Page last updated: 2024-12-06

1,2-dihydro-1,2-dihydroxy-5-methylchrysene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,2-dihydro-1,2-dihydroxy-5-methylchrysene is a polycyclic aromatic hydrocarbon (PAH) metabolite. Here's what makes it important for research:

**What it is:**

* **Structure:** It's a derivative of chrysene, a common PAH found in environmental pollutants like coal tar, smoke, and diesel exhaust.
* **Formation:** It's formed in the body when chrysene is metabolized by enzymes called cytochrome P450s. This metabolic process adds two hydroxyl groups (-OH) to the chrysene molecule, resulting in 1,2-dihydro-1,2-dihydroxy-5-methylchrysene.

**Why it's important for research:**

* **Carcinogenesis:** This metabolite is a potent mutagen and carcinogen. It can damage DNA, leading to mutations that can contribute to cancer development. Research focuses on understanding its role in lung cancer and other cancers associated with exposure to PAHs.
* **Biomarker:** The presence of 1,2-dihydro-1,2-dihydroxy-5-methylchrysene in biological samples (like urine or blood) can serve as a biomarker of exposure to chrysene and other PAHs. This information is crucial for assessing the health risks associated with PAH exposure and for developing strategies for prevention and treatment.
* **Metabolic Pathways:** Studying the formation of this metabolite helps researchers understand the metabolic pathways involved in PAH detoxification and the factors influencing their toxicity. This knowledge can be used to develop interventions that target these pathways to minimize the carcinogenic effects of PAHs.
* **Environmental Health:** The research on 1,2-dihydro-1,2-dihydroxy-5-methylchrysene contributes to understanding the environmental health risks posed by PAHs. This knowledge helps in developing regulations and strategies for reducing PAH emissions from various sources, ultimately protecting human health.

**In summary:** 1,2-dihydro-1,2-dihydroxy-5-methylchrysene plays a significant role in research due to its carcinogenic properties, its use as a biomarker of PAH exposure, and its role in elucidating the metabolic pathways associated with PAH detoxification. Understanding this metabolite is vital for assessing health risks, developing preventive measures, and mitigating the harmful effects of PAHs on human health.

1,2-dihydro-1,2-dihydroxy-5-methylchrysene: major active metabolite of 5-methylchrysene; RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID49838
CHEMBL ID3230493
MeSH IDM0067841

Synonyms (10)

Synonym
67411-81-8
1,2-dihydroxy-1,2-dihydro-5-methylchrysene
1,2-dihydro-1,2-dihydroxy-5-methylchrysene
1,2-chrysenediol, 1,2-dihydro-5-methyl-
chrysene, 1,2-dihydro-1,2-dihydroxy-5-methyl-
5-methylchrysene-1,2-dihydrodiol
5-methyl-1,2-dihydrochrysene-1,2-diol
CHEMBL3230493
1,2-dihydro-1,2-dihydroxy-5-methyl-chrysene
DTXSID90986687

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" These studies show that the relative efficacy of protection by hGSTP1 against mutagenicity of 5MC or 5MC-1,2-diol is in part determined by the specific CYP pathway that catalyzes activation to the toxic or mutagenic metabolites."( Cytotoxicity and mutagenicity of 5-methylchrysene and its 1,2-dihydrodiol in V79MZ cells modified to express human CYP1A1 or CYP1B1, in the presence or absence of human GSTP1 coexpression.
Ahmad, S; Amin, S; Doehmer, J; Kabler, SL; Morrow, CS; Rudd, L; Townsend, AJ, 2008
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1123555Mutagenic activity in Salmonella typhimurium TA 100 at 50 ug by Ames test in absence of Fischer-344 rat liver S9 fraction1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Synthesis and mutagenicity of 5,11-dimethylchrysene and some methyl-oxidized derivatives of 5-methylchrysene.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (75.00)18.7374
1990's1 (12.50)18.2507
2000's1 (12.50)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.98

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.98 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.98)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]