1.0 2016-09-30 22:35:17 UTC 2020-06-04 20:23:42 UTC BMDB0000710 BMDB00710 4-Hydroxybutyric acid 3-Carboxypropoxy acid 4-Hydroxy-butyric acid 4-Hydroxyalkanoic acid 4-Hydroxybutanoate 4-Hydroxybutanoic acid 4-Hydroxycarboxylic acid Gamma Hydroxybutyric acid gamma-Hydroxybutyric acid GHB Oxy-N-butyric acid Xyrem 4-Hydroxy-butyrate 4-Hydroxyalkanoate 4-Hydroxycarboxylate g Hydroxybutyrate g Hydroxybutyric acid gamma Hydroxybutyrate Γ hydroxybutyrate Γ hydroxybutyric acid g-Hydroxybutyrate g-Hydroxybutyric acid gamma-Hydroxybutyrate Γ-hydroxybutyrate Γ-hydroxybutyric acid Oxy-N-butyrate 4-Hydroxybutyrate 4-Hydroxy-butanoate 4-Hydroxy-butanoic acid 4-Hydroxybutyrate sodium 4-Hydroxybutyric acid monosodium salt gamma-Hydroxy butyrate gamma-Hydroxy sodium butyrate gamma-Hydroxybutyrate sodium Hydroxybutyric acid C4H8O3 104.1045 104.047344122 4-hydroxybutanoic acid gamma hydroxybutyric acid 591-81-1 OCCCC(O)=O InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7) SJZRECIVHVDYJC-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Hydroxy fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols Short-chain hydroxy acids and derivatives Straight chain fatty acids Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Short-chain hydroxy acid Straight chain fatty acid Aliphatic acyclic compounds 4-hydroxy monocarboxylic acid Hydroxy fatty acids hydroxybutyric acid Solid logp -0.63 ALOGPS logs 0.68 ALOGPS logp -0.51 ChemAxon pka_strongest_acidic 4.44 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac 4-hydroxybutanoic acid ChemAxon average_mass 104.1045 ChemAxon mono_mass 104.047344122 ChemAxon smiles OCCCC(O)=O ChemAxon formula C4H8O3 ChemAxon inchi InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7) ChemAxon inchikey SJZRECIVHVDYJC-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 23.8 ChemAxon polarizability 10.17 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::EiMs 314 Specdb::CMs 986 Specdb::CMs 14061 Specdb::CMs 31203 Specdb::CMs 32047 Specdb::CMs 37710 Specdb::CMs 135411 Specdb::CMs 143145 Specdb::CMs 1072680 Specdb::CMs 1072682 Specdb::CMs 1072684 Specdb::CMs 1072685 Specdb::CMs 1072687 Specdb::NmrOneD 256408 Specdb::NmrOneD 256409 Specdb::NmrOneD 256410 Specdb::NmrOneD 256411 Specdb::NmrOneD 256412 Specdb::NmrOneD 256413 Specdb::NmrOneD 256414 Specdb::NmrOneD 256415 Specdb::NmrOneD 256416 Specdb::NmrOneD 256417 Specdb::NmrOneD 256418 Specdb::NmrOneD 256419 Specdb::NmrOneD 256420 Specdb::NmrOneD 256421 Specdb::NmrOneD 256422 Specdb::NmrOneD 256423 Specdb::NmrOneD 256424 Specdb::NmrOneD 256425 Specdb::NmrOneD 256426 Specdb::NmrOneD 256427 Specdb::MsMs 26384 Specdb::MsMs 26385 Specdb::MsMs 26386 Specdb::MsMs 32942 Specdb::MsMs 32943 Specdb::MsMs 32944 Specdb::MsMs 1470825 Specdb::MsMs 1472610 Specdb::MsMs 1472611 Specdb::MsMs 1472612 Specdb::MsMs 1472613 Specdb::MsMs 1472614 Specdb::MsMs 1472615 Specdb::MsMs 1472616 Specdb::MsMs 1472617 Specdb::MsMs 1472618 Specdb::MsMs 1472619 Specdb::MsMs 1472620 Specdb::MsMs 1472621 Specdb::MsMs 1472622 Specdb::MsMs 1472623 Specdb::MsMs 1472624 Specdb::MsMs 1472625 Specdb::MsMs 1472626 Specdb::MsMs 1477816 Specdb::MsIr 769 Specdb::MsIr 770 Specdb::MsIr 771 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022196 9984 C01991 10413 30830 4-HYDROXY-BUTYRATE Oxybate 5678 Takigawa, Shinichiro; Araya, Shuzo. Process for the preparation of g-hydroxybutyric acid as a synthetic intermediate. Jpn. Kokai Tokkyo Koho (1988), 3 pp. BMDBP00595 Hydroxyacid-oxoacid transhydrogenase, mitochondrial A6QP15 ADHFE1 Enzyme