1.02010-04-08 22:05:10 UTC2019-11-26 02:56:44 UTCFDB001917Withaperuvin DConstituent of leaves of Physalis peruviana (Cape gooseberry). Withaperuvin D is found in fruits.4b,5a,14a,17b,20S-Pentahydroxy-3a,6a-oxido-1-oxo-24-ergosten-26,22R-olideC28H40O9520.6118520.2672328787-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-4,7,16,17-tetrahydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadecan-13-one7-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-4,7,16,17-tetrahydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadecan-13-one87749-17-5CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5OInChI=1S/C28H40O9/c1-13-10-19(37-22(31)14(13)2)25(5,32)27(34)9-8-26(33)16-11-20-28(35)21(30)17(36-20)12-18(29)24(28,4)15(16)6-7-23(26,27)3/h15-17,19-21,30,32-35H,6-12H2,1-5H3DMAZCUJZFYKTRY-UHFFFAOYSA-N belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.Withanolides and derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesSteroid lactonesAliphatic heteropolycyclic compoundsCyclic alcohols and derivativesDialkyl ethersDihydropyranonesEnoate estersHydrocarbon derivativesHydroxysteroidsKetonesLactonesMonocarboxylic acids and derivativesMonosaccharidesNaphthofuransOrganic oxidesOxacyclic compoundsOxepanesPolyolsSecondary alcoholsTertiary alcoholsTetrahydrofurans5-hydroxysteroidAlcoholAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCyclic alcoholDialkyl etherDihydropyranoneEnoate esterEtherHydrocarbon derivativeHydroxysteroidKetoneLactoneMonocarboxylic acid or derivativesMonosaccharideNaphthofuranOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxepanePolyolPyranSecondary alcoholTertiary alcoholTetrahydrofuranWithanolide-skeletonlogp0.62logs-2.59solubility1.35e+00 g/lmelting_pointMp 209-211°logp0.7pka_strongest_acidic12.12pka_strongest_basic-3.2iupac7-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-4,7,16,17-tetrahydroxy-8,12-dimethyl-18-oxapentacyclo[13.2.1.0³,¹¹.0⁴,⁸.0¹²,¹⁷]octadecan-13-oneaverage_mass520.6118mono_mass520.267232878smilesCC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5OformulaC28H40O9inchiInChI=1S/C28H40O9/c1-13-10-19(37-22(31)14(13)2)25(5,32)27(34)9-8-26(33)16-11-20-28(35)21(30)17(36-20)12-18(29)24(28,4)15(16)6-7-23(26,27)3/h15-17,19-21,30,32-35H,6-12H2,1-5H3inchikeyDMAZCUJZFYKTRY-UHFFFAOYSA-Npolar_surface_area153.75refractivity129.89polarizability54.94rotatable_bond_count2acceptor_count8donor_count5physiological_charge0formal_charge0Specdb::CMs11747Specdb::CMs41759Specdb::MsMs84549Specdb::MsMs84550Specdb::MsMs84551Specdb::MsMs146433Specdb::MsMs146434Specdb::MsMs146435Specdb::MsMs2822363Specdb::MsMs2822364Specdb::MsMs2822365Specdb::MsMs2859769Specdb::MsMs2859770Specdb::MsMs2859771HMDB30116FruitsUnknowngeneric