1.0 2020-05-05 15:49:56 UTC 2020-05-05 18:39:08 UTC BMDB0109687 Tryptophan 2-C-mannoside (1R)-1,5-Anhydro-1-{3-[(2S)-2-amino-2-carboxyethyl]-1H-indol-2-yl}-D-mannitol 2'-alpha-D-Mannosyl-L-tryptophan 2'-alpha-D-Mannosyltryptophan 2'-alpha-Mannosyltryptophan 2'-Tryptophan C-mannoside C(2)-alpha-D-Mannopyranosyl-L-tryptophan 2'-a-D-Mannosyl-L-tryptophan 2'-Α-D-mannosyl-L-tryptophan 2'-a-D-Mannosyltryptophan 2'-Α-D-mannosyltryptophan 2'-a-Mannosyltryptophan 2'-Α-mannosyltryptophan C(2)-a-D-Mannopyranosyl-L-tryptophan C(2)-Α-D-mannopyranosyl-L-tryptophan 2'-a-Mannosyl-L-tryptophan 2'-Α-mannosyl-L-tryptophan 2-(alpha-D-Mannopyranosyl)-L-tryptophan 2-(Α-D-mannopyranosyl)-L-tryptophan 2-alpha-D-Mannopyranosyl-L-tryptophan 2-Α-D-mannopyranosyl-L-tryptophan C2-alpha-D-Mannopyranosyltryptophan C2-Α-D-mannopyranosyltryptophan 2-(alpha-Mannopyranosyl)-L-tryptophan 2-(Α-mannopyranosyl)-L-tryptophan 2-alpha-D-Mannopyranosyltryptophan 2-alpha-D-Mannosyl-L-tryptophan 2-alpha-D-Mannosyltryptophan 2-Α-D-mannopyranosyltryptophan 2-Α-D-mannosyl-L-tryptophan 2-Α-D-mannosyltryptophan C-Glycosyltryptophan C-Man-TRP C-Mannosyl tryptophan C-Mannosyltryptophan L-Tryptophan 2-C-alpha-D-mannopyranoside L-Tryptophan 2-C-mannopyranoside L-Tryptophan 2-C-α-D-mannopyranoside alpha-C-Man-TRP Α-C-man-TRP 2-(Mannopyranosyl)-tryptophan 2(MP)-L-T Tryptophan 2-C-mannoside C17H22N2O7 366.37 366.142701056 (2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid (2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid 180509-18-6 N[C@@H](CC1=C(NC2=CC=CC=C12)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=O InChI=1S/C17H22N2O7/c18-9(17(24)25)5-8-7-3-1-2-4-10(7)19-12(8)16-15(23)14(22)13(21)11(6-20)26-16/h1-4,9,11,13-16,19-23H,5-6,18H2,(H,24,25)/t9-,11+,13+,14-,15-,16+/m0/s1 CPXSBHKDEPPWIX-RAYCSJGISA-N belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Organic compounds Organoheterocyclic compounds Indoles and derivatives Indolyl carboxylic acids and derivatives Indolyl carboxylic acids and derivatives 3-alkylindoles Amino acids Aralkylamines Azacyclic compounds Benzenoids C-glycosyl compounds Carbonyl compounds Carboxylic acids Dialkyl ethers Heteroaromatic compounds Hexoses Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Substituted pyrroles 3-alkylindole Alcohol Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid C-glycosyl compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Indole Indolyl carboxylic acid derivative L-alpha-amino acid Monocarboxylic acid or derivatives Monosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Primary aliphatic amine Primary amine Pyrrole Secondary alcohol Substituted pyrrole Aromatic heteropolycyclic compounds logp -2.01 ALOGPS logs -1.90 ALOGPS logp -3.9 ChemAxon pka_strongest_acidic 1.96 ChemAxon pka_strongest_basic 9.36 ChemAxon iupac (2S)-2-amino-3-{2-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indol-3-yl}propanoic acid ChemAxon average_mass 366.37 ChemAxon mono_mass 366.142701056 ChemAxon smiles N[C@@H](CC1=C(NC2=CC=CC=C12)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=O ChemAxon formula C17H22N2O7 ChemAxon inchi InChI=1S/C17H22N2O7/c18-9(17(24)25)5-8-7-3-1-2-4-10(7)19-12(8)16-15(23)14(22)13(21)11(6-20)26-16/h1-4,9,11,13-16,19-23H,5-6,18H2,(H,24,25)/t9-,11+,13+,14-,15-,16+/m0/s1 ChemAxon inchikey CPXSBHKDEPPWIX-RAYCSJGISA-N ChemAxon polar_surface_area 169.26 ChemAxon refractivity 89.2 ChemAxon polarizability 36.57 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 169829 Specdb::MsMs 1448411 Specdb::MsMs 2280982 Specdb::MsMs 2280983 Specdb::MsMs 2280984 Specdb::MsMs 3085129 Specdb::MsMs 3085130 Specdb::MsMs 3085131 Specdb::NmrOneD 72732 Specdb::NmrOneD 72733 Specdb::NmrOneD 72734 Specdb::NmrOneD 72735 Specdb::NmrOneD 72736 Specdb::NmrOneD 72737 Specdb::NmrOneD 72738 Specdb::NmrOneD 72739 Specdb::NmrOneD 72740 Specdb::NmrOneD 72741 Specdb::NmrOneD 72742 Specdb::NmrOneD 72743 Specdb::NmrOneD 72744 Specdb::NmrOneD 72745 Specdb::NmrOneD 72746 Specdb::NmrOneD 72747 Specdb::NmrOneD 72748 Specdb::NmrOneD 72749 Specdb::NmrOneD 72750 Specdb::NmrOneD 72751 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 9157171 10981970 19232