Proflavine, also called proflavin and diaminoacridine, is an acriflavine derivative, a disinfectant bacteriostatic against many gram-positive bacteria. It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic, and was formerly used as a urinary antiseptic.
Proflavine is also known to have a mutagenic effect on DNA by intercalating between nucleic acid base pairs. It differs from most other mutagenic components by causing basepair-deletions or basepair-insertions and not substitutions. In the presence of light, proflavine can induce double-stranded breaks in DNA.
Proflavine absorbs strongly in the blue region at 445 nm (in water at pH 7) with molar extinction coefficient of c. 40,000.
Proflavin is a fluorescent dye that is sometimes used in microscopic in-vivo imaging due to its intercalation properties. However, there was concern that women exposed to proflavin could develop cervical cancer since they have mutagenesis potential. However, the retrospective analysis performed by Pantano et. al. demonstrated that there is no increased cervical cancer risk after exposure to proflavin. |
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InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H |
UFBJCMHMOXMLKC-UHFFFAOYSA-N |
Oc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O |
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Nocardioides sp.
(NCBI:txid35761)
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of strain
JS1661
See:
PubMed
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oxidative phosphorylation inhibitor
Any compound that inhibits oxidative phosphorylation.
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
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geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antiseptic drug
A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body).
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View more via ChEBI Ontology
Outgoing
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2,4-dinitrophenol
(CHEBI:42017)
has role
allergen
(CHEBI:50904)
2,4-dinitrophenol
(CHEBI:42017)
has role
antiseptic drug
(CHEBI:48218)
2,4-dinitrophenol
(CHEBI:42017)
has role
bacterial xenobiotic metabolite
(CHEBI:76976)
2,4-dinitrophenol
(CHEBI:42017)
has role
geroprotector
(CHEBI:176497)
2,4-dinitrophenol
(CHEBI:42017)
has role
oxidative phosphorylation inhibitor
(CHEBI:73267)
2,4-dinitrophenol
(CHEBI:42017)
is a
dinitrophenol
(CHEBI:39352)
2,4-dinitrophenol
(CHEBI:42017)
is conjugate acid of
2,4-dinitrophenol(1−)
(CHEBI:84561)
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Incoming
|
4,6-dinitro-o-cresol
(CHEBI:39349)
has functional parent
2,4-dinitrophenol
(CHEBI:42017)
2,4-dinitrophenol(1−)
(CHEBI:84561)
is conjugate base of
2,4-dinitrophenol
(CHEBI:42017)
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1-hydroxy-2,4-dinitrobenzene
|
ChemIDplus
|
2,4-Dinitrophenol
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KEGG COMPOUND
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2,4-DINITROPHENOL
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PDBeChem
|
2,4-DNP
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NIST Chemistry WebBook
|
α-dinitrophenol
|
NIST Chemistry WebBook
|
103005
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Gmelin Registry Number
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Gmelin
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1246142
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Beilstein Registry Number
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Beilstein
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1246142
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Reaxys Registry Number
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Reaxys
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51-28-5
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CAS Registry Number
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ChemIDplus
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51-28-5
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CAS Registry Number
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NIST Chemistry WebBook
|
10509480
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PubMed citation
|
Europe PMC
|
10888472
|
PubMed citation
|
Europe PMC
|
13532746
|
PubMed citation
|
Europe PMC
|
15307184
|
PubMed citation
|
Europe PMC
|
16661637
|
PubMed citation
|
Europe PMC
|
18505478
|
PubMed citation
|
Europe PMC
|
25281383
|
PubMed citation
|
Europe PMC
|
5959282
|
PubMed citation
|
Europe PMC
|
9129253
|
PubMed citation
|
Europe PMC
|
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