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CHEBI:66445 - scutebarbatine E

ChEBI IDCHEBI:66445
ChEBI Namescutebarbatine E
Stars
DefinitionA diterpene alkaloid of group of neo-clerodanes isolated from the whole plants of Scutellaria barbata and has been shown to exhibit neoplastic activity.
Last Modified1 December 2014
DownloadsMolfile
FormulaC33H33NO8
Net Charge0
Average Mass571.626
Monoisotopic Mass571.22062
SMILES[H][C@]12CCC(=O)C(=C)[C@]1(C)[C@@H](OC(=O)c1cccnc1)[C@H](OC(=O)c1ccccc1)[C@](C)(O)[C@]2(C)/C=C/C1=CC(=O)OC1
InChIInChI=1S/C33H33NO8/c1-20-24(35)12-13-25-31(2,15-14-21-17-26(36)40-19-21)33(4,39)28(42-29(37)22-9-6-5-7-10-22)27(32(20,25)3)41-30(38)23-11-8-16-34-18-23/h5-11,14-18,25,27-28,39H,1,12-13,19H2,2-4H3/b15-14+/t25-,27+,28+,31-,32+,33+/m1/s1
InChIKeyQIEGXQSSMCKBHF-OUMZYSQDSA-N
Species of MetaboliteComponentSourceComments
Scutellaria barbata (ncbitaxon:396367) whole plant (BTO:0001461) PubMed (16755060)
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
scutebarbatine E (CHEBI:66445) has role antineoplastic agent (CHEBI:35610)
scutebarbatine E (CHEBI:66445) has role plant metabolite (CHEBI:76924)
scutebarbatine E (CHEBI:66445) is a benzoate ester (CHEBI:36054)
scutebarbatine E (CHEBI:66445) is a butenolide (CHEBI:50523)
scutebarbatine E (CHEBI:66445) is a diterpene alkaloid (CHEBI:23847)
scutebarbatine E (CHEBI:66445) is a diterpene lactone (CHEBI:49193)
scutebarbatine E (CHEBI:66445) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name 
rel-(1R,2S,3R,4R,4aS,8aR)-2-(benzoyloxy)-3-hydroxy-3,4,8a-trimethyl-8-methylidene-7-oxo-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]decahydronaphthalen-1-yl pyridine-3-carboxylate
Manual XrefsDatabases
C00031328KNApSAcK
Registry NumbersSources
Reaxys:10408134Reaxys
Citations