Epolactaene
Names
IUPAC name
Methyl (2E,3E,5E,9E)-2-ethylidene-11-[(1R,5R)-4-hydroxy-4-methyl-2-oxo-6-oxa-3-azabicyclo[3.1.0]hexan-1-yl]-4,10-dimethyl-11-oxoundeca-3,5,9-trienoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C21H27NO6/c1-6-15(17(24)27-5)12-13(2)10-8-7-9-11-14(3)16(23)21-18(28-21)20(4,26)22-19(21)25/h6,8,10-12,18,26H,7,9H2,1-5H3,(H,22,25)/b10-8+,13-12+,14-11+,15-6+/t18-,20?,21-/m0/s1
    Key: GFRNQYUCUNYIEN-ZLXMTJSISA-N
  • C/C=C(\C=C(/C)\C=C\CC/C=C(\C)/C(=O)[C@@]12[C@@H](O1)C(NC2=O)(C)O)/C(=O)OC
Properties
C21H27NO6
Molar mass 389.448 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Epolactaene is a neuritogenic fungal isolate.[1][2][3]

References

  1. ↑ Kakeya, H; Takahashi, I; Okada, G; Isono, K; Osada, H (1995). "Epolactaene, a novel neuritogenic compound in human neuroblastoma cells, produced by a marine fungus". The Journal of Antibiotics. 48 (7): 733–5. doi:10.7164/antibiotics.48.733. PMID 7649877.
  2. ↑ Nagumo Y, Kakeya H, Shoji M, Hayashi Y, Dohmae N, Osada H (2005). "Epolactaene binds human Hsp60 Cys442 resulting in the inhibition of chaperone activity". Biochem J. 387 (Pt 3): 835–40. doi:10.1042/BJ20041355. PMC 1135015. PMID 15603555.
  3. ↑ Mizushina Y, Kuramochi K, Ikawa H, Kuriyama I, Shimazaki N, Takemura M, et al. (2005). "Structural analysis of epolactaene derivatives as DNA polymerase inhibitors and anti-inflammatory compounds". Int J Mol Med. 15 (5): 785–93. doi:10.3892/ijmm.15.5.785. PMID 15806299.


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