1.0 2010-04-08 22:10:06 UTC 2019-11-26 03:06:33 UTC FDB012310 Withaperuvin H Constituent of Physalis peruviana (Cape gooseberry). Withaperuvin H is found in fruits. C30H42O9S 578.714 578.254953632 6-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6,9,15,21-tetrahydroxy-1,5-dimethyl-16-oxa-13-thiapentacyclo[10.8.1.0²,¹⁰.0⁵,⁹.0¹⁷,²¹]henicos-18-en-20-one 6-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-6,9,15,21-tetrahydroxy-1,5-dimethyl-16-oxa-13-thiapentacyclo[10.8.1.0²,¹⁰.0⁵,⁹.0¹⁷,²¹]henicos-18-en-20-one CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC4SCC(O)OC5C=CC(=O)C(C)(C3CCC12C)C45O InChI=1S/C30H42O9S/c1-15-12-21(39-24(33)16(15)2)27(5,34)29(36)11-10-28(35)18-13-22-30(37)20(38-23(32)14-40-22)7-6-19(31)26(30,4)17(18)8-9-25(28,29)3/h6-7,17-18,20-23,32,34-37H,8-14H2,1-5H3 RALUHIBMVXYCHB-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 derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid lactones Aliphatic heteropolycyclic compounds Cyclic alcohols and derivatives Cyclohexenones Dialkylthioethers Dihydropyranones Enoate esters Hemiacetals Hydrocarbon derivatives Hydroxysteroids Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Tertiary alcohols 5-hydroxysteroid Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Dialkylthioether Dihydropyranone Enoate ester Hemiacetal Hydrocarbon derivative Hydroxysteroid Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Pyran Tertiary alcohol Thioether Withanolide-skeleton logp 0.85 ALOGPS logs -3.43 ALOGPS solubility 2.14e-01 g/l ALOGPS melting_point Mp 213-214° logp 1.69 ChemAxon pka_strongest_acidic 11.94 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 6-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6,9,15,21-tetrahydroxy-1,5-dimethyl-16-oxa-13-thiapentacyclo[10.8.1.0²,¹⁰.0⁵,⁹.0¹⁷,²¹]henicos-18-en-20-one ChemAxon average_mass 578.714 ChemAxon mono_mass 578.254953632 ChemAxon smiles CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC4SCC(O)OC5C=CC(=O)C(C)(C3CCC12C)C45O ChemAxon formula C30H42O9S ChemAxon inchi InChI=1S/C30H42O9S/c1-15-12-21(39-24(33)16(15)2)27(5,34)29(36)11-10-28(35)18-13-22-30(37)20(38-23(32)14-40-22)7-6-19(31)26(30,4)17(18)8-9-25(28,29)3/h6-7,17-18,20-23,32,34-37H,8-14H2,1-5H3 ChemAxon inchikey RALUHIBMVXYCHB-UHFFFAOYSA-N ChemAxon polar_surface_area 153.75 ChemAxon refractivity 148.06 ChemAxon polarizability 61.42 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26368 Specdb::CMs 43683 Specdb::CMs 282510 Specdb::CMs 390031 Specdb::CMs 390032 Specdb::CMs 390033 Specdb::CMs 390034 Specdb::CMs 390035 Specdb::CMs 390036 Specdb::CMs 390037 Specdb::CMs 390038 Specdb::CMs 390039 Specdb::CMs 390040 Specdb::CMs 390041 Specdb::CMs 390042 Specdb::CMs 390043 Specdb::CMs 390044 Specdb::CMs 390045 Specdb::CMs 390046 Specdb::CMs 390047 Specdb::CMs 390048 Specdb::CMs 390049 Specdb::CMs 390050 Specdb::CMs 390051 Specdb::CMs 390052 Specdb::MsMs 45606 Specdb::MsMs 45607 Specdb::MsMs 45608 Specdb::MsMs 174117 Specdb::MsMs 174118 Specdb::MsMs 174119 Specdb::MsMs 2328711 Specdb::MsMs 2328712 Specdb::MsMs 2328713 Specdb::MsMs 2633915 Specdb::MsMs 2633916 Specdb::MsMs 2633917 HMDB34061 #<Reference:0x000055ce32ffb7d8> Fruits Unknown generic