1.0 2010-04-08 22:09:10 UTC 2025-11-18 23:19:59 UTC FDB010534 4-Hydroxyphenylacetic acid Constituent of sweet clover (Melilotus officinalis) and yeast An oxidative deaminated metabolite of p-tyramineand is also a metabolite of tyrosine via enteric bacteria. The bacterial origin of this compound was confirmed by the finding that this compound in urine decreased significantly after the use of the antibiotic neomycin. 4-Hydroxyphenylacetic acid is found in many foods, some of which are dandelion, evening primrose, grape wine, and beer. (4-hydroxy-phenyl)-acetate (4-hydroxy-phenyl)-acetic acid (4-Hydroxy-phenyl)-essigsaeure (4-hydroxyphenyl)acetate (4-hydroxyphenyl)acetic acid (p-hydroxyphenyl)-acetate (p-hydroxyphenyl)-acetic acid (p-hydroxyphenyl)acetate (p-hydroxyphenyl)acetic acid 3pcg 4-Carboxymethylphenol 4-HPA 4-Hydroxy-Benzeneacetate 4-Hydroxy-Benzeneacetic acid 4-Hydroxybenzeneacetate 4-Hydroxybenzeneacetic acid 4-Hydroxybenzeneacetic acid, 9CI 4-hydroxyphenyl acetate 4-Hydroxyphenyl-acetic acid 4-hydroxyphenylacetate Acetic acid, (p-hydroxyphenyl)- Benzeneacetic acid, 4-hydroxy- DL-para-hydroxyphenylacetic acid p-Hydroxy-a-toluic acid P-hydroxyphenyl acetic acid P-hydroxyphenylacetate P-hydroxyphenylacetic acid Parahydroxy phenylacetate Parahydroxy phenylacetic acid Parahydroxyphenylacetate C8H8O3 152.1473 152.047344122 2-(4-hydroxyphenyl)acetic acid 4-hydroxyphenylacetic acid 156-38-7 OC(=O)CC1=CC=C(O)C=C1 InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) XQXPVVBIMDBYFF-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. 1-hydroxy-2-unsubstituted benzenoids Organic compounds Benzenoids Phenols 1-hydroxy-2-unsubstituted benzenoids Aromatic homomonocyclic compounds Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides 1-hydroxy-2-unsubstituted benzenoid Aromatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound monocarboxylic acid phenols Solid logp 0.93 ALOGPS logs -1.33 ALOGPS solubility 7.12e+00 g/l ALOGPS melting_point Mp 148-150° logp 1.31 ChemAxon pka_strongest_acidic 4 ChemAxon pka_strongest_basic -6 ChemAxon iupac 2-(4-hydroxyphenyl)acetic acid ChemAxon average_mass 152.1473 ChemAxon mono_mass 152.047344122 ChemAxon smiles OC(=O)CC1=CC=C(O)C=C1 ChemAxon formula C8H8O3 ChemAxon inchi InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) ChemAxon inchikey XQXPVVBIMDBYFF-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 39.35 ChemAxon polarizability 14.83 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Tyrosine Metabolism SMP00006 map00350 Metabolism and Physiological Effects of Para-cresol SMP0123214 Metabolism and Physiological Effects of Para-cresyl glucuronide SMP0123299 Metabolsim and Physiological Effects of 4-Ethylphenylsulfate SMP0125541 Metabolism and Physiological Effects of p-Cresol sulphate SMP0126850 Metabolism and Physiological Effects of 4-Hydroxyphenylacetic acid SMP0126879 Specdb::EiMs 234 Specdb::NmrTwoD 