Term: | ergosterol peroxide |
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Accession: | CHEBI:65858
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Definition: | An ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3beta,5alpha,8alpha,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities. |
Synonyms: | exact_synonym: | (3S,5S,8S,9R,10R,13R,14R,17R)-17-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol |
| related_synonym: | (22E,24R)-5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol; (24R)-5alpha,8alpha-epidioxy-24-methylcholesta-6,22-dien-3beta-ol; (3beta,5alpha,8alpha,22E)-5,8-epidioxyergosta-6,22-dien-3-ol; 5alpha,8alpha-epidioxy-22E-ergosta-6,22-dien-3beta-ol; Formula=C28H44O3; InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1; InChIKey=VXOZCESVZIRHCJ-KGHQQZOUSA-N; SMILES=[H][C@@]1(CC[C@]2([H])[C@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O)C[C@@]33OO[C@@]21C=C3)[C@H](C)\\C=C\\[C@H](C)C(C)C; ergosterol 5alpha,8alpha-epidioxide; ergosterol endoperoxide; ergosterol-5,8-peroxide; peroxyergosterol |
| xref: | CAS:2061-64-5; Chemspider:4508532 |
| xref_mesh: | MESH:C036071 |
| xref: | PMID:10423860; PMID:11014261; PMID:15665489; PMID:21341709; PMID:21428374; PMID:21469696; PMID:22083593; PMID:9635497; Reaxys:96852; Wikipedia:Ergosterol_peroxide |
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