1.0 2016-09-30 23:02:41 UTC 2020-05-05 18:40:24 UTC BMDB0003070 BMDB03070 Shikimic acid 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid 3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylic acid [3R-(3alpha,4alpha,5beta)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid L-Shikimic acid Shikimate 3,4,5-Trihydroxy-1-cyclohexenecarboxylate 3a,4a,5b-Trihydroxy-1-cyclohexene-1-carboxylate 3a,4a,5b-Trihydroxy-1-cyclohexene-1-carboxylic acid 3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylate 3Α,4α,5β-trihydroxy-1-cyclohexene-1-carboxylate 3Α,4α,5β-trihydroxy-1-cyclohexene-1-carboxylic acid [3R-(3a,4a,5b)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylate [3R-(3a,4a,5b)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid [3R-(3alpha,4alpha,5beta)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylate [3R-(3Α,4α,5β)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate [3R-(3Α,4α,5β)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid L-Shikimate Acid, shikimic (-)-Shikimate (-)-Shikimic acid Skikimate Skikimic acid (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid (-)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid Shikimic acid C7H10O5 174.1513 174.05282343 (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid (-)-shikimate 138-59-0 O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1 JXOHGGNKMLTUBP-HSUXUTPPSA-N belongs to the class of organic compounds known as shikimic acids and derivatves. These are cyclitols containing a cyclohexanecarboxylic acid substituted with three hydroxyl groups at positions 3, 4, and 5. Organic compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Shikimic acids and derivatves Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Polyol Secondary alcohol Shikimic acid or derivatives Aliphatic homomonocyclic compounds alpha,beta-unsaturated monocarboxylic acid cyclohexenecarboxylic acid hydroxy monocarboxylic acid Solid melting_point 186 °C water_solubility 150 mg/mL at 21 °C logp -1.70 ALOGPS logs 0.07 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 4.1 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ChemAxon average_mass 174.1513 ChemAxon mono_mass 174.05282343 ChemAxon smiles O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O ChemAxon formula C7H10O5 ChemAxon inchi InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1 ChemAxon inchikey JXOHGGNKMLTUBP-HSUXUTPPSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 38.96 ChemAxon polarizability 15.75 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsIr 1869 Specdb::MsIr 1870 Specdb::MsIr 1871 Specdb::NmrTwoD 1096 Specdb::NmrTwoD 1859 Specdb::NmrOneD 1924 Specdb::NmrOneD 4795 Specdb::NmrOneD 4796 Specdb::NmrOneD 129238 Specdb::NmrOneD 129239 Specdb::NmrOneD 129240 Specdb::NmrOneD 129241 Specdb::NmrOneD 129242 Specdb::NmrOneD 129243 Specdb::NmrOneD 129244 Specdb::NmrOneD 129245 Specdb::NmrOneD 129246 Specdb::NmrOneD 129247 Specdb::NmrOneD 129248 Specdb::NmrOneD 129249 Specdb::NmrOneD 129250 Specdb::NmrOneD 129251 Specdb::NmrOneD 129252 Specdb::NmrOneD 129253 Specdb::NmrOneD 129254 Specdb::NmrOneD 129255 Specdb::NmrOneD 129256 Specdb::NmrOneD 129257 Specdb::MsMs 2188 Specdb::MsMs 2189 Specdb::MsMs 2190 Specdb::MsMs 5834 Specdb::MsMs 5835 Specdb::MsMs 5836 Specdb::MsMs 5837 Specdb::MsMs 5838 Specdb::MsMs 5842 Specdb::MsMs 178185 Specdb::MsMs 178186 Specdb::MsMs 178187 Specdb::MsMs 180501 Specdb::MsMs 180502 Specdb::MsMs 180503 Specdb::MsMs 438418 Specdb::MsMs 438419 Specdb::MsMs 438420 Specdb::MsMs 438421 Specdb::MsMs 438422 Specdb::MsMs 439011 Specdb::MsMs 2235887 Specdb::MsMs 2237512 Specdb::MsMs 2237941 Specdb::MsMs 2239615 Specdb::CMs 831 Specdb::CMs 832 Specdb::CMs 833 Specdb::CMs 1474 Specdb::CMs 2461 Specdb::CMs 30093 Specdb::CMs 30230 Specdb::CMs 30691 Specdb::CMs 30746 Specdb::CMs 31439 Specdb::CMs 38517 Specdb::CMs 146527 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 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 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 FDB003991 C00493 8412 8742 C00001203 16119 SHIKIMATE Shikimic_acid 338