1.0 2011-09-21 00:27:40 UTC 2015-07-21 06:57:38 UTC FDB023296 Metanephrine Metanephrine is a metabolite of epinephrine created by action of catechol O-methyltransferase on epinephrine. Technically it is a product of epinephrine O-methylation. It is a commonly occurring, pharmacologically and physiologically inactive metabolite of epinephrine. The measurement of plasma free metanephrines is considered to be the best tool in the diagnosis of pheochromocytoma, a rare kind of adrenal medullary neoplasm. In adrenal chromaffin cells, leakage of norepinephrine and epinephrine from storage granules leads to substantial intracellular production of the O-methylated metabolite metanephrine. In fact, the adrenals constitute the single largest source out of any organ system including the liver for circulating metanephrine. In humans, about 93 percent of circulating metanephrine is derived from catecholamines metabolized within adrenal chromaffin cells. (PMID 15317907) [HMDB] (+/-)-Metanephrine 3-methoxy-adrenaline 3-Methoxyadrenaline 3-O-methyl-Adrenaline 3-O-Methylepinephrine 4-Hydroxy-3-methoxy-N-methylphenethanolamine DL-3-O-Methyladrenaline DL-Metanephrine m-O-Methyladrenaline Metadrenaline C10H15NO3 197.231 197.105193351 4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol (+/-)-metanephrine 5001-33-2 CNCC(O)C1=CC(OC)=C(O)C=C1 InChI=1S/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3 JWJCTZKFYGDABJ-UHFFFAOYSA-N belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Methoxyphenols Organic compounds Benzenoids Phenols Methoxyphenols Aromatic homomonocyclic compounds 1,2-aminoalcohols 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aralkylamines Aromatic alcohols Dialkylamines Hydrocarbon derivatives Methoxybenzenes Organopnictogen compounds Phenoxy compounds Secondary alcohols 1,2-aminoalcohol 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Amine Anisole Aralkylamine Aromatic alcohol Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol ether Phenoxy compound Secondary alcohol Secondary aliphatic amine Secondary amine a guaiacol Solid logp -0.27 ALOGPS logs -1.18 ALOGPS solubility 1.30e+01 g/l ALOGPS logp -0.00068 ChemAxon pka_strongest_acidic 10.05 ChemAxon pka_strongest_basic 9.25 ChemAxon iupac 4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol ChemAxon average_mass 197.231 ChemAxon mono_mass 197.105193351 ChemAxon smiles CNCC(O)C1=CC(OC)=C(O)C=C1 ChemAxon formula C10H15NO3 ChemAxon inchi InChI=1S/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3 ChemAxon inchikey JWJCTZKFYGDABJ-UHFFFAOYSA-N ChemAxon polar_surface_area 61.72 ChemAxon refractivity 53.71 ChemAxon polarizability 21.13 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Tyrosine Metabolism SMP00006 map00350 Specdb::MsIr 2105 Specdb::MsIr 2106 Specdb::MsIr 2107 Specdb::CMs 1630 Specdb::CMs 17167 Specdb::CMs 31497 Specdb::CMs 38700 Specdb::CMs 153029 Specdb::NmrOneD 41462 Specdb::NmrOneD 41463 Specdb::NmrOneD 41464 Specdb::NmrOneD 41465 Specdb::NmrOneD 41466 Specdb::NmrOneD 41467 Specdb::NmrOneD 41468 Specdb::NmrOneD 41469 Specdb::NmrOneD 41470 Specdb::NmrOneD 41471 Specdb::NmrOneD 41472 Specdb::NmrOneD 41473 Specdb::NmrOneD 41474 Specdb::NmrOneD 41475 Specdb::NmrOneD 41476 Specdb::NmrOneD 41477 Specdb::NmrOneD 41478 Specdb::NmrOneD 41479 Specdb::NmrOneD 41480 Specdb::NmrOneD 41481 Specdb::MsMs 69450 Specdb::MsMs 69451 Specdb::MsMs 69452 Specdb::MsMs 127734 Specdb::MsMs 127735 Specdb::MsMs 127736 Specdb::MsMs 2314805 Specdb::MsMs 2314806 Specdb::MsMs 2314807 Specdb::MsMs 2620034 Specdb::MsMs 2620035 Specdb::MsMs 2620036 HMDB04063 #<Reference:0x000055ce3198ef68> #<Reference:0x000055ce3198edb0> #<Reference:0x000055ce3198ebf8> #<Reference:0x000055ce3198ea40> #<Reference:0x000055ce3198e888> #<Reference:0x000055ce3198e6d0> #<Reference:0x000055ce3198e518> #<Reference:0x000055ce3198e360> #<Reference:0x000055ce3198e1a8> #<Reference:0x000055ce3198dff0> #<Reference:0x000055ce3198de38> #<Reference:0x000055ce3198dc80> #<Reference:0x000055ce3198dac8> #<Reference:0x000055ce3198d910> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823