1.0 2011-09-21 01:54:35 UTC 2018-05-29 01:54:44 UTC FDB029358 Monoethylhexyl phthalic acid Monoethylhexyl phthalic acid (MEHP) is an active metabolite of Bis(2-ethylhexyl)phthalate (DEHP). DEHP measured from the blood of pregnant women have been significantly associated with the decreased penis width, shorter anogenital distance, and the incomplete descent of testes of their newborn sons, replicating effects identified in animals. DEHP hydrolyzes to MEHP via the enzyme Bis(2-ethylhexyl)phthalate acylhydrolase(3.1.1.60)and subsequently to phthalate salts. The released alcohol is susceptible to oxidation to the aldehyde and carboxylic acid. [HMDB] (2-Ethylhexyl) hydrogen phthalate (2-Ethylhexyl) hydrogen phthalic acid 1,2-Benzenedicarboxylate, mono(2-ethylhexyl) ester 1,2-Benzenedicarboxylic acid, mono(2-ethylhexyl) ester 1,2-benzenedicarboxylicacid,mono(2-ethylhexyl)ester 2-([(2-Ethylhexyl)oxy]carbonyl)benzoate 2-([(2-Ethylhexyl)oxy]carbonyl)benzoic acid 2-ETHYLHEXYL HYDROGEN PHTHALATE 2-Ethylhexyl hydrogen phthalic acid 2-Ethylhexyl phthalate 2-Ethylhexyl phthalic acid MEHP Mono-(2-ethylhexyl)phthalate Mono-(2-ethylhexyl)phthalic acid MONO-2-ETHYLHEXYL PHTHALATE Mono-2-ethylhexyl phthalic acid mono-ethylhexyl mono-ethylhexylphthalate Mono(2-ethylhexyl)phthalate Mono(2-ethylhexyl)phthalic acid Monoethylhexyl phthalate Monoethylhexyl phthalate (mEHP) monoethylhexylphthalate MONOOCTYL PHTHALATE Phthalate, 2-ethylhexyl ester Phthalic acid 1-hydrogen 2-(2-ethylhexyl) ester Phthalic acid hydrogen 1-(2-ethylhexyl) ester PHTHALIC ACID MONO-2-ETHYLHEXYL ESTER PHTHALIC ACID MONOOCTYL ESTER Phthalic acid, 2-ethylhexyl ester phthalicacid,2-ethylhexylester PHTHALICACIDMONO-2-ETHYLEXYLESTER PHTHALICACIDMONOETHYLHEXYL phthalicacidmonoethylhexylester C16H22O4 278.3435 278.151809192 2-{[(2-ethylhexyl)oxy]carbonyl}benzoic acid bar 1 4376-20-9 CCCCC(CC)COC(=O)C1=CC=CC=C1C(O)=O InChI=1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18) DJDSLBVSSOQSLW-UHFFFAOYSA-N belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzoic acid esters Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds Benzoic acids Benzoyl derivatives Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organooxygen compounds Aromatic homomonocyclic compound Benzoate ester Benzoic acid Benzoyl Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound dicarboxylic acid monoester phthalate ester Solid logp 4.36 ALOGPS logs -4.32 ALOGPS solubility 1.33e-02 g/l ALOGPS logp 4.66 ChemAxon pka_strongest_acidic 3.08 ChemAxon pka_strongest_basic -7 ChemAxon iupac 2-{[(2-ethylhexyl)oxy]carbonyl}benzoic acid ChemAxon average_mass 278.3435 ChemAxon mono_mass 278.151809192 ChemAxon smiles CCCCC(CC)COC(=O)C1=CC=CC=C1C(O)=O ChemAxon formula C16H22O4 ChemAxon inchi InChI=1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18) ChemAxon inchikey DJDSLBVSSOQSLW-UHFFFAOYSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 77.49 ChemAxon polarizability 30.96 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21988 Specdb::CMs 32149 Specdb::CMs 40097 Specdb::CMs 100044 Specdb::CMs 148959 Specdb::EiMs 479 Specdb::MsMs 60846 Specdb::MsMs 60847 Specdb::MsMs 60848 Specdb::MsMs 117264 Specdb::MsMs 117265 Specdb::MsMs 117266 Specdb::MsMs 2226975 Specdb::MsMs 2227755 Specdb::MsMs 2229305 Specdb::MsMs 2230141 Specdb::MsMs 2231758 Specdb::MsMs 2232450 Specdb::MsMs 2234157 Specdb::MsMs 2234766 Specdb::MsMs 2247821 Specdb::MsMs 2251901 Specdb::MsMs 2252916 Specdb::MsMs 2253539 Specdb::MsMs 3053726 Specdb::MsMs 3053727 Specdb::MsMs 3053728 Specdb::MsMs 3116949 Specdb::MsMs 3116950 Specdb::MsMs 3116951 HMDB13248 17243 #<Reference:0x000055ce31eaa6a0> #<Reference:0x000055ce31eaa448> #<Reference:0x000055ce31eaa1f0> #<Reference:0x000055ce31ea9fe8> #<Reference:0x000055ce31ea9d90> #<Reference:0x000055ce31ea9b10> #<Reference:0x000055ce31ea9930> #<Reference:0x000055ce31ea96d8> #<Reference:0x000055ce31ea9458> #<Reference:0x000055ce31ea9278> #<Reference:0x000055ce31ea8ff8> #<Reference:0x000055ce31ea8da0> #<Reference:0x000055ce31ea8b20> #<Reference:0x000055ce31ea8940> #<Reference:0x000055ce31ea8698> #<Reference:0x000055ce31ea84e0> #<Reference:0x000055ce31ea8328> #<Reference:0x000055ce31ea8170> #<Reference:0x000055ce31ea7f90> #<Reference:0x000055ce31ea7dd8> #<Reference:0x000055ce31ea7c20> #<Reference:0x000055ce31ea7a68> #<Reference:0x000055ce31ea78b0> #<Reference:0x000055ce31ea76f8> #<Reference:0x000055ce31ea7540> 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