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bigelovin |
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CHEBI:69337 |
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A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetoxy group at position 4. Isolated from Inula hupehensis, it exhibits antineoplastic activity. |
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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/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12+,14-,15+,17+/m1/s1 |
DCNRYQODUSSOKC-MMLVVLEOSA-N |
C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@@]2(C)[C@H]1C=CC2=O |
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Inula hupehensis
(IPNI:225932-1)
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Found in
aerial part
(BTO:0001658).
95% aqueous EtOH extract of dried and powdered aerial parts
See:
PubMed
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apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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View more via ChEBI Ontology
(3aR,4S,4aR,7aR,8R,9aS)-4a,8-dimethyl-3-methylidene-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl acetate
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6α,8α-dihydroxy-4-oxo-ambrosa-2,11(13)-dien-12-oic acid-12,8-lactone acetate
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ChemIDplus
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1295049
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Reaxys Registry Number
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Reaxys
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3668-14-2
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CAS Registry Number
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ChemIDplus
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19107858
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PubMed citation
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Europe PMC
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21894898
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PubMed citation
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Europe PMC
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23231968
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PubMed citation
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Europe PMC
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24118350
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PubMed citation
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Europe PMC
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8657753
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PubMed citation
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Europe PMC
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