1.02010-04-08 22:06:10 UTC2019-11-26 02:59:55 UTCFDB004283AcetyllycopsamineAcetyllycopsamine is soluble (in water) and a very weakly acidic compound (based on its pKa). Acetyllycopsamine can be found in borage, which makes acetyllycopsamine a potential biomarker for the consumption of this food product.3'-AcetyllycopsamineAcetyllycopsamineLycopsamine 1-acetateC17H27NO6341.3994341.183837601[1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl 2,3-dihydroxy-2-(propan-2-yl)butanoate[7-(acetyloxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl]methyl 2,3-dihydroxy-2-isopropylbutanoate73544-48-6CC(C)C(O)(C(C)O)C(=O)OCC1=CCN2CCC(OC(C)=O)C12InChI=1S/C17H27NO6/c1-10(2)17(22,11(3)19)16(21)23-9-13-5-7-18-8-6-14(15(13)18)24-12(4)20/h5,10-11,14-15,19,22H,6-9H2,1-4H3RKDOFSJTBIDAHX-UHFFFAOYSA-N belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.Alkaloids and derivativesOrganic compoundsAlkaloids and derivativesAliphatic heteropolycyclic compounds1,2-diolsAmino acids and derivativesAzacyclic compoundsBeta hydroxy acids and derivativesCarbonyl compoundsCarboxylic acid estersDicarboxylic acids and derivativesFatty acid estersHydrocarbon derivativesN-alkylpyrrolidinesOrganic oxidesOrganopnictogen compoundsPyrrolinesPyrrolizinesSecondary alcoholsTertiary alcoholsTrialkylamines1,2-diolAlcoholAliphatic heteropolycyclic compoundAlkaloid or derivativesAmineAmino acid or derivativesAzacycleBeta-hydroxy acidCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDicarboxylic acid or derivativesFatty acid esterFatty acylHydrocarbon derivativeHydroxy acidN-alkylpyrrolidineOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPyrrolidinePyrrolinePyrrolizineSecondary alcoholTertiary alcoholTertiary aliphatic amineTertiary aminelogp1.03logs-1.41solubility1.32e+01 g/llogp0.15pka_strongest_acidic11.34pka_strongest_basic7.22iupac[1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl 2,3-dihydroxy-2-(propan-2-yl)butanoateaverage_mass341.3994mono_mass341.183837601smilesCC(C)C(O)(C(C)O)C(=O)OCC1=CCN2CCC(OC(C)=O)C12formulaC17H27NO6inchiInChI=1S/C17H27NO6/c1-10(2)17(22,11(3)19)16(21)23-9-13-5-7-18-8-6-14(15(13)18)24-12(4)20/h5,10-11,14-15,19,22H,6-9H2,1-4H3inchikeyRKDOFSJTBIDAHX-UHFFFAOYSA-Npolar_surface_area96.3refractivity87.09polarizability35.4rotatable_bond_count8acceptor_count5donor_count2physiological_charge1formal_charge0Specdb::MsMs109056Specdb::MsMs109057Specdb::MsMs109058Specdb::MsMs176424Specdb::MsMs176425Specdb::MsMs176426Specdb::MsMs3600203Specdb::MsMs3600204Specdb::MsMs3600205Specdb::MsMs3601127Specdb::MsMs3601128Specdb::MsMs3601129BorageType 1specificBorago officinalis13363mutagenic1125