927 Specdb::MsIr 100 Specdb::MsIr 101 Specdb::MsIr 102 Specdb::CMs 284 Specdb::CMs 285 Specdb::CMs 286 Specdb::CMs 287 Specdb::CMs 1313 Specdb::CMs 2422 Specdb::CMs 27534 Specdb::CMs 28712 Specdb::CMs 30037 Specdb::CMs 30169 Specdb::CMs 30258 Specdb::CMs 30455 Specdb::CMs 30749 Specdb::CMs 30955 Specdb::CMs 31842 Specdb::CMs 37248 Specdb::CMs 171718 Specdb::CMs 1047017 Specdb::CMs 1047019 Specdb::CMs 1047020 Specdb::CMs 1047022 Specdb::CMs 1047024 Specdb::NmrOneD 1034 Specdb::NmrOneD 1121 Specdb::NmrOneD 2255 Specdb::NmrOneD 5047 Specdb::NmrOneD 5048 Specdb::NmrOneD 141890 Specdb::NmrOneD 141891 Specdb::NmrOneD 141892 Specdb::NmrOneD 141893 Specdb::NmrOneD 141894 Specdb::NmrOneD 141895 Specdb::NmrOneD 141896 Specdb::NmrOneD 141897 Specdb::NmrOneD 141898 Specdb::NmrOneD 141899 Specdb::NmrOneD 141900 Specdb::NmrOneD 141901 Specdb::NmrOneD 141902 Specdb::NmrOneD 141903 Specdb::NmrOneD 141904 Specdb::NmrOneD 141905 Specdb::NmrOneD 141906 Specdb::NmrOneD 141907 Specdb::NmrOneD 141908 Specdb::NmrOneD 141909 Specdb::MsMs 33 Specdb::MsMs 34 Specdb::MsMs 35 Specdb::MsMs 2555 Specdb::MsMs 2556 Specdb::MsMs 2557 Specdb::MsMs 2558 Specdb::MsMs 2559 Specdb::MsMs 2560 Specdb::MsMs 2561 Specdb::MsMs 178116 Specdb::MsMs 178117 Specdb::MsMs 178118 Specdb::MsMs 180432 Specdb::MsMs 180433 Specdb::MsMs 180434 Specdb::MsMs 437776 Specdb::MsMs 437777 Specdb::MsMs 437778 Specdb::MsMs 437779 Specdb::MsMs 437780 Specdb::MsMs 439738 Specdb::MsMs 439739 Specdb::MsMs 449840 Specdb::MsMs 449841 HMDB00020 18101 4HP #<Reference:0x000055ce3165ff68> #<Reference:0x000055ce3165fce8> #<Reference:0x000055ce3165fae0> #<Reference:0x000055ce3165f928> #<Reference:0x000055ce3165f6d0> #<Reference:0x000055ce3165f4f0> #<Reference:0x000055ce3165f298> #<Reference:0x000055ce3165f090> #<Reference:0x000055ce3165ee88> #<Reference:0x000055ce3165ec80> #<Reference:0x000055ce3165ea28> #<Reference:0x000055ce3165e7d0> #<Reference:0x000055ce3165e5a0> #<Reference:0x000055ce3165e398> #<Reference:0x000055ce3165e1b8> American cranberry Type 1 specific Vaccinium macrocarpon 13750 0.368 0.736000001 0.0 mg/100 g Beer Type 2 specific 0.577151 1.25 0.035782353 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 Common mushroom Type 1 specific Agaricus bisporus 5341 Common wheat Type 1 specific Triticum aestivum 4565 0.0 0.0 0.0 mg/100 g Corn Type 1 specific Zea mays 4577 0.0946 0.094599999 0.094599999 mg/100 g Dandelion Type 1 specific Taraxacum officinale 50225 Evening primrose Type 1 specific Oenothera biennis 3942 Grape wine Type 2 specific 0.13175 0.165500004 0.097999997 mg/100 g Herbs and Spices Unknown generic Milk (Cow) Type 2 specific Mushrooms Unknown generic Oat Type 1 specific Avena sativa 4498 0.036 0.035999998 0.035999998 mg/100 g Olive Type 1 specific Olea europaea 4146 1.679153 6.0 0.0 mg/100 g Oyster mushroom Type 1 specific Pleurotus ostreatus 5322 Rice Type 1 specific Oryza sativa 4530 0.0 0.0 0.0 mg/100 g