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CHEBI:70415 - 1β-hydroxyfriedelin

ChEBI IDCHEBI:70415
ChEBI Name1β-hydroxyfriedelin
Stars
ASCII Name1beta-hydroxyfriedelin
DefinitionA pentacyclic triterpenoid that is friedelin substituted by a β-hydroxy group at position 1. It has been isolated from the leaves of Garcia parviflora.
Last Modified1 June 2015
DownloadsMolfile
FormulaC30H50O2
Net Charge0
Average Mass442.728
Monoisotopic Mass442.38108
SMILES[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]1(C)[C@@]3([H])CC[C@]4(C)[C@@H](C)C(=O)C[C@@H](O)[C@@]4([H])[C@]3(C)CC[C@@]21C
InChIInChI=1S/C30H50O2/c1-19-20(31)17-21(32)24-27(19,5)10-9-22-28(24,6)14-16-30(8)23-18-25(2,3)11-12-26(23,4)13-15-29(22,30)7/h19,21-24,32H,9-18H2,1-8H3/t19-,21+,22-,23+,24+,26+,27+,28+,29+,30-/m0/s1
InChIKeyBFXGCIAJMLLIBE-NYCLATEYSA-N
Species of MetaboliteComponentSourceComments
Garcia parviflora (IPNI:107401-2)
leaf (BTO:0000713) PubMed (20958014) EtOAc extract of air-dried, powdered branch and leaves
branch (BTO:0000148) PubMed (20958014) EtOAc extract of air-dried, powdered branch and leaves
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)
1β-hydroxyfriedelin (CHEBI:70415) has functional parent friedelin (CHEBI:5171)
1β-hydroxyfriedelin (CHEBI:70415) has role plant metabolite (CHEBI:76924)
1β-hydroxyfriedelin (CHEBI:70415) is a cyclic terpene ketone (CHEBI:36130)
1β-hydroxyfriedelin (CHEBI:70415) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(1R,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aR,14bS)-1-hydroxy-4,4a,6b,8a,11,11,12b,14a-octamethylicosahydropicen-3(2H)-one
Synonym  Source
1β-hydroxy-3-oxo-D:A-friedooleananeChEBI
Registry NumbersSources
Reaxys:20006447Reaxys
Citations