Compounds > 6-(hydroxymethyl)benzo(a)pyrene
Page last updated: 2024-11-05

6-(hydroxymethyl)benzo(a)pyrene

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

Description

6-(Hydroxymethyl)benzo(a)pyrene (6-OHM-BaP) is a metabolite of the potent carcinogen benzo(a)pyrene (BaP), a ubiquitous environmental pollutant. It is formed in the liver by cytochrome P450 enzymes during the detoxification process of BaP. While BaP itself is not a direct mutagen, 6-OHM-BaP is highly reactive and can bind to DNA, leading to mutations and potentially cancer. Research on 6-OHM-BaP focuses on understanding its role in BaP-induced carcinogenesis and its potential as a biomarker for exposure to BaP. Studies investigate its formation, metabolic pathways, DNA binding properties, and biological effects. This compound has been implicated in the development of lung cancer, skin cancer, and other malignancies. Its study is important for understanding the mechanisms of BaP-induced carcinogenesis and for developing strategies to prevent and treat cancer.'

6-(hydroxymethyl)benzo(a)pyrene: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID30544
CHEMBL ID170043
SCHEMBL ID936443
MeSH IDM0068125

Synonyms (19)

Synonym
6-(hydroxymethyl)benzo(a)pyrene
brn 2218844
benzo(a)pyrene, 6-hydroxymethyl-
ccris 1079
6-hydroxymethylbenzo(a)pyrene
benzo(a)pyrene-6-methanol
CHEMBL170043
6-hydroxymethylbenzo[a]pyrene
benzo[b]pyren-6-ylmethanol
unii-9l76ewq6q3
21247-98-3
9l76ewq6q3 ,
SCHEMBL936443
6-(hydroxymethyl)benzo[a]pyrene
FJQLVOHCPDYIFE-UHFFFAOYSA-N
DTXSID70175491
benzo[a]pyren-6-ylmethanol
hydroxymethylbenzo(a)pyrene, 6-
benzo(a)pyren-6-ylmethanol

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves obtained for phenothiazine (PTH), 2-chlorophenothiazine (2Cl-PTH), phenylisothiocyanate (PHN), phenethylisothiocyanate (PNE), trans-retinol (TR) and disulfiram (TETD) showed a variety of degrees of inhibition of mutagenicity."( Inhibition of the mutagenicity and metabolism of 6-methyl-benzo[a]pyrene and 6-hydroxymethyl-benzo[a]pyrene.
Bayless, JH; Jablonski, JE; Roach, SM; Sullivan, PD, 1986)		0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID189501Rate of hydroxylation by liver microsomes in rats induced with 3-MC; Rates are expressed as pmol of product per 30 min per mg of protein1980Journal of medicinal chemistry, Aug, Volume: 23, Issue:8
Metabolism of 6-substituted benzo[a]pyrene derivatives: O-dealkylation and regiospecificity in aromatic hydroxylation.
AID189503Rate of hydroxylation by lung microsomes in rats induced with 3-MC; Rates are expressed as pmol of product per 30 min per mg of protein1980Journal of medicinal chemistry, Aug, Volume: 23, Issue:8
Metabolism of 6-substituted benzo[a]pyrene derivatives: O-dealkylation and regiospecificity in aromatic hydroxylation.
[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-19905 (62.50)18.7374
1990's2 (25.00)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: 11.81

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 Index11.81 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.11 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.81)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chlorine
chloride : A halide anion formed when chlorine picks up an electron to form an an anion.		1.9710halide anion;
monoatomic chlorine		cofactor;
Escherichia coli metabolite;
human metabolite
benzo(a)pyrene
Benzo(a)pyrene: A potent mutagen and carcinogen. It is a public health concern because of its possible effects on industrial workers, as an environmental pollutant, an as a component of tobacco smoke.. benzo[a]pyrene : An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings.		1.9510ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite
4-nitroanisole
4-nitroanisole: dye intermediate; organic synthesis; structure. 4-nitroanisole : A member of the class of 4-nitroanisoles that is anisole in which one the hydrogen meta to the methoxy group is replaced by a nitro group.		1.95104-nitroanisoles
6-methylbenzo(a)pyrene
[no description available]		2.3620
6-sulfooxymethylbenzo(a)pyrene
6-sulfooxymethylbenzo(a)pyrene: metabolite of 6-hydroxymethylbenzo(a)pyrene; RN given refers to parent cpd		1.9710
9-hydroxymethylanthracene
9-hydroxymethylanthracene: structure given in first source		1.9810
7-hydroxymethylbenz(a)anthracene
7-hydroxymethylbenz(a)anthracene: RN given refers to unlabeled parent cpd		1.9510
1-hydroxymethylpyrene
[no description available]		1.9810
thioguanine anhydrous
Thioguanine: An antineoplastic compound which also has antimetabolite action. The drug is used in the therapy of acute leukemia.. tioguanine : A 2-aminopurine that is the 6-thiono derivative of 2-amino-1,9-dihydro-6H-purine. Incorporates into DNA and inhibits synthesis. Used in the treatment of leukaemia.		2.01102-aminopurinesanticoronaviral agent;
antimetabolite;
antineoplastic agent
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Hepatoma
[description not available]		01.9710