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CHEBI:65376 - ainsliadimer A

Default Structure
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:
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).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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