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CHEBI:10324 - α-peltatin

ChEBI IDCHEBI:10324
ChEBI Nameα-peltatin
Stars
ASCII Namealpha-peltatin
DefinitionAn organic heterotetracyclic compound that is 4'-demethylpodophyllotoxin which is substituted by a hydroxy group at position 10 but which is lacking the hydroxy group at position 9. It is found as a glucoside in the rhizomes of Podophyllum peltatum.
Last Modified28 July 2014
DownloadsMolfile
FormulaC21H20O8
Net Charge0
Average Mass400.383
Monoisotopic Mass400.11582
SMILES[H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(O)c(OC)c1)c1cc3c(c(O)c1C2)OCO3
InChIInChI=1S/C21H20O8/c1-25-13-4-9(5-14(26-2)19(13)23)16-11-6-15-20(29-8-28-15)18(22)12(11)3-10-7-27-21(24)17(10)16/h4-6,10,16-17,22-23H,3,7-8H2,1-2H3/t10-,16+,17-/m0/s1
InChIKeyJGGWNGRBXJWAOC-HKJPBSJPSA-N
Roles Classification
Biological Role:
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)
α-peltatin (CHEBI:10324) has role antineoplastic agent (CHEBI:35610)
α-peltatin (CHEBI:10324) has role metabolite (CHEBI:25212)
α-peltatin (CHEBI:10324) is a furonaphthodioxole (CHEBI:50307)
α-peltatin (CHEBI:10324) is a lignan (CHEBI:25036)
α-peltatin (CHEBI:10324) is a organic heterotetracyclic compound (CHEBI:38163)
α-peltatin (CHEBI:10324) is a phenols (CHEBI:33853)
α-peltatin (CHEBI:10324) is a γ-lactone (CHEBI:37581)
Incoming Relation(s)
β-peltatin (CHEBI:74867) has functional parent α-peltatin (CHEBI:10324)
IUPAC Name 
(5R,5aR,8aR)-10-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
Synonyms  Source
NCI 1074ChemIDplus
NSC 24817ChemIDplus
α-peltatin AChemIDplus
8-hydroxy-2-hydroxymethyl-6,7-methylenedioxy-4-(4'-hydroxy-3',5'-dimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene-3-carboxylic acid lactoneChEBI
[5R-(5α,5aα,5aβ,8aα)]-5,8,8a,9-tetrahydro-10-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)furo[3',3':6,7]naphtho[2,3-d]-1,3-dioxo-6(5aH)-oneChEBI
Manual XrefsDatabases
C10729KEGG COMPOUND
C00002615KNApSAcK
Registry NumbersSources
Reaxys:98482Reaxys
CAS:568-53-6KEGG COMPOUND
CAS:568-53-6ChemIDplus
Citations