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CHEBI:66443 - scutebarbatine C

ChEBI IDCHEBI:66443
ChEBI Namescutebarbatine C
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 Modified7 September 2017
DownloadsMolfile
FormulaC33H35NO8
Net Charge0
Average Mass573.642
Monoisotopic Mass573.23627
SMILES[H][C@]12CC=C[C@](C)(O)[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/C33H35NO8/c1-30(16-14-21-18-25(35)40-20-21)24-13-8-15-31(2,38)32(24,3)26(41-29(37)23-12-9-17-34-19-23)27(33(30,4)39)42-28(36)22-10-6-5-7-11-22/h5-12,14-19,24,26-27,38-39H,13,20H2,1-4H3/b16-14+/t24-,26+,27+,30-,31+,32+,33+/m1/s1
InChIKeyXOXFENMJJYQPJP-VPHYOZAUSA-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 C (CHEBI:66443) has role antineoplastic agent (CHEBI:35610)
scutebarbatine C (CHEBI:66443) has role plant metabolite (CHEBI:76924)
scutebarbatine C (CHEBI:66443) is a benzoate ester (CHEBI:36054)
scutebarbatine C (CHEBI:66443) is a butenolide (CHEBI:50523)
scutebarbatine C (CHEBI:66443) is a diterpene alkaloid (CHEBI:23847)
scutebarbatine C (CHEBI:66443) is a octahydronaphthalenes (CHEBI:138397)
scutebarbatine C (CHEBI:66443) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name 
(1R*,2S*,3R*,4R*,4aR*,8S*,8aS*)-2-(benzoyloxy)-3,8-dihydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl pyridine-3-carboxylate
Synonym  Source
rel-[(1R,2S,3R,4R,4aR,8S,8aS)-2-benzoyloxy-3,8-dihydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5-tetrahydronaphthalen-1-yl] pyridine-3-carboxylateIUPAC
Registry NumbersSources
Reaxys:10407308Reaxys
Citations