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8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide |
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CHEBI:65363 |
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A sesquiterpene lactone and an organic heterotricyclic compound that is 2,3,3a,4,5,6,6a,9,9a,9b-decahydroazuleno[4,5-b]furan substituted by an acetoxy group at position 4, hydroxy groups at positions 6 and 9, methyl groups at positions 6 and 9, a methylidene group at position 3 and an oxo group at position 2. It is a guaianolide isolated from Chrysanthemum boreale and has been shown to exhibit cytotoxic activity against human cancer cell lines. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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InChI=1S/C17H22O6/c1-8-12-11(22-9(2)18)7-17(4,21)10-5-6-16(3,20)13(10)14(12)23-15(8)19/h5-6,10-14,20-21H,1,7H2,2-4H3/t10-,11+,12-,13+,14+,16-,17-/m1/s1 |
RWFXDGCFFQYKOB-CYYZGTNASA-N |
[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](C[C@@](C)(O)[C@]1([H])C=C[C@@](C)(O)[C@]21[H])OC(C)=O |
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Chrysanthemum boreale
(NCBI:txid344871)
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Found in
stem
(BTO:0001300).
See:
PubMed
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Chrysanthemum boreale
(NCBI:txid344871)
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Found in
leaf
(BTO:0000713).
See:
PubMed
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metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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View more via ChEBI Ontology
Outgoing
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8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
has role
antineoplastic agent
(CHEBI:35610)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
has role
metabolite
(CHEBI:25212)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
is a
γ-lactone
(CHEBI:37581)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
is a
acetate ester
(CHEBI:47622)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
is a
organic heterotricyclic compound
(CHEBI:26979)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
is a
sesquiterpene lactone
(CHEBI:37667)
8-acetoxy-4,10-dihydroxy-2,11(13)-guaiadiene-12,6-olide
(CHEBI:65363)
is a
tertiary alcohol
(CHEBI:26878)
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(3aR,4S,6R,6aR,9R,9aS,9bS)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-2,3,3a,4,5,6,6a,9,9a,9b-decahydroazuleno[4,5-b]furan-4-yl acetate
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18892294
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Reaxys Registry Number
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Reaxys
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18983901
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PubMed citation
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Europe PMC
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