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CHEBI:65376 - ainsliadimer A

ChEBI IDCHEBI:65376
ChEBI Nameainsliadimer A
Stars
DefinitionA sesquiterpene lactone isolated from the whole plants of Ainsliaea macrocephala; exhibits inhibitory activity against production of nitric oxide (NO).
Last Modified21 February 2013
DownloadsMolfile
FormulaC30H34O7
Net Charge0
Average Mass506.595
Monoisotopic Mass506.23045
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])CCC(=C)[C@]1([H])CC(=O)[C@]3(CC[C@@]4(O)[C@]3(O)C[C@@]3([H])C(=C)CC[C@@]5([H])C(=C)C(=O)O[C@]5([H])[C@@]43[H])[C@]21[H]
InChIInChI=1S/C30H34O7/c1-13-5-7-17-15(3)26(32)36-24(17)22-19(13)11-21(31)28(22)9-10-29(34)23-20(12-30(28,29)35)14(2)6-8-18-16(4)27(33)37-25(18)23/h17-20,22-25,34-35H,1-12H2/t17-,18-,19-,20-,22-,23-,24-,25-,28+,29-,30-/m0/s1
InChIKeyQYIHABZOQGFHJO-RLKQMHIPSA-N
Species of MetaboliteComponentSourceComments
Ainsliaea macrocephala (ncbitaxon:418270) whole plant (BTO:0001461) PubMed (18484734)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
ChEBI Ontology
Outgoing Relation(s)
ainsliadimer A (CHEBI:65376) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
ainsliadimer A (CHEBI:65376) has role metabolite (CHEBI:25212)
ainsliadimer A (CHEBI:65376) is a sesquiterpene lactone (CHEBI:37667)
ainsliadimer A (CHEBI:65376) is a spiro compound (CHEBI:33599)
IUPAC Name 
(3aS,3a'S,6aR,6a'R,7a'S,9R,9aR,9bS,10a'S,10b'S,10c'S)-7a',10a'-dihydroxy-3,3',6,6'-tetramethylideneicosahydro-2H-spiro[azuleno[4,5-b]furan-9,8'-cyclopenta[2,3]azuleno[4,5-b]furan]-2,2',8(3H,3'H)-trione
Synonym  Source
(+)-ainsliadimer AChEBI
Registry NumbersSources
Reaxys:19020292Reaxys
Citations