Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H8S |
| Molecular Weight | 184.257 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
S1C2=C(C=CC=C2)C3=C1C=CC=C3
InChI
InChIKey=IYYZUPMFVPLQIF-UHFFFAOYSA-N
InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
| Molecular Formula | C12H8S |
| Molecular Weight | 184.257 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: http://www.freepatentsonline.com/3118810.pdfCurator's Comment: Description was created based on several sources, including "A Consumer's Dictionary of Cosmetic Ingredients: Complete Information about the Harmful and Desirable Ingredients Found in Cosmetics and Cosmeceutic" by Ruth Winter
Sources: http://www.freepatentsonline.com/3118810.pdf
Curator's Comment: Description was created based on several sources, including "A Consumer's Dictionary of Cosmetic Ingredients: Complete Information about the Harmful and Desirable Ingredients Found in Cosmetics and Cosmeceutic" by Ruth Winter
Dibenzothiophene (DBT) is the organosulfur compound consisting of two benzene rings fused to a central thiophene ring. It is a colourless solid that is chemically somewhat similar to anthracene. This tricyclicheterocycle, and especially its alkyl substituted derivatives, occur widely in heavier fractions of petroleum. A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. DBT was used to treat acne, seborrhea and related dermatoses.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL3397 |
|||
Target ID: Uniprot: W5UCK6 (Cytochrome P450) Sources: http://www.ncbi.nlm.nih.gov/pubmed/16268154 |
12.8 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/16268154/ Page: 3,5 |
yes [IC50 12.8 uM] |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/7701849/ Page: 7.0 |
yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Biodesulfurization of dibenzothiophene and other organic sulfur compounds by a newly isolated Microbacterium strain ZD-M2. | 2005-06-01 |
|
| Prediction of genotoxicity of chemical compounds by statistical learning methods. | 2005-06 |
|
| Identification of chemical substances in industrial wastes and their pyrolytic decomposition products. | 2005-06 |
|
| Photochemistry of substituted dibenzothiophene oxides: the effect of trapping groups. | 2005-04-29 |
|
| Cobalt(III) corroles as electrocatalysts for the reduction of dioxygen: reactivity of a monocorrole, biscorroles, and porphyrin-corrole dyads. | 2005-04-20 |
|
| Desulfurization of dibenzothiophene, benzothiophene, and other thiophene analogs by a newly isolated bacterium, Gordonia alkanivorans strain 1B. | 2005-03 |
|
| The effects of dimethylated and alkylated polycyclic aromatic hydrocarbons on the embryonic development of the Japanese medaka. | 2005-03 |
|
| Thermophilic biodesulfurization of various heterocyclic sulfur compounds and crude straight-run light gas oil fraction by a newly isolated strain Mycobacterium phlei WU-0103. | 2005-02 |
|
| [Selectively desulfurizing organic sulfur of diesel oil by resting cells]. | 2005-01 |
|
| Biotechnology of desulfurization of diesel: prospects and challenges. | 2005-01 |
|
| Desulphurization of dibenzothiophene and diesel oils by bacteria. | 2005 |
|
| Biodesulfurization using Pseudomonas delafieldii in magnetic polyvinyl alcohol beads. | 2005 |
|
| Photochemistry and photophysics of halogen-substituted dibenzothiophene oxides. | 2004-11-26 |
|
| Radical cation of dibenzothiophene fully annelated with bicyclo[2.2.2]octene units: X-ray crystal structure and electronic properties. | 2004-11-11 |
|
| Identification and functional analysis of the genes encoding dibenzothiophene-desulfurizing enzymes from thermophilic bacteria. | 2004-11 |
|
| NH2-SEP-PAK cartridges for enrichment of Aromatic Sulfur Compounds from sea water: determination by GC-FID and GC-MS. | 2004-10-28 |
|
| Dibenzothiophene biodesulfurization pathway improvement using diagnostic GFP fusions. | 2004-10-05 |
|
| Crystallization and preliminary X-ray analyses of desulfurization enzyme DszB and its C27S mutant complexed with biphenyl-2-sulfinic acid. | 2004-09 |
|
| Thermostable flavin reductase that couples with dibenzothiophene monooxygenase, from thermophilic Bacillus sp. DSM411: purification, characterization, and gene cloning. | 2004-08 |
|
| Degradation of polycyclic aromatic hydrocarbons by a newly isolated dibenzofuran-utilizing Janibacter sp. strain YY-1. | 2004-08 |
|
| Biodegradation of polycyclic aromatic hydrocarbons by Pichia anomala. | 2004-05 |
|
| Defects in cardiac function precede morphological abnormalities in fish embryos exposed to polycyclic aromatic hydrocarbons. | 2004-04-15 |
|
| Identification of two new sets of genes for dibenzothiophene transformation in Burkholderia sp. DBT1. | 2004-04 |
|
| CpRu(CO)2(BF4) and [CpFe(CO)2(THF)]+ on mesoporous silica as adsorbents for the removal of dibenzothiophenes from hydrocarbon solutions. | 2004-03-07 |
|
| Isolation and characterization of Xanthobacter polyaromaticivorans sp. nov. 127W that degrades polycyclic and heterocyclic aromatic compounds under extremely low oxygen conditions. | 2004-03 |
