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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

<i>o</i>-phenanthroline compound structure

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


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

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): 125.950966Inferred 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: D-galacturonate isomerase [Ashwell60], D-glucuronate isomerase [Ashwell60], D-mannonate dehydratase [Dreyer87], guanosine-3',5'-bis(diphosphate) 3'-diphosphatase [Xiao91b], deoxyuridine triphosphatase [Shlomai78, Comment 1], guanine deaminase [Maynes00], alanyl-tRNA synthetase [Miller91c], NADH:ubiquinone oxidoreductase (H+-transporting) [Finel94], L-serine deaminase [Newman80a], peptide deformylase [Meinnel95], glycerol dehydrogenase [Tang79], dipeptidyl carboxypeptidase [Chen09d, Henrich93], galactoside O-acetyltransferase [Musso73, Comment 2], aminopeptidase [Bhosale10], quercetin 2,3-dioxygenase [Adams05], cytosine deaminase [Porter93], mercaptosuccinate dioxygenase [Brandt14], 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 [Pribat10], 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 [Suzuki96], 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: 1,5-anhydro-D-glucitol dehydrogenase [Yoshida03c], aldehyde decarbonylase [SchneiderBelhad00], hydroxymethylglutaryl-CoA lyase [Narasimhan92], androsta-1,4-diene-3,17-dione 9α-hydroxylase [Petrusma09], indole-3-carboxylate decarboxylase [Yoshida02b], hydroxylamine oxidoreductase [Hooper65], pyruvic oxime dioxygenase [Ono96], thiosulfate reductase [Aketagawa85], 1,2-dihydroxynaphthalene dioxygenase [Patel80]


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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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