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CHEBI:4429 - deoxypodophyllotoxin

ChEBI IDCHEBI:4429
ChEBI Namedeoxypodophyllotoxin
Stars
DefinitionA member of the class of furonaphthodioxoles that is (5R,5aR,8aR)-5,8,8a,9-tetrahydro-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one substituted at position 5 by a 3,4,5-trimethoxyphenyl group.
Last Modified14 July 2016
DownloadsMolfile
FormulaC22H22O7
Net Charge0
Average Mass398.411
Monoisotopic Mass398.13655
SMILES[H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(OC)c(OC)c1)c1cc3c(cc1C2)OCO3
InChIInChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3/t13-,19+,20-/m0/s1
InChIKeyZGLXUQQMLLIKAN-SVIJTADQSA-N
Species of MetaboliteComponentSourceComments
Anthriscus sylvestris (ncbitaxon:48027) - PubMed (25608854)
Dysosma versipellis (ncbitaxon:93611) - PubMed (25712646)
Juniperus communis (ncbitaxon:58039) - PubMed (24913660)
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
deoxypodophyllotoxin (CHEBI:4429) has role antineoplastic agent (CHEBI:35610)
deoxypodophyllotoxin (CHEBI:4429) has role apoptosis inducer (CHEBI:68495)
deoxypodophyllotoxin (CHEBI:4429) has role plant metabolite (CHEBI:76924)
deoxypodophyllotoxin (CHEBI:4429) is a furonaphthodioxole (CHEBI:50307)
deoxypodophyllotoxin (CHEBI:4429) is a lignan (CHEBI:25036)
deoxypodophyllotoxin (CHEBI:4429) is a methoxybenzenes (CHEBI:51683)
deoxypodophyllotoxin (CHEBI:4429) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(5R,5aR,8aR)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydro-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
Synonyms  Source
SilicicolinKNApSAcK
AnthricinKNApSAcK
HernandinChemIDplus
4-DeoxypodophyllotoxinChemIDplus
DesoxypodophyllotoxinChemIDplus
HernandionChemIDplus
UniProt Name  Source
(−)-deoxypodophyllotoxinUniProt
Manual XrefsDatabases
C10556KEGG COMPOUND
C00002597KNApSAcK
CPD-8958MetaCyc
Registry NumbersSources
Reaxys:98060Reaxys
CAS:19186-35-7KEGG COMPOUND
CAS:19186-35-7ChemIDplus
CAS:19186-35-7NIST Chemistry WebBook
Citations