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CHEBI:75251 - picropodophyllotoxin

ChEBI IDCHEBI:75251
ChEBI Namepicropodophyllotoxin
Stars
DefinitionAn organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.
Secondary ChEBI IDCHEBI:8204
Last Modified14 August 2016
SubmitterSteve
DownloadsMolfile
FormulaC22H22O8
Net Charge0
Average Mass414.410
Monoisotopic Mass414.13147
SMILES[H][C@@]12C(=O)OC[C@]1([H])[C@@H](O)c1cc3c(cc1[C@H]2c1cc(OC)c(OC)c(OC)c1)OCO3
InChIInChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1
InChIKeyYJGVMLPVUAXIQN-HAEOHBJNSA-N
Species of MetaboliteComponentSourceComments
Podophyllum peltatum (ncbitaxon:35933) root (BTO:0001188) Article (Book: American Medicinal Plants by Charles F. Millspaugh (Nov. 1974))
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.
insulin-like growth factor receptor 1 antagonist  An antagonist at the insulin-like growth factor receptor 1.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
picropodophyllotoxin (CHEBI:75251) has role antineoplastic agent (CHEBI:35610)
picropodophyllotoxin (CHEBI:75251) has role insulin-like growth factor receptor 1 antagonist (CHEBI:75252)
picropodophyllotoxin (CHEBI:75251) has role plant metabolite (CHEBI:76924)
picropodophyllotoxin (CHEBI:75251) has role tyrosine kinase inhibitor (CHEBI:38637)
picropodophyllotoxin (CHEBI:75251) is a furonaphthodioxole (CHEBI:50307)
picropodophyllotoxin (CHEBI:75251) is a lignan (CHEBI:25036)
picropodophyllotoxin (CHEBI:75251) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
Synonym  Source
PicropodophyllinChemIDplus
Manual XrefsDatabases
C10871KEGG COMPOUND
HMDB0031452HMDB
WO2012047172Patent
C00002619KNApSAcK
Registry NumbersSources
Reaxys:99161Reaxys
CAS:477-47-4ChemIDplus
CAS:477-47-4KEGG COMPOUND
Citations