Item 1 of 1 (back to results) (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside A sterol 3-beta-D-glucoside that is ergosta-6,9,22-triene-3beta-ol with a peroxy group between positions 5 and 8 and is substituted by a beta-D-glucopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from the fruit bodies of Chlorophyllum molybdites, it exhibits cytotoxicity against Kato III cells.

Current search: 05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > antineoplastic agent [CHEBI:35610] > (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] × Select any link to see items in a related category. more general categories    information about this item 03. Biological Effects of Specific Chemicals  03. Biological Effects of Specific Chemicals  biochemical uses [CHEBI:52206] (3306)   metabolite [CHEBI:25212] (2692)   secondary metabolite [CHEBI:26619] (2225)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1) 05. Industrial Uses  05. Industrial Uses  pharmaceutical [CHEBI:52217] (1978)   drug [CHEBI:23888] (1930)   antineoplastic agent [CHEBI:35610] (760)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   p-block molecular entity [CHEBI:33675] (25343)   chalcogen molecular entity [CHEBI:33304] (15225)   oxygen molecular entity [CHEBI:25806] (14414)   oxide [CHEBI:25741] (2086)   organic oxide [CHEBI:25701] (31)   organic peroxide [CHEBI:25702] (23)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  peroxides [CHEBI:25940] (26)   organic peroxide [CHEBI:25702] (23)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  organooxygen compound [CHEBI:36963] (11352)   glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  hexoside [CHEBI:35313] (246)   glucoside [CHEBI:24278] (206)   D-glucoside [CHEBI:35436] (202)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  beta-glucoside [CHEBI:60980] (171)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  carbohydrate derivative [CHEBI:63299] (2582)   monosaccharide derivative [CHEBI:63367] (720)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  hexoside [CHEBI:35313] (246)   glucoside [CHEBI:24278] (206)   D-glucoside [CHEBI:35436] (202)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  beta-glucoside [CHEBI:60980] (171)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  carbohydrate derivative [CHEBI:63299] (2582)   monosaccharide derivative [CHEBI:63367] (720)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  carbon group molecular entity [CHEBI:33582] (23847)   organic molecular entity [CHEBI:50860] (23769)   lipid [CHEBI:18059] (3532)   steroid [CHEBI:35341] (716)   cholestanoid [CHEBI:50401] (34)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  heteroorganic entity [CHEBI:33285] (15197)   organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  hexoside [CHEBI:35313] (246)   glucoside [CHEBI:24278] (206)   D-glucoside [CHEBI:35436] (202)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  beta-glucoside [CHEBI:60980] (171)   beta-D-glucoside [CHEBI:10400] (171)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  carbohydrate derivative [CHEBI:63299] (2582)   monosaccharide derivative [CHEBI:63367] (720)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   organic polycyclic compound [CHEBI:51958] (1654)   steroid [CHEBI:35341] (716)   cholestanoid [CHEBI:50401] (34)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  polyatomic entity [CHEBI:36357] (18777)   molecule [CHEBI:25367] (11520)   cyclic compound [CHEBI:33595] (7817)   polycyclic compound [CHEBI:33635] (4078)   organic polycyclic compound [CHEBI:51958] (1654)   steroid [CHEBI:35341] (716)   cholestanoid [CHEBI:50401] (34)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  organic cyclic compound [CHEBI:33832] (7633)   organic polycyclic compound [CHEBI:51958] (1654)   steroid [CHEBI:35341] (716)   cholestanoid [CHEBI:50401] (34)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   organic polycyclic compound [CHEBI:51958] (1654)   steroid [CHEBI:35341] (716)   cholestanoid [CHEBI:50401] (34)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  steroid saponin [CHEBI:61655] (35)   sterol 3-beta-D-glucoside [CHEBI:37424] (6)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  heteroatomic molecular entity [CHEBI:37577] (13672)   oxide [CHEBI:25741] (2086)   organic oxide [CHEBI:25701] (31)   organic peroxide [CHEBI:25702] (23)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1)  peroxides [CHEBI:25940] (26)   organic peroxide [CHEBI:25702] (23)   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside [CHEBI:65852] (1) ChEBI Compound Accession Identifier:   [CHEBI:65852] ChEBI Compound Description:   A sterol 3-beta-D-glucoside that is ergosta-6,9,22-triene-3beta-ol with a peroxy group between positions 5 and 8 and is substituted by a beta-D-glucopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from the fruit bodies of Chlorophyllum molybdites, it exhibits cytotoxicity against Kato III cells. ChEBI Compound Identification Number:   65852 ChEBI InChI Value:   InChI=1S/C34H52O8/c1-19(2)20(3)7-8-21(4)23-9-10-25-31(23,5)13-12-26-32(6)14-11-22(17-33(32)15-16-34(25,26)42-41-33)39-30-29(38)28(37)27(36)24(18-35)40-30/h7-8,12,15-16,19-25,27-30,35-38H,9-11,13-14,17-18H2,1-6H3/b8-7+/t20-,21+,22-,23+,24+,25+,27+,28-,29+,30+,31+,32+,33+,34-/m0/s1 ChEBI InChIKey Value:   PIUDVAYSOWOHCO-UFXGVOTHSA-N ChEBI Compound Name:   (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside ChEBI SMILES Value:   [H][C@@]1(O[C@H]2CC[C@]3(C)C4=CC[C@]5(C)[C@]([H])(CC[C@@]5([H])[C@]44OO[C@@]3(C2)C=C4)[C@H](C)\C=C\[C@H](C)C(C)C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ChEBI Substance ID:   160709576 ChEBI URL:   ChEBI:65852 ChemSpider ID:   28532983 Ontomatica Chemical Accession Key (OnChAKey):   PIUDVAYSOWOHCO_UFXGVOTHSA_N_000_000000 PubChem Compound ID:   70697749