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Details

Stereochemistry ACHIRAL
Molecular Formula C12H8N2.H2O
Molecular Weight 198.2206
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of O-PHENANTHROLINE MONOHYDRATE

SMILES

O.C1=CC2=C(N=C1)C3=C(C=CC=N3)C=C2

InChI

InChIKey=PPQJCISYYXZCAE-UHFFFAOYSA-N
InChI=1S/C12H8N2.H2O/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h1-8H;1H2

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H8N2
Molecular Weight 180.2053
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

o-Phenanthroline is a metal chelating agent that prevents the induction of chromosomal aberrations in streptozotocin-treated cells. Acts as a general MMP (matrix metalloproteinase) inhibitor. o-Phenanthroline has been employed as a photometric reagent for iron. o-Phenanthroline forms a complex with Fe2+, but not with Fe3+. NH2OH can be added to the solution to reduce the Fe3+ to Fe2+ for analysis of iron. Due to the o-Phenanthroline's strong UV absorbance, it may interfere with spectrophotometric assays. When complexed with copper, it possesses nuclease activity that has been employed in studying DNA-protein interactions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Localization of gelatinolytic activity can be detected in breast cancer tissues by film in situ zymography.
2001
Probing site specificity of DNA binding metallointercalators by NMR spectroscopy and molecular modeling.
2001 Apr 17
Synthesis of [Ru(phen)(2)dppz](2+)-tethered oligo-DNA and studies on the metallointercalation mode into the DNA duplex.
2001 Apr 18
Conformational isomerism and weak molecular and magnetic interactions in ternary copper(II) complexes of [Cu(AA)L']ClO4.nH2O, where AA = L-phenylalanine and L-histidine, L' = 1,10-phenanthroline and 2,2-bipyridine, and n = 1 or 1.5: synthesis, single-crystal X-ray structures, and magnetic resonance investigations.
2001 Aug 13
Heterobimetallic oxalato-bridged Cu(II)Re(IV) complexes. Synthesis, crystal structure and magnetic properties.
2001 Aug 13
Mitochondrial processing of newly synthesized steroidogenic acute regulatory protein (StAR), but not total StAR, mediates cholesterol transfer to cytochrome P450 side chain cleavage enzyme in adrenal cells.
2001 Dec 7
Characterization of the pro-aminopeptidase from Aeromonas caviae T-64.
2001 Feb
Friedländer synthesis of chiral alkyl-substituted 1,10-phenanthrolines.
2001 Jan 26
[Study of ribosome structure using the biochemical methods: judgment day].
2001 Jul-Aug
Bis(4,7-dimethyl and 5-dinitro-1,10-phenanthroline) sulfato-oxovanadium(IV)-mediated in vivo male germ cell apoptosis.
2001 Jul-Aug
Matrix metalloproteinase-2 in platelet adhesion to fibrinogen: interactions with nitric oxide.
2001 Jul-Aug
Purification and characterization of a 43.5 kDa keratinolytic metalloprotease from Microsporum canis.
2001 Jun
Isotachophoretic separation behavior of rare-earth EDTA chelates and analysis of minor rare-earth elements in an iron ore by bidirectional isotachophoresis-particle-induced X-ray emission.
2001 Jun 15
Phenanthroline-Cu(II) cleavage as a probe of rRNA structure.
2001 Mar
In vivo assessment of endothelin-induced heterogeneity of hepatic tissue perfusion.
2001 Mar
Phenanthrolines--a new class of CFTR chloride channel openers.
2001 Oct
Functional expression and characterization of the cytoplasmic aminopeptidase P of Caenorhabditis elegans.
2001 Oct
Allosteric interaction of minor groove binding ligands with UL9-DNA complexes.
2001 Oct 23
Use of SDS micelles to stabilize a ternary intermediate in the reaction of ferrioxamine B and 1,10-phenanthroline.
2001 Oct 8
Stress proteins in oligodendrocytes: differential effects of heat shock and oxidative stress.
2001 Sep
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:19:11 GMT 2023
Edited
by admin
on Sat Dec 16 04:19:11 GMT 2023
Record UNII
KSX215X00E
Record Status Validated (UNII)
Record Version
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Name Type Language
O-PHENANTHROLINE MONOHYDRATE
MI  
Common Name English
1,10-PHENANTHROLINE, HYDRATE (1:1)
Systematic Name English
O-PHENANTHROLINE MONOHYDRATE [MI]
Common Name English
4,5-PHENANTHROLINE MONOHYDRATE
Systematic Name English
1,10-PHENANTHROLINE, MONOHYDRATE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m8598
Created by admin on Sat Dec 16 04:19:11 GMT 2023 , Edited by admin on Sat Dec 16 04:19:11 GMT 2023
PRIMARY Merck Index
FDA UNII
KSX215X00E
Created by admin on Sat Dec 16 04:19:11 GMT 2023 , Edited by admin on Sat Dec 16 04:19:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID6075302
Created by admin on Sat Dec 16 04:19:11 GMT 2023 , Edited by admin on Sat Dec 16 04:19:11 GMT 2023
PRIMARY
PUBCHEM
21226
Created by admin on Sat Dec 16 04:19:11 GMT 2023 , Edited by admin on Sat Dec 16 04:19:11 GMT 2023
PRIMARY
CAS
5144-89-8
Created by admin on Sat Dec 16 04:19:11 GMT 2023 , Edited by admin on Sat Dec 16 04:19:11 GMT 2023
PRIMARY
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