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9-Deacetoxyfumigaclavine C

From Wikipedia, the free encyclopedia
9-Deacetoxyfumigaclavine C
Names
IUPAC name
6,8β-Dimethyl-2-(2-methylbut-3-en-2-yl)ergoline
Systematic IUPAC name
(6aR,9R,10aR)-7,9-Dimethyl-5-(2-methylbut-3-en-2-yl)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C21H28N2/c1-6-21(3,4)20-16-11-18-15(10-13(2)12-23(18)5)14-8-7-9-17(22-20)19(14)16/h6-9,13,15,18,22H,1,10-12H2,2-5H3/t13-,15-,18-/m1/s1
    Key: GXEMWNLJOIOIIM-DDUZABMNSA-N
  • [H][C@@]12CC3=C(NC4=C3C(=CC=C4)[C@@]1([H])C[C@@H](C)CN2C)C(C)(C)C=C
Properties
C21H28N2
Molar mass308.469 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

9-Deacetoxyfumigaclavine C is anergolinealkaloid. It is a potent, selective, anticancer compound, within vitro activity comparable todoxorubicin (IC50 = 3.1μM againstK562).[2] 9-Deacetoxyfumigaclavine C is a compound made by a variety offungi.

References

[edit]
  1. ^"KNApSAcK Metabolite Information - C00047370".www.knapsackfamily.com.
  2. ^Ge HM; Yu ZG; Zhang J; Wu JH; Tan RX (2009)."Bioactive alkaloids from endophytic Aspergillus fumigatus".J Nat Prod.72 (4):753–5.doi:10.1021/np800700e.PMID 19256529.


Ergolines
(incl.lysergines)
Clavines
(6,8-dimethylergolines)
Lysergamides
(lysergic acid amides)
Ergopeptines
(peptide ergolines)
Partial ergolines
Related compounds
Natural sources


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