CHEBI:132374 - 29-hydroxyfriedelan-3-one

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ChEBI Name 29-hydroxyfriedelan-3-one
ChEBI ID CHEBI:132374
Definition A pentacyclic triterpenoid with formula C30H50O2, originally isolated from Tripterygium hypoglaucum.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C30H50O2
Net Charge 0
Average Mass 442.718
Monoisotopic Mass 442.38108
InChI InChI=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
InChIKey NAOCHKKFDYTOII-MGIZKUGISA-N
SMILES [C@@]12(CC[C@]3([C@](CCC([C@@H]3C)=O)([H])[C@@]1(CC[C@@]4([C@@]2(CC[C@@]5([C@]4(C[C@](C)(CO)CC5)[H])C)C)C)C)C)[H]
Metabolite of Species Details
Microtropis triflora (NCBI:txid1089421) See: PubMed
Salacia petenensis (NCBI:txid1136861) Found in bark (BTO:0001301). See: PubMed
Tripterygium hypoglaucum (NCBI:txid205465) See: Phytochem., 53, (2000), 715
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(-)-29-Hydroxyfriedelan-3-one KNApSAcK
29-hydroxy-3-friedelanone ChEBI
29-hydroxyfriedelin ChEBI
friedelane-3-one-29-ol ChEBI
Manual Xref Database
C00036478 KNApSAcK
View more database links
Registry Numbers Types Sources
39903-21-4 CAS Registry Number KNApSAcK
4883441 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11270725 PubMed citation Europe PMC
17972583 PubMed citation Europe PMC
Last Modified
25 October 2016