

In conclusion, Benzo[a]pyrene-9,10-diol, with its CAS number 57303-98-7, stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties and biological activity continue to drive innovative research, positioning it as a key player in advancing scientific knowledge and practical applications.

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