1.0 2010-04-08 22:14:17 UTC 2019-11-26 03:17:23 UTC FDB019324 4,7-Didehydroneophysalin B Constituent of Physalis alkekengi (winter cherry). 4,7-Didehydroneophysalin B is found in fruits. C28H28O9 508.5165 508.173332494 (1R,2S,5R,9R,17R,18S,21S,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.0^{1,5}.0^{2,24}.0^{8,17}.0^{9,14}.0^{18,27}.0^{21,26}]nonacosa-11,13,15-triene-4,10,22,29-tetrone (1R,2S,5R,9R,17R,18S,21S,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.0^{1,5}.0^{2,24}.0^{8,17}.0^{9,14}.0^{18,27}.0^{21,26}]nonacosa-11,13,15-triene-4,10,22,29-tetrone 134461-76-0 [H][C@]12[C@@]34OC[C@H]5C(=O)O[C@]([H])(C[C@@]15C)[C@]1(C)OC(=O)[C@](O)(CCC5[C@@]3([H])C=CC3=CC=CC(=O)[C@]53C)[C@]21OC4=O InChI=1S/C28H28O9/c1-23-11-18-25(3)28-20(23)27(22(32)37-28,34-12-16(23)19(30)35-18)15-8-7-13-5-4-6-17(29)24(13,2)14(15)9-10-26(28,33)21(31)36-25/h4-8,14-16,18,20,33H,9-12H2,1-3H3/t14?,15-,16+,18-,20-,23-,24+,25+,26+,27+,28+/m1/s1 KUSIVZBQAMNZCO-WTNVZHRJSA-N belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed). Physalins and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Physalins and derivatives Aliphatic heteropolycyclic compounds Carboxylic acid esters Delta valerolactones Dialkyl ethers Furans Furopyrans Gamma butyrolactones Hydrocarbon derivatives Ketones Organic oxides Oxacyclic compounds Oxanes Pyrans Tertiary alcohols Tetrahydrofurans Tricarboxylic acids and derivatives Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta valerolactone Delta_valerolactone Dialkyl ether Ether Furan Furopyran Gamma butyrolactone Hydrocarbon derivative Ketone Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Physalin skeleton Pyran Tertiary alcohol Tetrahydrofuran Tricarboxylic acid or derivatives logp 2.22 ALOGPS logs -3.53 ALOGPS solubility 1.51e-01 g/l ALOGPS melting_point Mp 299-300° (synth) logp 1.51 ChemAxon pka_strongest_acidic 11.21 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (1R,2S,5R,9R,17R,18S,21S,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.0^{1,5}.0^{2,24}.0^{8,17}.0^{9,14}.0^{18,27}.0^{21,26}]nonacosa-11,13,15-triene-4,10,22,29-tetrone ChemAxon average_mass 508.5165 ChemAxon mono_mass 508.173332494 ChemAxon smiles [H][C@]12[C@@]34OC[C@H]5C(=O)O[C@]([H])(C[C@@]15C)[C@]1(C)OC(=O)[C@](O)(CCC5[C@@]3([H])C=CC3=CC=CC(=O)[C@]53C)[C@]21OC4=O ChemAxon formula C28H28O9 ChemAxon inchi InChI=1S/C28H28O9/c1-23-11-18-25(3)28-20(23)27(22(32)37-28,34-12-16(23)19(30)35-18)15-8-7-13-5-4-6-17(29)24(13,2)14(15)9-10-26(28,33)21(31)36-25/h4-8,14-16,18,20,33H,9-12H2,1-3H3/t14?,15-,16+,18-,20-,23-,24+,25+,26+,27+,28+/m1/s1 ChemAxon inchikey KUSIVZBQAMNZCO-WTNVZHRJSA-N ChemAxon polar_surface_area 125.43 ChemAxon refractivity 126.25 ChemAxon polarizability 49.15 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB39695 #<Reference:0x000055ce2da487c8> Fruits Unknown generic