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friedelin
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.


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more general categories    information about this item
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 analgesic [CHEBI:35480] (114) 
 non-narcotic analgesic [CHEBI:35481] (56) 
 friedelin [CHEBI:5171] (1)
04. Bioactive Capabilities of Specific Chemicals  
04. Bioactive Capabilities of Specific Chemicals
 Isomerases [EC:5] (351) 
 Intramolecular transferases (mutases) [EC:5.4] (104) 
 Transferring Other Groups [EC:5.4.99] (56) 
 Friedelin synthase [EC:5.4.99.50] (2) 
 friedelin [CHEBI:5171] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 anti-inflammatory drug [CHEBI:35472] (112) 
 friedelin [CHEBI:5171] (1)
 antipyretic [CHEBI:35493] (20) 
 friedelin [CHEBI:5171] (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) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 triterpenoid [CHEBI:36615] (228) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 triterpenoid [CHEBI:36615] (228) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (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) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 friedelin [CHEBI:5171] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 terpene ketone [CHEBI:26872] (39) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 cyclic terpene ketone [CHEBI:36130] (33) 
 friedelin [CHEBI:5171] (1)
ChEBI Compound Accession Identifier  [CHEBI:5171]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  5171
ChEBI InChI Value  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
ChEBI InChIKey Value  OFMXGFHWLZPCFL-SVRPQWSVSA-N
ChEBI Compound Name  friedelin
ChEBI SMILES Value  [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 Substance ID  135610151
ChEBI URL  ChEBI:5171
ChemSpider ID  82597
Ontomatica Chemical Accession Key (OnChAKey)  OFMXGFHWLZPCFL_SVRPQWSVSA_N_000_000000
PubChem Compound ID  91472