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CHEBI:132396 - regelidine

ChEBI IDCHEBI:132396
ChEBI Nameregelidine
Stars
DefinitionA sesquiterpene alkaloid that is isolated from the stem of Tripterygium regelii.
Last Modified12 July 2016
Submitterliuqingping
DownloadsMolfile
FormulaC35H37NO8
Net Charge0
Average Mass599.680
Monoisotopic Mass599.25192
SMILES[H][C@]12C[C@@H](OC(=O)c3ccccc3)[C@]3(C)[C@@H](OC(=O)c4ccccc4)CC[C@](C)(O)[C@@]3(OC1(C)C)[C@@H]2OC(=O)c1cccnc1
InChIInChI=1S/C35H37NO8/c1-32(2)25-20-27(42-30(38)23-14-9-6-10-15-23)34(4)26(41-29(37)22-12-7-5-8-13-22)17-18-33(3,40)35(34,44-32)28(25)43-31(39)24-16-11-19-36-21-24/h5-16,19,21,25-28,40H,17-18,20H2,1-4H3/t25-,26+,27-,28-,33+,34+,35+/m1/s1
InChIKeyMZSHQEJWMYSZEP-OYUJOXQTSA-N
Species of MetaboliteComponentSourceComments
Tripterygium regelii (ncbitaxon:123485) stem (BTO:0001300) PubMed (27113553)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
regelidine (CHEBI:132396) has functional parent nicotinic acid (CHEBI:15940)
regelidine (CHEBI:132396) has role plant metabolite (CHEBI:76924)
regelidine (CHEBI:132396) is a benzoate ester (CHEBI:36054)
regelidine (CHEBI:132396) is a bridged compound (CHEBI:35990)
regelidine (CHEBI:132396) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
regelidine (CHEBI:132396) is a organic heterotricyclic compound (CHEBI:26979)
regelidine (CHEBI:132396) is a oxacycle (CHEBI:38104)
regelidine (CHEBI:132396) is a pyridine alkaloid (CHEBI:26416)
regelidine (CHEBI:132396) is a sesquiterpene alkaloid (CHEBI:26657)
regelidine (CHEBI:132396) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3R,5R,5aS,6S,9S,9aS,10R)-5,6-bis(benzoyloxy)-9-hydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepin-10-yl pyridine-3-carboxylate
Registry NumbersSources
Reaxys:22297507Reaxys
Citations