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CHEBI:7567 - nigakihemiacetal A

ChEBI IDCHEBI:7567
ChEBI Namenigakihemiacetal A
Stars
DefinitionA quassinoid that is picras-2-ene substituted by hydroxy groups at positions 11, 13 and 16, methoxy groups at positions 2 and 12 and an oxo group at position 1 (the 11α,12β stereoisomer).
Last Modified28 July 2014
DownloadsMolfile
FormulaC22H34O7
Net Charge0
Average Mass410.507
Monoisotopic Mass410.23045
SMILES[H][C@]12CC(O)O[C@]3([H])C[C@@]4([H])[C@H](C)C=C(OC)C(=O)[C@]4(C)[C@@]([H])([C@H](O)[C@@H](OC)[C@@]1(C)O)[C@]23C
InChIInChI=1S/C22H34O7/c1-10-7-12(27-5)18(25)20(2)11(10)8-14-21(3)13(9-15(23)29-14)22(4,26)19(28-6)16(24)17(20)21/h7,10-11,13-17,19,23-24,26H,8-9H2,1-6H3/t10-,11+,13-,14-,15?,16+,17-,19-,20+,21-,22+/m1/s1
InChIKeyPOGHHDUAPIJTLG-XWNOXRIFSA-N
Roles Classification
Application:
antifeedant  A substance that prevents pests from feeding.
ChEBI Ontology
Outgoing Relation(s)
nigakihemiacetal A (CHEBI:7567) has parent hydride picrasane (CHEBI:36506)
nigakihemiacetal A (CHEBI:7567) has role antifeedant (CHEBI:22583)
nigakihemiacetal A (CHEBI:7567) is a lactol (CHEBI:38131)
nigakihemiacetal A (CHEBI:7567) is a organic heterotetracyclic compound (CHEBI:38163)
nigakihemiacetal A (CHEBI:7567) is a quassinoid (CHEBI:72485)
IUPAC Name 
(11α,12β)-11,13,16-trihydroxy-2,12-dimethoxypicras-2-en-1-one
Manual XrefsDatabases
C08772KEGG COMPOUND
C00003721KNApSAcK
Registry NumbersSources
Reaxys:1665802Reaxys
CAS:30248-05-6KEGG COMPOUND