EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:132346 - neotriptophenolide

ChEBI IDCHEBI:132346
ChEBI Nameneotriptophenolide
Stars
DefinitionA tetracyclic diterpenoid with formula C21H26O4, originally isolated from Tripterygium wilfordii and Tripterygium hypoglaucum
Last Modified24 October 2016
Submitterliuqingping
DownloadsMolfile
FormulaC21H26O4
Net Charge0
Average Mass342.435
Monoisotopic Mass342.18311
SMILES[H][C@@]12CCc3c(OC)c(C(C)C)cc(O)c3[C@@]1(C)CCC1=C2COC1=O
InChIInChI=1S/C21H26O4/c1-11(2)14-9-17(22)18-13(19(14)24-4)5-6-16-15-10-25-20(23)12(15)7-8-21(16,18)3/h9,11,16,22H,5-8,10H2,1-4H3/t16-,21-/m0/s1
InChIKeyYQHBJMHUMJXFDN-KKSFZXQISA-N
Species of MetaboliteComponentSourceComments
Tripterygium wilfordii (ncbitaxon:458696) - PubMed (7102323)
Tripterygium hypoglaucum (ncbitaxon:205465) - PubMed (Phytochemistry, 2000, 53, 715-722.)
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)
neotriptophenolide (CHEBI:132346) has role plant metabolite (CHEBI:76924)
neotriptophenolide (CHEBI:132346) is a aromatic ether (CHEBI:35618)
neotriptophenolide (CHEBI:132346) is a organic heterotetracyclic compound (CHEBI:38163)
neotriptophenolide (CHEBI:132346) is a phenols (CHEBI:33853)
neotriptophenolide (CHEBI:132346) is a tetracyclic triterpenoid (CHEBI:26893)
neotriptophenolide (CHEBI:132346) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3bR,9bS)-9-hydroxy-6-methoxy-9b-methyl-7-(propan-2-yl)-3b,4,5,9b,10,11-hexahydrophenanthro[1,2-c]furan-1(3H)-one
Manual XrefsDatabases
133766PubChem Compound
C00037548KNApSAcK
Registry NumbersSources
Reaxys:7391194Reaxys
CAS:81827-74-9KNApSAcK
CAS:81827-74-9ChemIDplus
Citations