benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide profile

Benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide (BgCDE) is a potent, mutagenic, and carcinogenic metabolite of benzo(g)chrysene, a polycyclic aromatic hydrocarbon (PAH) found in environmental pollutants such as coal tar, cigarette smoke, and diesel exhaust. BgCDE is formed in the liver by cytochrome P450 enzymes and is known to bind to DNA, leading to mutations and potentially cancer. The compound is often studied to understand the mechanisms of PAH-induced carcinogenesis and to develop strategies for preventing or mitigating its effects. Research on BgCDE has also explored its potential role in environmental toxicology and the development of biomonitoring techniques for PAH exposure.'

benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide: structure given in first source; RN given refers to (7alpha,6beta,8abeta,9abeta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	115110
MeSH ID	M0235948

Synonym
benzo(5,6)chryseno(3,4-b)oxirene-7,8-diol, 7,8,8a,9a-tetrahydro-, (7-alpha,8-beta,8a-alpha,9a-beta)-(+-)-
r-11,t-12-dihydroxy-t-13,14-oxy-11,12,13,14-tetrahydrobenzo(g)chrysene
syn-benzo(g)chrysene-11,12-diol-13,14-oxide
132832-27-0
benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide
ccris 4190
119479-44-6
(-)-syn-benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide
119441-69-9
benzo(5,6)chryseno(3,4-b)oxirene-7,8-diol, 7,8,8a,9a-tetrahydro-, (7r,8s,8ar,9as)-rel-
syn-r-11,t-12-dihydroxy-c-13,14-oxy-11,12,13,14-tetrahydrobenzo(g)chrysene
syn-benzo(a)chrysene-11,12-diol-13,14-epoxide
syn-benzo[a]chrysene-11,12-diol-13,14-epoxide
(16s,18r,19s,20r)-17-oxahexacyclo[12.9.0.02,7.08,13.015,21.016,18]tricosa-1(14),2,4,6,8,10,12,15(21),22-nonaene-19,20-diol

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	11 (84.62)	18.2507
2000's	2 (15.38)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	14 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
nocodazole [no description available]	2.41	2	aromatic ketone; benzimidazoles; carbamate ester; thiophenes	antimitotic; antineoplastic agent; microtubule-destabilising agent; tubulin modulator
dibenzo(a,l)pyrene dibenzo(a,l)pyrene: structure in first source	1.98	1	ortho- and peri-fused polycyclic arene	human metabolite; mutagen
benzo(c)phenanthrene benzo[c]phenanthrene : An ortho-fused polycyclic arene resulting from the symmetrical fusion of the C1-C2 bonds of two naphthalene units.	1.98	1	benzenoid aromatic compound; ortho-fused polycyclic arene
benzo(g)chrysene benzo(g)chrysene: structure given in first source	1.99	1
fluoranthene fluoranthene: structure. fluoranthene : An ortho- and peri-fused polycyclic arene consisting of a naphthalene and benzene unit connected by a five-membered ring.	1.98	1	ortho- and peri-fused polycyclic arene
7,8-dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide 7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide: 7,8,8a,9a-Tetrahydrobenzo(10,11)chryseno (3,4-b)oxirene-7,8-diol. A benzopyrene derivative with carcinogenic and mutagenic activity.	2.68	3	epoxide	intercalator
1,2-epoxy-3,4-dihydroxy-1,2,3,4-tetrahydrobenzo(c)phenanthrene 1,2-epoxy-3,4-dihydroxy-1,2,3,4-tetrahydrobenzo(c)phenanthrene: RN given refers to compound with no isomeric designation; do not confuse with the tetrahydrobenz(a)anthracene analog	2.39	2
dactinomycin Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)	2.69	3	actinomycin	mutagen
11,12-dihydroxy-13,14-epoxy-11,12,13,14-tetrahydrodibenzo(a,l)pyrene 11,12-dihydroxy-13,14-epoxy-11,12,13,14-tetrahydrodibenzo(a,l)pyrene: RN refers to (alpha,beta,beta,beta)-stereoisomer; structure in first source	1.98	1
phosphorus radioisotopes Phosphorus Radioisotopes: Unstable isotopes of phosphorus that decay or disintegrate emitting radiation. P atoms with atomic weights 28-34 except 31 are radioactive phosphorus isotopes.	1.98	1
phenanthrenes Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.	2.68	3

Condition	Relationship Strength	Studies
Experimental Neoplasms [description not available]	1.98	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.98	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	1.98	1
Experimental Mammary Neoplasms [description not available]	1.98	1
Adenocarcinoma, Basal Cell [description not available]	2	1
Adenocarcinoma, Alveolar [description not available]	2	1
Cell Transformation, Neoplastic Cell changes manifested by escape from control mechanisms, increased growth potential, alterations in the cell surface, karyotypic abnormalities, morphological and biochemical deviations from the norm, and other attributes conferring the ability to invade, metastasize, and kill.	2	1
Cancer of Lung [description not available]	2	1
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	2	1
Adenocarcinoma, Bronchiolo-Alveolar A carcinoma derived from epithelium of terminal bronchioles, in which the neoplastic tissue extends along the alveolar walls and grows in small masses within the alveoli. Involvement may be uniformly diffuse and massive, or nodular, or lobular. The neoplastic cells are cuboidal or columnar and form papillary structures. Mucin may be demonstrated in some of the cells and in the material in the alveoli, which also includes denuded cells. Metastases in regional lymph nodes, and in even more distant sites, are known to occur, but are infrequent. (From Stedman, 25th ed)	2	1
Lung Neoplasms Tumors or cancer of the LUNG.	2	1
Breast Cancer [description not available]	2.01	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.01	1

benzo(g)chrysene-11,12-dihydrodiol-13,14-epoxide

Description

Cross-References

Synonyms (14)

Research

Studies (13)

Market Indicators

Research Demand Index: 11.47

Study Types