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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: p-chloromercuribenzoate

Synonyms: 4-chloromercuribenzoic acid, (4-carboxyphenyl)-chloro-mercury, p-CMB

Chemical Formula: C7H4O2ClHg

Molecular Weight: 356.15 Daltons

Monoisotopic Molecular Weight: 357.9684331147 Daltons

SMILES: C1(=CC=C(C=C1)C(=O)[O-])[Hg]Cl

InChI: InChI=1S/C7H5O2.ClH.Hg/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);1H;/q;;+1/p-2

InChIKey: InChIKey=YFZOUMNUDGGHIW-UHFFFAOYSA-L

Unification Links: ChEBI:10620 , ChemSpider:10606363 , KEGG:C03444 , PubChem:21226146

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -10.257577 Inferred by computational analysis [Latendresse13]

Enzymes activated by p-chloromercuribenzoate, sorted by the type of activation, are:

Activator (Allosteric) of: isoflavone-4'-O-methyltransferase [Wengenmayer74]

Activator (Mechanism unknown) of: acetone cyanohydrin lyase (cyanide forming) [Hasslacher96]

Enzymes inhibited by p-chloromercuribenzoate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: factor-independent urate hydroxylase [Bachrach57] , hydrogenase [Schneider76]

Inhibitor (Noncompetitive) of: D-mannonate oxidoreductase [Hickman60, Portalier72] , histidine decarboxylase [Rosenthaler65]

