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CHEBI:194146 - tigilanol tiglate

ChEBI IDCHEBI:194146
ChEBI Nametigilanol tiglate
Stars
DefinitionA diterpenoid natural product isolated from the kernels of the Australian blushwood tree (Fontainea picrosperma). It is approved as a veterinary pharmaceutical for the treatment of non-metastatic and non-resectable canine mast cell tumours.
Last Modified6 December 2022
SubmitterAdnan
DownloadsMolfile
FormulaC30H42O10
Net Charge0
Average Mass562.656
Monoisotopic Mass562.27780
SMILES[H][C@@]12C=C(C)C(=O)[C@@]1(O)[C@H](O)[C@@]1(CO)O[C@H]1[C@]1([H])[C@]2(O)[C@H](C)[C@@H](OC(=O)/C(C)=C/C)[C@@]2(OC(=O)[C@@H](C)CC)C(C)(C)[C@@]12[H]
InChIInChI=1S/C30H42O10/c1-9-13(3)23(33)38-21-16(6)28(36)17-11-15(5)20(32)29(17,37)25(35)27(12-31)22(39-27)18(28)19-26(7,8)30(19,21)40-24(34)14(4)10-2/h9,11,14,16-19,21-22,25,31,35-37H,10,12H2,1-8H3/b13-9+/t14-,16+,17-,18+,19+,21+,22-,25+,27-,28-,29+,30+/m0/s1
InChIKeyYLQZMOUMDYVSQR-FOWZUWBHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Fontainea picrosperma (ncbitaxon:1319830) fruit (BTO:0000486) PubMed (25272271)
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.
protein kinase C agonist  An agonist that selectively binds to and activates a protein kinase C receptor
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tigilanol tiglate (CHEBI:194146) has role antineoplastic agent (CHEBI:35610)
tigilanol tiglate (CHEBI:194146) has role plant metabolite (CHEBI:76924)
tigilanol tiglate (CHEBI:194146) has role protein kinase C agonist (CHEBI:64018)
tigilanol tiglate (CHEBI:194146) is a diester (CHEBI:51307)
tigilanol tiglate (CHEBI:194146) is a diterpenoid (CHEBI:23849)
tigilanol tiglate (CHEBI:194146) is a organic heteropentacyclic compound (CHEBI:38164)
tigilanol tiglate (CHEBI:194146) is a phorbol ester (CHEBI:37532)
IUPAC Name 
(1aR,1bR,1cS,2aR,3S,3aS,6aS,6bR,7R,8R,8aS)-3,3a,6b-trihydroxy-2a-(hydroxymethyl)-1,1,5,7-tetramethyl-8a-{[(2S)-2-methylbutanoyl]oxy}-4-oxo-1a,1b,1c,2a,3,3a,4,6a,6b,7,8,8a-dodecahydro-1H-cyclopropa[5',6']benzo[1',2':7,8]azuleno[5,6-b]oxiren-8-yl (2E)-2-methylbut-2-enoate
Synonyms  Source
EBC-46ChemIDplus
EBI-46ChemIDplus
EBC46ChEBI
EBC 46ChEBI
TTChEBI
Brand Name  Source
StelfontaChEBI
Manual XrefsDatabases
Tigilanol_tiglateWikipedia
D11191KEGG DRUG
52084739ChemSpider
Registry NumbersSources
CAS:943001-56-7ChemIDplus
Citations