1.0 2016-09-30 22:34:35 UTC 2020-06-04 21:02:28 UTC BMDB0000666 BMDB00666 Heptanoic acid Heptanoic acid, also known as enanthic acid or heptylic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Heptanoic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Heptanoic acid exists in all eukaryotes, ranging from yeast to humans. Heptanoic acid is a potentially toxic compound. CH3-[CH2]5-COOH Enanthic acid Enanthylic acid Heptansaeure Heptoic acid Heptylic acid N-Heptanoic acid N-Heptoic acid N-Heptylic acid Oenanthic acid Oenanthylic acid Oenanthsaeure Enanthate Enanthylate Heptoate Heptylate N-Heptanoate N-Heptoate N-Heptylate Oenanthate Oenanthylate Heptanoate 1-Hexanecarboxylate 1-Hexanecarboxylic acid C7H14O2 130.1849 130.099379692 heptanoic acid heptanoic acid 111-14-8 CCCCCCC(O)=O InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9) MNWFXJYAOYHMED-UHFFFAOYSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Medium-chain fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Medium-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Aliphatic acyclic compounds Straight chain fatty acids Straight chain fatty acids medium-chain fatty acid straight-chain saturated fatty acid Liquid melting_point -7.5 °C water_solubility 2.82 mg/mL logp 2.42 SANGSTER (1994) logp 2.41 ALOGPS logs -1.64 ALOGPS logp 2.26 ChemAxon pka_strongest_acidic 5.15 ChemAxon iupac heptanoic acid ChemAxon average_mass 130.1849 ChemAxon mono_mass 130.099379692 ChemAxon smiles CCCCCCC(O)=O ChemAxon formula C7H14O2 ChemAxon inchi InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9) ChemAxon inchikey MNWFXJYAOYHMED-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 35.67 ChemAxon polarizability 15.33 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 ChemAxon donor_count 1 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::NmrTwoD 1409 Specdb::EiMs 1235 Specdb::CMs 944 Specdb::CMs 2398 Specdb::CMs 29465 Specdb::CMs 31187 Specdb::CMs 37683 Specdb::CMs 137169 Specdb::CMs 144903 Specdb::CMs 1072276 Specdb::MsIr 718 Specdb::MsIr 719 Specdb::MsIr 720 Specdb::MsMs 6247 Specdb::MsMs 6248 Specdb::MsMs 6249 Specdb::MsMs 6250 Specdb::MsMs 6251 Specdb::MsMs 178071 Specdb::MsMs 178072 Specdb::MsMs 178073 Specdb::MsMs 180384 Specdb::MsMs 180385 Specdb::MsMs 180386 Specdb::MsMs 437836 Specdb::MsMs 437837 Specdb::MsMs 437838 Specdb::MsMs 437839 Specdb::MsMs 438659 Specdb::MsMs 2284183 Specdb::MsMs 2284184 Specdb::MsMs 2284185 Specdb::MsMs 3081741 Specdb::MsMs 3081742 Specdb::MsMs 3081743 Specdb::NmrOneD 1464 Specdb::NmrOneD 2832 Specdb::NmrOneD 7302 Specdb::NmrOneD 7303 Specdb::NmrOneD 7304 Specdb::NmrOneD 7305 Specdb::NmrOneD 7306 Specdb::NmrOneD 7307 Specdb::NmrOneD 7308 Specdb::NmrOneD 7309 Specdb::NmrOneD 7310 Specdb::NmrOneD 7311 Specdb::NmrOneD 7312 Specdb::NmrOneD 7313 Specdb::NmrOneD 7314 Specdb::NmrOneD 7315 Specdb::NmrOneD 7316 Specdb::NmrOneD 7317 Specdb::NmrOneD 7318 Specdb::NmrOneD 7319 Specdb::NmrOneD 7320 Specdb::NmrOneD 7321 Kidney 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 Milk 0.441 +/- 0.014 uM Commercial skim milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.568 +/- 0.024 uM Commercial 1% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.448 +/- 0.012 uM Commercial 2% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.45 +/- 0.02 uM Commercial 3.25% milk by LC–MS/MS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 FDB008051 7803 DB02938 8094 C17714 45571 C00053307 CPD-7619 Heptanoic_acid 5636 Jain, R. K.; Venkatesan, T. K. Heptanoic acid from heptaldehyde. Journal of the Oil Technologists' Association of India (Mumbai, India) (1984), 16(4), 111-12. Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 Trimigno A, Munger L, Picone G, Freiburghaus C, Pimentel G, Vionnet N, Pralong F, Capozzi F, Badertscher R, Vergeres G: GC-MS Based Metabolomics and NMR Spectroscopy Investigation of Food Intake Biomarkers for Milk and Cheese in Serum of Healthy Humans. Metabolites. 2018 Mar 23;8(2). pii: metabo8020026. doi: 10.3390/metabo8020026. 29570652