|
| The importance of both charge exchange and proton transfer in the analysis of polycyclic aromatic compounds using atmospheric pressure chemical ionization mass spectrometry. | 2004-03 |
|
| Isolation of carotenoid-deficient mutant from alkylated dibenzothiophene desulfurizing nocardioform bacteria, Gordonia sp. TM414. | 2004-02 |
|
| Elimination of sulfur from aromatic heterocycles by a water-soluble arene ruthenium cluster: synthesis and molecular structure of [H2S2Ru4(C6H6)4]Cl2. | 2004-01-21 |
|
| Cloning of a gene encoding flavin reductase coupling with dibenzothiophene monooxygenase through coexpression screening using indigo production as selective indication. | 2004-01-16 |
|
| Evaluation of potential molecular markers for urban stormwater runoff. | 2004-01 |
|
| Desulfurization of dibenzothiophene by a newly isolated Corynebacterium sp. ZD-1 in aqueous phase. | 2004 |
|
| Toxicity of eight polycyclic aromatic compounds to red clover (Trifolium pratense), ryegrass (Lolium perenne), and mustard (Sinapsis alba). | 2003-12 |
|
| Deep desulfurization by selective adsorption of dibenzothiophenes on Ag+/SBA-15 and Ag+/SiO2. | 2003-10-21 |
|
| Effects of oil and bioremediation on mussel (Mytilus edulis L.) growth in mudflats. | 2003-10 |
|
| Sea breeze modulated volatilization of polycyclic aromatic hydrocarbons from the Masnou Harbor (NW Mediterranean Sea). | 2003-09-01 |
|
| Desulfurization of 2,4,6,8-tetraethyl dibenzothiophene by recombinant Mycobacterium sp. strain MR65. | 2003-09 |
|
| Analyses of microbial desulfurization reaction of alkylated dibenzothiophenes dissolved in oil phase. | 2003-08-20 |
|
| Enhanced desulfurization in a transposon-mutant strain of Rhodococcus erythropolis. | 2003-08 |
|
| Purification and characterization of the aromatic desulfinase, 2-(2'-hydroxyphenyl)benzenesulfinate desulfinase. | 2003-07-01 |
|
| Residue 345 of dibenzothiophene (DBT) sulfone monooxygenase is involved in C-S bond cleavage specificity of alkylated DBT sulfones. | 2003-07 |
|
| Recombinant Pseudomonas putida carrying both the dsz and hcu genes can desulfurize dibenzothiophene in n-tetradecane. | 2003-07 |
|
| Deep desulfurization of hydrodesulfurization-treated diesel oil by a facultative thermophilic bacterium Mycobacterium sp. X7B. | 2003-06-27 |
|
| Iron and cobalt ethylene polymerization catalysts: variations on the central donor. | 2003-06-02 |
|
| Anaerobic desulphurisation of thiophenes by mixed microbial communities from oilfields. | 2003-06 |
|
| Biodesulfurization of fossil fuels. | 2003-06 |
|
| Selective cleavage of 10-methyl benzo[b]naphtho[2,1-d]thiophene by recombinant Mycobacterium sp. strain. | 2003-05 |
|
| Cloning of a rhodococcal promoter using a transposon for dibenzothiophene biodesulfurization. | 2003-02 |
|
| Enhancement of phase separation by the addition of de-emulsifiers to three-phase (diesel oil/biocatalyst/aqueous phase) emulsion in diesel biodesulfurization. | 2003-01 |
|
| Isolation and characterization of a transposon mutant of Pseudomonas aeruginosa affecting uptake of dibenzothiophene in n-tetradecane. | 2003 |
|
| Origin of polycyclic aromatic hydrocarbons in lake sediments of the Mackenzie Delta. | 2002-08 |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.freepatentsonline.com/3118810.pdf
Can be used in cream, lotion or soup formulations - topical application
Route of Administration:
Topical
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/16268154
Dibenzothiophene (DBT) concentrations 0, 0.1, 1, 10, 50, and 100 uM were used to determine Ethoxyresorufin-O-deethylase activities in channel catfish microsomes.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:52:52 GMT 2025
by
admin
on
Mon Mar 31 17:52:52 GMT 2025
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| Record UNII |
Z3D4AJ1R48
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| Record Status |
Validated (UNII)
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| Record Version |
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Download
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C78284
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| Code System | Code | Type | Description | ||
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DIBENZOTHIOPHENE
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132-65-0
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DTXSID0047741
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3023
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C47484
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23681
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7409
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2843
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C016366
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205-072-9
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300000051336
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Z3D4AJ1R48
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CHEMBL219828
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