1.0 2010-04-08 22:10:32 UTC 2019-11-26 03:07:59 UTC FDB013114 Hebevinoside VIII Toxic constituent of the toxic mushrrom Hebeloma vinosophyllum. Hebevinoside VIII is found in mushrooms. 6-3-O-(4-O-Acetyl)-beta-D-xylopyranoside-16-O-(4,6-di-O-acetyl)-beta-D-glucopyranoside Hebevinoside VIII C47H74O15 879.0815 878.502771698 [3-(acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate [3-(acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate 101365-10-0 CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(OC(C)=O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3 CASUNJDNTPMYBY-UHFFFAOYSA-N belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. Cucurbitacin glycosides Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal glycosides Aliphatic heteropolycyclic compounds 7-hydroxysteroids Acetals Carbonyl compounds Carboxylic acid esters Cucurbitacins Delta-5-steroids Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Secondary alcohols Tricarboxylic acids and derivatives Triterpenoids 7-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cucurbitacin glycoside skeleton Cucurbitacin skeleton Delta-5-steroid Glycosyl compound Hydrocarbon derivative Hydroxysteroid Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Secondary alcohol Tricarboxylic acid or derivatives Triterpenoid logp 4.17 ALOGPS logs -4.86 ALOGPS solubility 1.22e-02 g/l ALOGPS logp 3.7 ChemAxon pka_strongest_acidic 11.97 ChemAxon pka_strongest_basic -0.61 ChemAxon iupac [3-(acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate ChemAxon average_mass 879.0815 ChemAxon mono_mass 878.502771698 ChemAxon smiles CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(OC(C)=O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O ChemAxon formula C47H74O15 ChemAxon inchi InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3 ChemAxon inchikey CASUNJDNTPMYBY-UHFFFAOYSA-N ChemAxon polar_surface_area 216.97 ChemAxon refractivity 224.16 ChemAxon polarizability 97.15 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 12 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 43494 Specdb::MsMs 43495 Specdb::MsMs 43496 Specdb::MsMs 110706 Specdb::MsMs 110707 Specdb::MsMs 110708 Specdb::MsMs 2421003 Specdb::MsMs 2421004 Specdb::MsMs 2421005 Specdb::MsMs 2544688 Specdb::MsMs 2544689 Specdb::MsMs 2544690 HMDB34598 #<Reference:0x000055ce319ebb00> Common mushroom Type 1 specific Agaricus bisporus 5341 Mushrooms Unknown generic Oyster mushroom Type 1 specific Pleurotus ostreatus 5322