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MetaCyc Compound: o-phenanthroline

Synonyms: 1,10-phenanthroline, 1,10-fenanthroline, 1,10-o-phenanthroline, 2-phenanthroline, orthophenanthroline, β-phenanthroline

Chemical Formula: C12H8N2

Molecular Weight: 180.21 Daltons

Monoisotopic Molecular Weight: 180.06874826720002 Daltons

SMILES: C2(C=CC3(C=CC1(C=CC=NC=1C(N=2)=3)))

InChI: InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H

InChIKey: InChIKey=DGEZNRSVGBDHLK-UHFFFAOYSA-N

Unification Links: ChEBI:44975 , ChemSpider:1278 , DrugBank:DB02365 , KEGG:C00604 , PubChem:1318

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 125.950966 Inferred by computational analysis [Latendresse13]

Enzymes inhibited by o-phenanthroline, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: rhamnulose-1-phosphate aldolase [Chiu75]

Inhibitor (Noncompetitive) of: nitrite reductase [Lafferty74]

Inhibitor (Mechanism unknown) of: guanosine-3',5'-bis(diphosphate) 3'-diphosphatase [Xiao91] , D-mannonate dehydratase [Dreyer87] , D-galacturonate isomerase [Ashwell60] , D-glucuronate isomerase [Ashwell60] , deoxyuridine triphosphatase [Shlomai78, Comment 1] , guanine deaminase [Maynes00] , alanyl-tRNA synthetase [Miller91] , NADH:ubiquinone oxidoreductase [Finel94] , L-serine deaminase [Newman80] , glycerol dehydrogenase [Tang79] , quercetin 2,3-dioxygenase [Adams05] , galactoside O-acetyltransferase [Musso73, Comment 2] , peptide deformylase [Meinnel95] , cytosine deaminase [Porter93] , aminopeptidase [Bhosale10] , 1,3,6,8-tetrahydroxynaphthalene monooxygenase (quinone-forming) [Funa05] , gentisyl alcohol epoxidase [Priest89] , synephrine dehydratase [Manne86] , naringenin 4-reductase (cv sm) [Halbwirth03] , eriodictyol 4-reductase (cv sm) [Halbwirth03] , naringenin 4-reductase (cv Pirat) [Halbwirth03] , eriodictyol 4-reductase (cv Pirat) [Halbwirth03] , deoxycytidine deaminase [FaivreNitschke99] , phenylalanine hydroxylase [Pribat10a] , superoxide dismutase [Takenaka11] , 1,2,4-trihydroxybenzene 1,2-dioxygenase [Takenaka03] , 4-amino-3-hydroxy-benzoate 2,3-dioxygenase [Takenaka02] , hydroquinone 1,2-dioxygenase [Moonen08] , salicylate 1,2-dioxygenase [Hintner01] , N-benzylformamide deformylase [Fukatsu04] , cytidine deaminase [FaivreNitschke99] , cytidine monophosphate-N-acetylneuraminate hydroxylase [Kawano94] , norcoclaurine synthase [Minami07] , parathion hydrolase [Dumas89] , carbapenemase [Rossolini98] , deacetoxycephalosporin C hydroxylase [Baker91] , deacetoxycephalosporin C synthase [Dotzlaf89] , deacetoxycephalosporin C hydroxylase [Dotzlaf87] , deacetoxycephalosporin C synthase [Dotzlaf87] , 6-hydroxynicotinate dehydrogenase [Hirschberg71] , ethanolamine kinase [Macher76] , (S)-canadine oxidase [Galneder88] , mycothiol S-conjugate amidase [Newton02] , 4-hydroxy-tetrahydrodipicolinate reductase [Kimura75] , cysteine dioxygenase [Chai05] , hexulose-6-phosphate synthase [Kato90] , MtaC protein: coenzyme M methyltransferase [LeClerc96] , phosphonoacetate hydrolase [McGrath95] , berberine bridge enzyme [Steffens85] , diamine oxidase [Suzuki96a] , nicotinate dehydrogenase [Hirschberg71] , 2,5-dihydroxypyridine dioxygenase [Gauthier71] , hydroxyproline 2-epimerase [Adams64] , ribitol dehydrogenase [Taylor74a] , vellosimine reductase [Pfitzner84] , acetyl-CoA:salutaridinol-7-O-acetyltransferase [Lenz95]

Inhibitor (Other types) of: aldehyde decarbonylase [SchneiderBelhad00] , hydroxymethylglutaryl-CoA lyase [Narasimhan92] , androsta-1,4-diene-3,17-dione 9α-hydroxylase [Petrusma09] , indole-3-carboxylate decarboxylase [Yoshida02] , hydroxylamine oxidoreductase [Hooper65] , pyruvic oxime dioxygenase [Ono96] , thiosulfate reductase [Aketagawa85] , 1,2-dihydroxynaphthalene dioxygenase [Patel80]


References

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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