Sceptrin

Sceptrin is a bioactive marine isolate.[1] It has been isolated from the marine sponge Agelas conifera and appears to have affinity for the bacterial actin equivalent MreB.[2] As such, sceptrin may lead to cell wall decomposition and may possess antibiotic potential.

Sceptrin

Identifiers
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL307456
ChemSpider	138516
PubChem CID	157394
CompTox Dashboard (EPA)	DTXSID00276460
InChI InChI=1S/C22H24Br2N10O2/c23-9-1-13(27-3-9)19(35)29-5-11-12(6-30-20(36)14-2-10(24)4-28-14)18(16-8-32-22(26)34-16)17(11)15-7-31-21(25)33-15/h1-4,7-8,11-12,17-18,27-28H,5-6H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t11-,12-,17-,18-/m1/s1 Key: YPZNLFZLPZWWAD-GWIYSAMLSA-N InChI=1/C22H24Br2N10O2/c23-9-1-13(27-3-9)19(35)29-5-11-12(6-30-20(36)14-2-10(24)4-28-14)18(16-8-32-22(26)34-16)17(11)15-7-31-21(25)33-15/h1-4,7-8,11-12,17-18,27-28H,5-6H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t11-,12-,17-,18-/m1/s1 Key: YPZNLFZLPZWWAD-GWIYSAMLBB
SMILES C1=C(NC=C1Br)C(=O)NC[C@@H]2[C@H]([C@@H]([C@H]2C3=CN=C(N3)N)C4=CN=C(N4)N)CNC(=O)C5=CC(=CN5)Br
Properties
Chemical formula	C22H24Br2N10O2
Molar mass	620.310 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

See also

• Ageliferin
• Prokaryotic cytoskeleton

References

1. Cipres, A; O'Malley, DP; Li, K; Finlay, D; Baran, PS; Vuori, K (2010). "Sceptrin, a marine natural compound, inhibits cell motility in a variety of cancer cell lines". ACS Chemical Biology. 5 (2): 195–202. doi:10.1021/cb900240k. PMC 2825093. PMID 20030414.
2. Rodriguez, AD; Lear, MJ; La Clair, JJ (2008). "Identification of the binding of sceptrin to MreB via a bidirectional affinity protocol". J Am Chem Soc. 130 (23): 7256–7258. doi:10.1021/ja7114019. PMID 18479102.