has role pentacyclic triterpenoid anti-inflammatory drug non-narcotic analgesic antipyretic cyclic terpene ketone friedelin (-)-friedelin (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethylicosahydropicen-3(2H)-one 426.71740 A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. C30H50O CAS:559-74-0 CHEBI:5171 D:A-friedooleanan-3-one InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1 KEGG:C08626 KNApSAcK:C00003747 MetaCyc:CPD-13047 OFMXGFHWLZPCFL-SVRPQWSVSA-N PMID:17639555 PMID:20610397 PMID:20675291 PMID:21718291 Patent:WO2009072916 [H][C@@]12CCC(=O)[C@H](C)[C@@]1(C)CC[C@@]1([H])[C@@]2(C)CC[C@@]2(C)[C@]3([H])CC(C)(C)CC[C@]3(C)CC[C@]12C chebi_ontology friedelan-3-one friedelin friedeline plant metabolite