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CHEBI:132374 - 29-hydroxyfriedelan-3-one

ChEBI IDCHEBI:132374
ChEBI Name29-hydroxyfriedelan-3-one
Stars
DefinitionA pentacyclic triterpenoid with formula C30H50O2, originally isolated from Tripterygium hypoglaucum.
Last Modified25 October 2016
Submitterliuqingping
DownloadsMolfile
FormulaC30H50O2
Net Charge0
Average Mass442.728
Monoisotopic Mass442.38108
SMILES[H][C@]12CC[C@]3(C)[C@@H](C)C(=O)CC[C@@]3([H])[C@]1(C)CC[C@@]1(C)[C@]3([H])C[C@](C)(CO)CC[C@]3(C)CC[C@]21C
InChIInChI=1S/C30H50O2/c1-20-21(32)8-9-22-27(20,4)11-10-23-28(22,5)15-17-30(7)24-18-25(2,19-31)12-13-26(24,3)14-16-29(23,30)6/h20,22-24,31H,8-19H2,1-7H3/t20-,22+,23-,24+,25+,26+,27+,28-,29+,30-/m0/s1
InChIKeyNAOCHKKFDYTOII-MGIZKUGISA-N
Species of MetaboliteComponentSourceComments
Salacia petenensis (ncbitaxon:1136861) bark (BTO:0001301) PubMed (11270725)
Tripterygium hypoglaucum (ncbitaxon:205465) - Article (Phytochem., 53, (2000), 715)
Microtropis triflora (ncbitaxon:1089421) - PubMed (17972583)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
29-hydroxyfriedelan-3-one (CHEBI:132374) has parent hydride friedelane (CHEBI:71575)
29-hydroxyfriedelan-3-one (CHEBI:132374) has role plant metabolite (CHEBI:76924)
29-hydroxyfriedelan-3-one (CHEBI:132374) is a cyclic terpene ketone (CHEBI:36130)
29-hydroxyfriedelan-3-one (CHEBI:132374) is a pentacyclic triterpenoid (CHEBI:25872)
29-hydroxyfriedelan-3-one (CHEBI:132374) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(4R,4aS,6aS,6bR,8aS,11R,12aR,12bS,14aS,14bS)-11-(hydroxymethyl)-4,4a,6b,8a,11,12b,14a-heptamethylicosahydropicen-3(2H)-one
Synonyms  Source
(-)-29-Hydroxyfriedelan-3-oneKNApSAcK
29-hydroxyfriedelinChEBI
friedelane-3-one-29-olChEBI
29-hydroxy-3-friedelanoneChEBI
Manual XrefsDatabases
C00036478KNApSAcK
Registry NumbersSources
Reaxys:4883441Reaxys
CAS:39903-21-4KNApSAcK
Citations