CHEBI:191411 - taiwanin C

ChEBI IDCHEBI:191411
ChEBI Nametaiwanin C
Stars
DefinitionA furonaphthodioxole that is furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one substituted by a 1,3-benzodioxol-5-yl group at position 5. It is a naturally occurring lignan extracted from Taiwania cryptomerioides and found to be a potential inhibitor of COX2 expression.
Last Modified2 June 2023
Submitterslaulederkind
DownloadsMolfile
FormulaC20H12O6
Net Charge0
Average Mass348.310
Monoisotopic Mass348.06339
SMILESO=C1OCc2cc3cc4c(cc3c(-c3ccc5c(c3)OCO5)c21)OCO4
InChIInChI=1S/C20H12O6/c21-20-19-12(7-22-20)3-11-5-16-17(26-9-25-16)6-13(11)18(19)10-1-2-14-15(4-10)24-8-23-14/h1-6H,7-9H2
InChIKeyYMGOOHXUOWZQOE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Eleutherococcus divaricatus var. chiisanensis (ncbitaxon:96666) Root (BTO:0001188) PubMed (12392817) Species also known as Acanthopanax chiisanensis.
Taiwania cryptomerioides (ncbitaxon:50187) - PubMed (11142847)
Acanthopanax henryi (IPNI:89458-1) - PubMed (30915141)
Justicia procumbens (ncbitaxon:859317) - PubMed (21328534)
Cleistanthus patulus (IPNI:341431-1) - PubMed (17404921)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
taiwanin C (CHEBI:191411) has role antineoplastic agent (CHEBI:35610)
taiwanin C (CHEBI:191411) has role plant metabolite (CHEBI:76924)
taiwanin C (CHEBI:191411) has role platelet aggregation inhibitor (CHEBI:50427)
taiwanin C (CHEBI:191411) is a benzodioxoles (CHEBI:38298)
taiwanin C (CHEBI:191411) is a furonaphthodioxole (CHEBI:50307)
taiwanin C (CHEBI:191411) is a lignan (CHEBI:25036)
IUPAC Name 
5-(1,3-benzodioxol-5-yl)furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
Synonyms  Source
5-(1,3-benzodioxol-5-yl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-oneSUBMITTER
6,7-(epoxymethanoxy)-9-(1,3-benzodioxole-5-yl)-1,3-dihydronaphtho[2,3-c]furan-1-oneSUBMITTER
5-(2H-1,3-benzodioxol-5-yl)-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-oneIUPAC
Manual XrefsDatabases
C00037881KNApSAcK
322327ChemSpider
Registry NumbersSources
CAS:14944-34-4SUBMITTER
Citations