1.0 2011-09-21 00:11:30 UTC 2025-11-19 02:41:20 UTC FDB022283 Pimelic acid A group of compounds that are derivatives of heptanedioic acid with the general formula R-C7H11O4. Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. Pimelic acid is one methylene longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. Pimelic acid has been synthesized from cyclohexanone and from salicylic acid.[1] In the former route, the additional carbon is suppled by dimethyloxalate, which reacts with the enolate. [HMDB] 1,5-Pentanedicarboxylate 1,5-Pentanedicarboxylic acid 1,7-Heptanedioate 1,7-Heptanedioic acid 6-carboxyhexanoate 6-carboxyhexanoic acid Heptandioate Heptandioic acid Heptane-1,7-dioate Heptane-1,7-dioic acid Heptanedioate Heptanedioic acid Pilerate Pileric acid Pimelate Pimelic acid C7H12O4 160.1678 160.073558872 heptanedioic acid pimelic acid 111-16-0 OC(=O)CCCCCC(O)=O InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) WLJVNTCWHIRURA-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. Medium-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Medium-chain fatty acid Organic oxide Organic oxygen compound Organooxygen compound Dicarboxylic acids Dicarboxylic acids alpha,omega-dicarboxylic acid Solid logp 0.51 ALOGPS logs -1.08 ALOGPS solubility 1.33e+01 g/l ALOGPS logp 0.94 ChemAxon pka_strongest_acidic 4.05 ChemAxon iupac heptanedioic acid ChemAxon average_mass 160.1678 ChemAxon mono_mass 160.073558872 ChemAxon smiles OC(=O)CCCCCC(O)=O ChemAxon formula C7H12O4 ChemAxon inchi InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11) ChemAxon inchikey WLJVNTCWHIRURA-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 37.34 ChemAxon polarizability 16.31 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 911 Specdb::MsIr 912 Specdb::MsIr 913 Specdb::NmrTwoD 1511 Specdb::CMs 657 Specdb::CMs 8381 Specdb::CMs 27642 Specdb::CMs 30123 Specdb::CMs 30566 Specdb::CMs 32190 Specdb::CMs 37808 Specdb::CMs 146053 Specdb::CMs 1080358 Specdb::CMs 1080359 Specdb::CMs 1080361 Specdb::NmrOneD 1569 Specdb::NmrOneD 145610 Specdb::NmrOneD 145611 Specdb::NmrOneD 145612 Specdb::NmrOneD 145613 Specdb::NmrOneD 145614 Specdb::NmrOneD 145615 Specdb::NmrOneD 145616 Specdb::NmrOneD 145617 Specdb::NmrOneD 145618 Specdb::NmrOneD 145619 Specdb::NmrOneD 145620 Specdb::NmrOneD 145621 Specdb::NmrOneD 145622 Specdb::NmrOneD 145623 Specdb::NmrOneD 145624 Specdb::NmrOneD 145625 Specdb::NmrOneD 145626 Specdb::NmrOneD 145627 Specdb::NmrOneD 145628 Specdb::NmrOneD 145629 Specdb::MsMs 1205 Specdb::MsMs 1206 Specdb::MsMs 1207 Specdb::MsMs 4728 Specdb::MsMs 4729 Specdb::MsMs 4730 Specdb::MsMs 4731 Specdb::MsMs 4732 Specdb::MsMs 4733 Specdb::MsMs 259398 Specdb::MsMs 259399 Specdb::MsMs 259400 Specdb::MsMs 279336 Specdb::MsMs 279337 Specdb::MsMs 279338 Specdb::MsMs 438310 Specdb::MsMs 438311 Specdb::MsMs 438312 Specdb::MsMs 438313 Specdb::MsMs 438314 Specdb::MsMs 2237835 Specdb::MsMs 2239758 Specdb::MsMs 2240578 Specdb::MsMs 2242608 Specdb::MsMs 2243224 HMDB00857 PML #<Reference:0x000055ce323ed090> #<Reference:0x000055ce323ecb68> #<Reference:0x000055ce323ec2a8> #<Reference:0x000055ce323ef430> #<Reference:0x000055ce32407d50> 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