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CHEBI:66444 - scutebarbatine D

ChEBI IDCHEBI:66444
ChEBI Namescutebarbatine D
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 Modified25 September 2013
DownloadsMolfile
FormulaC33H35NO8
Net Charge0
Average Mass573.642
Monoisotopic Mass573.23627
SMILES[H][C@]12CC[C@H](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/C33H35NO8/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/h5-11,14-18,24-25,27-28,35,39H,1,12-13,19H2,2-4H3/b15-14+/t24-,25+,27-,28-,31+,32-,33-/m0/s1
InChIKeyKOVASSJTPZCMEZ-ZYRAKILPSA-N
Species of MetaboliteComponentSourceComments
Scutellaria barbata (ncbitaxon:396367) whole plant (BTO:0001461) PubMed (16755060)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 D (CHEBI:66444) has role antineoplastic agent (CHEBI:35610)
scutebarbatine D (CHEBI:66444) has role metabolite (CHEBI:25212)
scutebarbatine D (CHEBI:66444) is a benzoate ester (CHEBI:36054)
scutebarbatine D (CHEBI:66444) is a butenolide (CHEBI:50523)
scutebarbatine D (CHEBI:66444) is a diterpene alkaloid (CHEBI:23847)
scutebarbatine D (CHEBI:66444) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name 
(1R*,2S*,3R*,4R*,4aS*,7S*,8aR*)-2-(benzoyloxy)-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]decahydronaphthalen-1-yl pyridine-3-carboxylate
Synonym  Source
rel-(1R,2S,3R,4R,4aS,7S,8aR)-2-(benzoyloxy)-3,7-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethenyl]decahydronaphthalen-1-yl pyridine-3-carboxylateIUPAC
Registry NumbersSources
Reaxys:10408554Reaxys
Citations