Inhibitor (Mechanism unknown) of: 2,3-dihydroxy-3-methylvalerate hydro-lyase [Myers61] , 2,3-dihydroxy-isovalerate dehydratase [Myers61] , phosphoglucomutase [Joshi64a] , malonyl-CoA-ACP transacylase [Ruch73] , NADPH-dependent curcumin reductase [Hassaninasab11] , betaine aldehyde dehydrogenase [Falkenberg90] , D-arabinose 5-phosphate isomerase [Lim66] , glycolate oxidase [Lord72] , altronate oxidoreductase [Hickman60, Portalier82, Comment 1] , L-rhamnose isomerase [Takagi64, Comment 2] , D-mannonate dehydratase [RobertBaudouy73] , D-galacturonate isomerase [Ashwell60, Takagi59] , D-glucuronate isomerase [Ashwell60] , acetoacetyl-CoA transferase [Sramek75] , adenosine deaminase [Nygaard78] , thiamin monophosphate kinase [Nishino72] , acetate kinase [ROSE54] , 6-phosphogluconate dehydrogenase , glutathione synthetase [Kato88a] , trimethylamine N-oxide reductase [Shimokawa79, Silvestro88] , methylglyoxal reductase (NADPH-dependent) [Saikusa87] , pyrroline-5-carboxylate reductase [Rossi77] , glycogen phosphorylase [Chen68, Chen68a] , glycogen phosphorylase-limit dextrin α-1,6-glucohydrolase [Jeanningros76] , N-acetylneuraminate lyase [Aisaka91, Uchida84] , N-acetyl-β-neuraminate lyase [Aisaka91, Uchida84] , 2,4-dienoyl-CoA reductase [Dommes84] , xanthosine-5'-phosphate:L-glutamine amido-ligase (AMP-forming) [Patel77] , 3-chloro-D-alanine dehydrochlorinase [Nagasawa85] , glutamate-5-semialdehyde dehydrogenase [Hayzer82] , nitrite reductase [Coleman78] , D-alanyl-D-alanine carboxypeptidase [Tamura76] , penicillinase [Tamura76] , amylomaltase [Wiesmeyer60] , isoepoxydon dehydrogenase [Sekiguchi79] , cyanidin 3-O-glucoside 6"-O-rhamnosyltransferase [Kamsteeg80] , delphinidin 3-O-glucoside 6"-O-rhamnosyltransferase [Kamsteeg80] , cellobiose 2-epimerase [Taguchi08] , 1,4-β-mannanase [Kawaguchi14] , 7,8-dihydropterin deaminase [Kim09] , guanine deaminase [Kim09] , synephrine dehydratase [Manne86] , cystathionine γ-lyase [Matsuo59] , hydroxyethylthiazole kinase [Kawasaki93] , TMP diphosphorylase [Kawasaki93] , NADH kinase [Kawai01] , NAD(+) kinase [Kawai01] , UDP-glucose:cyanidin 3-O-β-D-glucosyltransferase [Ogata98] , eriodictyol 4-reductase [Stich88] , naringenin 4-reductase [Stich88] , 6-aminohexanoate oligomermer exohydrolase [Kinoshita81] , kaempferide 3-O-glucosyltransferase (F3GT2) [Ishikura94] , kaempferide 3-O-glucosyltransferase (F3GT1) [Ishikura94] , 3,6,7,2',4'-pentamethylquercetagetin 3'-O-glucosyltransferase [Bajaj83] , 2'-hydroxy 3,6,7,4'-tetramethylquercetagetin 3'-O-glucosyltransferase [Bajaj83] , 3,6,7,4'-tetramethylquercetagetin 3'-O-glucosyltransferase [Bajaj83] , 3,7,4'-trimethylquercetagetin 3'-O-glucosyltransferase [Bajaj83] , 2'-hydroxy 3,7,3',4'-tetramethylquercetin 2'-O-glucosyltransferase [Bajaj83] , 2'-hydroxy 3,7,4'-trimethylquercetin 2'-O-glucosyltransferase [Bajaj83] , 3,7,4'-trimethylquercetagetin 6-O-methyltransferase [De85] , 3,7,4'-trimethylquercetin 3'-O-methyltransferase [Seguin98] , 2'-hydroxy-3,7,4'-trimethylquercetin 3'-O-methyltransferase [Seguin98] , 3,6,7,4'-tetramethylquercetagetin 3'-O-methyltransferase [Seguin98] , 2'-hydroxy-3,6,7,4'-tetramethylquercetagetin 3'-O-methyltransferase [Seguin98] , 3-O-methylquercetin 7-O-methyltransferase [Khouri88] , 3,7-dimethylquercetagetin 6-O-methyltransferase [De85] , 3,7,3'-methylquercetagetin 6-O-methyltransferase [De85] , 3,7-dimethylquercetagetin 4'-O-methyltransferase [De85] , 3,7-dimethylquercetin 4'-O-methyltransferase [De85] , quercetin 3-O-methyltransferase [De85] , quercetin-4'-O-glucosyltransferase [LatchinianSadek91] , 2-hydroxy-1,4-benzoquinone reductase [Takenaka11] , geranyl acetate esterase (GAE-III) [Ganjewala] , dalcochinase [Srisomsap96] , squalene-hopene cyclase [Seckler86] , coniine methyltransferase [Roberts74] , o-dihydric phenol O-methyltransferase (para-methylation) [Tsang79] , esculetin 6-O-methyltransferase (meta-methylation) [Tsang79] , 4-oxalocrotonate decarboxylase [Orii06] , 4-oxalocrotonate tautomerase [Orii06] , 2-hydroxymuconate 6-semialdehyde dehydrogenase [Orii06] , 2-amino-5-carboxymuconic 6-semialdehyde deaminase [Orii04] , N-acetylglucosamine-6-phosphate deacetylase [Yamano96] , 2-protocatechuoylphloroglucinolcarboxylate esterase [Child63] , sequoyitol dehydrogenase [Ruis69] , N-cyclohexylformamide hydratase [Goda01] , N-benzylformamide deformylase [Fukatsu04] , glycocholate hydrolase [Tanaka00] , 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase [Condemine84] , D-galacturonate dehydrogenase [Wagner76] , L-galactono-γ-lactone dehydrogenase [Shigeoka79] , L-dopa O-methyltransferase [Axelrod58] , phenylacetyl-coenzyme A:glycine N-acyltransferase [Nandi79] , β-alanine amide amidase [Komeda04] , 2-aminomuconate-semialdehyde dehydrogenase [Ichiyama65] , [thyroglobulin]-3,5-diiodotyrosine synthase [Coval67] , γ-butyrobetaine hydroxylase [Lindstedt70] , 5-β-cholestane-3α,7α,12α-triol 27-hydroxylase [Okuda88] , 7α, 12α-dihydroxy-5β-cholestan-3-one 3α-reductase [Usui86] , 7α,12α-dihydroxycholest-4-en-3-one reductase [Okuda84] , N-acetylneuraminate synthase [Komaki97] , ATP:inosamime phosphotransferase [Walker75] , loganic acid O-methyltransferase [Madyastha73] , 13-hydroxylupanine O-tigloyltransferase [Okada05] , desoxyhemigossypol-6-O-methyltransferase [Liu99] , isopenicillin N epimerase [Usui89] , isopenicillin N epimerase [Laiz90] , L-lysine 6-dehydrogenase [Heydari04] , L-lysine ε-dehydrogenase [Misono89] , NAD-dependent xylitol dehydrogenase [HICKMAN59] , β-keto-L-gulonic acid decarboxylase [WINKELMAN61] , L-gulono-γ-lactone oxidase [Nishikimi79] , UDPG:nicotinate N-glucosyltransferase , glycine-sarcosine methyltransferase [Nyyssola01] , phloroglucinol reductase [Haddock89] , toluene 1,2-dioxygenase [Subramanian81] , sarcosine-dimethylglycine methyltransferase [Nyyssola01] , L-carnitine dehydrogenase [Mori88] , cysteine-S-conjugate N-acetyltransferase [Aigner96] , 2,4-diaminopentanoate dehydrogenase [Somack73] , 4-carboxy-2-hydroxymuconate-6-semialdehyde dehydrogenase [Maruyama78] , UDP-glucose dehydrogenase [Stewart99] , trehalose phosphorylase [Aisaka98] , 2-hydroxy-4-carboxymuconate-6-semialdehyde dehydrogenase [Masai00] , choline dehydrogenase [Nagasawa76] , hydrogenase [Schink79] , 4-oxalomesaconate hydratase [Maruyama85] , willardiine synthase [Ahmmad84] , isowillardiine synthase [Ahmmad84] , 2-amino-4-oxopentanoate thiolase [Jeng74, Comment 3] , glyceraldehyde 3-phosphate dehydrogenase [Krishnan90] , lactose 3-dehydrogenase [Van68] , 6-aminohexanoate linear dimer hydrolase [Kinoshita81] , sarcosine oxidase [Nishiya93] , 6-hydroxymellein synthase [Kurosaki93] , haloalkane dehalogenase [Keuning85] , benzyl alcohol dehydrogenase [Keat78] , 2-pyrone-4,6-dicarboxylate hydrolase [Maruyama83a] , 4-oxalocitramalate aldolase [Maruyama90] , β-alanine transaminase [Hayaishi61] , glycerol dehydratase [Schneider70] , monodehydroascorbate reductase [Murthy94] , isethionate dehydrogenase [Kondo77] , sinapate-1-glucosyltransferase [Strack80] , D-carnitine dehydrogenase [Setyahadi97] , D-ornithine aminomutase [Somack73a] , hydroxymethylglutaryl-CoA synthase [Middleton72] , S-adenosyl-L-methionine: (S)-scoulerine-9-O-methyltransferase [Sato93a] , 3-aminopropionaldehyde dehydrogenase [Awal95] , 2-methyl-3-hydroxypyridine-5-carboxylate oxygenase [Burg70] , NAD(P) transhydrogenase [Keister60] , 4-coumaroyl-CoA:pelargonidin-3-O-β-D-glucoside-6''-O-acyltransferase [Fujiwara98] , NADH kinase [Turner05b] , guanosine deaminase [Negishi94] , 2,5-dihydroxypyridine dioxygenase [Gauthier71] , 6-hydroxynicotinate 3-monooxygenase [Nakano99] , nicotinate dehydrogenase [Hurh94] , porphobilinogen deaminase [Jordan73] , tryptophan decarboxylase [Noe84] , strictosidine synthase [Treimer79] , spermine synthase [Raina83] , aminopropionaldehyde dehydrogenase [Tanaka01] , arginine-α-ketoglutarate transaminase [Tachiki80] , Δ1-pyrroline-3-hydroxy-5-carboxylate dehydrogenase [Adams60] , 4-hydroxyglutamate transaminase [GOLDSTONE62] , hydroxyproline 2-epimerase [Adams64] , caffeoyl-CoA:pelargonidin-3-O-β-D-glucoside-6''-O-acyltransferase [Fujiwara98] , agmatine deiminase [Nakada03] , N-carbamoylputrescine amidohydrolase [Nakada03] , putrescine oxidase [Adachi66a] , ribitol dehydrogenase [Taylor74] , D-galactonate dehydratase [Szumilo81] , UDP-D-glucose:delphinidin-3-O-β-D-glucoside 5-O-glucosyltransferase [Yamazaki99] , UDP-D-glucose:cyanidin-3-O-β-D-glucoside 5-O-glucosyltransferase [Yamazaki99] , UDP-D-glucose:cyanidin-3-O-β-D-glucoside 5-O-glucosyltransferase [Yamazaki99] , 4-coumaroyl-CoA:cyanidin-3,5-diglucoside-6''-O-acyltransferase [Fujiwara98] , L-lysine monooxygenase [Nakazawa72] , Δ1-piperideine-2-carboxylate reductase [Payton82] , 4-coumaroyl-CoA:cyanidin-3-O-β-D-glucoside-6''-O-acyltransferase [Fujiwara98] , UDP-D-glucose:cyanidin 3-(p-coumaroyl)-glucoside 5-O-glucosyltransferase [Yamazaki99] , UDP-D-glucose:cyanidin 3-(p-coumaroyl)-glucoside 5-O-glucosyltransferase [Yamazaki99] , UDPG:coniferyl alcohol glucosyltransferase [Ibrahim76] , resveratrol synthase [Schoppner84] , UDP-D-glucose:pelargonidin-3-O-β-D-glucoside 5-O-glucosyltransferase [Yamazaki99] , UDP-D-glucose:pelargonidin-3-O-β-D-glucoside 5-O-glucosyltransferase [Yamazaki99] , pelargonidin-3-O-glucoside-6''-O-rhamnosyltransferase [Kamsteeg80] , homogentisate oxygenase [Adachi66] , dihydropteridine reductase [Firgaira81] , caffeoyl-CoA:pelargonidin-3,5-diglucoside-6''-O-acyltransferase [Fujiwara98] , 3-keto-5-aminohexanoate cleavage enzyme [Yorifuji77] , L-3-aminobutyryl coenzyme A deaminase [Jeng74a] , L-asparaginase [Raha90] , caffeoyl-CoA:delphinidin-3,5-diglucoside 5-O-glucoside-6-O-hydroxycinnamoyltransferase [Fujiwara97] , caffeoyl-CoA:delphinidin-3,5,3'-triglucoside 5-O-glucoside-6-O-hydroxycinnamoyltransferase [Fujiwara97] , L-lysine α-oxidase [Weber94] , putrescine N-methyltransferase [Mizusaki71] , quercetin 3'-O-methyltransferase [Muzac00] , tropinone reductase (TR-I) [Hashimoto92] , tropinone reductase (TR-II) [Hashimoto92] , L-lysine:pyruvate aminotransferase [Schmidt87] , ethylnitronate monooxygenase [Kido76] , nitroalkane oxidase [Kido78] , 2-keto-6-phosphogluconate reductase [Frampton61] , L-alanine dehydrogenase [Yoshida70]

Inhibitor (Other types) of: methylglutamate dehydrogenase [Bamforth77] , trans-permethrin hydrolase [Wu06b] , pyrogallol transhydroxylase [Krumholz88] , L-erythro-3-hydroxyaspartate ammonia-lyase [Gibbs65] , L-iduronidase [Rome78] , benzoate 4-monooxygenase [Reddy75] , 2-phosphinomethylmalate synthase [Shimotohno88] , 2-aminomuconic 6-semialdehyde dehydrogenase [Takenaka00] , guanosine phosphorylase [Yamada61] , cis-aconitate decarboxylase [Bentley57] , 3-hydroxybutyryl-CoA dehydrogenase [Madan73] , 3-hydroxyisobutyrate dehydrogenase [Chowdhury96] , imidazole propionase [Snyder61] , nitrilase [Nagasawa90] , sulfur oxygenase reductase [Kletzin89] , alcohol oxidase [Sahm82] , L-allo-threonine aldolase [Kataoka97] , methylglyoxal reductase (NADH-dependent) [Ting65] , cis-1,2-dihydro-1,2-dihydroxynaphthalene-1, 2-dehydrogenase [Patel74]


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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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