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arglabin |
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CHEBI:73228 |
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An organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding γ-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers. |
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This entity has been manually annotated by the ChEBI Team.
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Steve Jupe
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Molfile
XML
SDF
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more structures >>
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InChI=1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11+,12-,14-,15+/m0/s1 |
UVJYAKBJSGRTHA-CUZKYEQNSA-N |
[H][C@@]12[C@H]3OC(=O)C(=C)[C@@H]3CC[C@]3(C)O[C@]13CC=C2C |
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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
(3aR,4aS,6aS,9aS,9bR)-1,4a-dimethyl-7-methylene-5,6,6a,7,9a,9b-hexahydro-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one
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(+)-arglabin
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ChEBI
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1β,10β-epoxyguaia-3,11(13)-dien-12,6α-olide
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ChEBI
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3549528
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Reaxys Registry Number
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Reaxys
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84692-91-1
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CAS Registry Number
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ChemIDplus
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15079907
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PubMed citation
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Europe PMC
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17634992
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PubMed citation
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Europe PMC
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21997763
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PubMed citation
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Europe PMC
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22849854
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PubMed citation
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Europe PMC
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8374514
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PubMed citation
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Europe PMC
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