1.0 2016-10-03 18:12:41 UTC 2020-05-21 16:27:15 UTC BMDB0010731 BMDB10731 (R)-3-Hydroxy-tetradecanoic acid (R)-3-Hydroxy-tetradecanoic acid, also known as (3R)-hydroxymyristic acid or (r)-3-hydroxy-tetradecanoic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (R)-3-Hydroxy-tetradecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (R)-3-Hydroxy-tetradecanoic acid exists in all eukaryotes, ranging from yeast to humans (R)-3-Hydroxy-tetradecanoic acid participates in a number of enzymatic reactions, within cattle. In particular, (R)-3-Hydroxy-tetradecanoic acid can be biosynthesized from 3-oxotetradecanoic acid through the action of the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In addition, (R)-3-Hydroxy-tetradecanoic acid can be converted into trans-tetra-dec-2-enoic acid; which is mediated by the enzyme fatty acid synthase. dyhydrase domain. In cattle, (R)-3-hydroxy-tetradecanoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway. (R)-3-Hydroxy-tetradecanoate (-)-3-Hydroxymyristic acid (3R)-Hydroxymyristic acid (R)-(-)-3-Hydroxytetradecanoic acid (R)-3-Hydroxymyristic acid beta-Hydroxymyristic acid beta-Hydroxytetradecanoic acid D-(-)-beta-Hydroxymyristic acid (-)-3-Hydroxymyristate (3R)-Hydroxymyristate (R)-(-)-3-Hydroxytetradecanoate (R)-3-Hydroxymyristate b-Hydroxymyristate b-Hydroxymyristic acid beta-Hydroxymyristate Β-hydroxymyristate Β-hydroxymyristic acid b-Hydroxytetradecanoate b-Hydroxytetradecanoic acid beta-Hydroxytetradecanoate Β-hydroxytetradecanoate Β-hydroxytetradecanoic acid D-(-)-b-Hydroxymyristate D-(-)-b-Hydroxymyristic acid D-(-)-beta-Hydroxymyristate D-(-)-Β-hydroxymyristate D-(-)-Β-hydroxymyristic acid (R)-3-Hydroxytetradecanoic acid (R)-3-Hydroxytetradecanoate C14H28O3 244.3703 244.203844762 (3R)-3-hydroxytetradecanoic acid 3-hydroxy-tetradecanoic acid [H][C@@](O)(CCCCCCCCCCC)CC(O)=O InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1 ATRNZOYKSNPPBF-CYBMUJFWSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Long-chain fatty acids Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroxy fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic acyclic compounds (3R)-3-hydroxy fatty acid 3-hydroxytetradecanoic acid Hydroxy fatty acids Solid logp 4.69 ALOGPS logs -3.91 ALOGPS logp 4.14 ChemAxon pka_strongest_acidic 4.67 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (3R)-3-hydroxytetradecanoic acid ChemAxon average_mass 244.3703 ChemAxon mono_mass 244.203844762 ChemAxon smiles [H][C@@](O)(CCCCCCCCCCC)CC(O)=O ChemAxon formula C14H28O3 ChemAxon inchi InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1 ChemAxon inchikey ATRNZOYKSNPPBF-CYBMUJFWSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 69.4 ChemAxon polarizability 30.86 ChemAxon rotatable_bond_count 12 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 Fatty Acid Biosynthesis SMP0087257 Specdb::CMs 3046 Specdb::CMs 39538 Specdb::CMs 151100 Specdb::MsMs 182802 Specdb::MsMs 182803 Specdb::MsMs 182804 Specdb::MsMs 183150 Specdb::MsMs 183151 Specdb::MsMs 183152 Specdb::MsMs 2390527 Specdb::MsMs 2390528 Specdb::MsMs 2390529 Specdb::MsMs 2574778 Specdb::MsMs 2574779 Specdb::MsMs 2574780 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 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 4450466 DB02767 FTT 42539 5288266 FDB027878 BMDBP00368 Fatty acid synthase Q71SP7 FASN Enzyme