Actinonin

Actinonin is a naturally occurring antibacterial agent that has demonstrated anti-tumor activity.^[1]

Actinonin
Names

Preferred IUPAC name (2R)-N⁴-Hydroxy-N¹-{(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}-2-pentylbutanediamide
Other names HONH-Val-Pro-OH (IUPAC peptide linear)
Identifiers
CAS Number	13434-13-4^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL308333^Y
ChemSpider	391756^Y
DrugBank	DB04310^Y
PubChem CID	443600
UNII	P18SPA8N0K^Y
CompTox Dashboard (EPA)	DTXSID70928580
InChI InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1^Y Key: XJLATMLVMSFZBN-VYDXJSESSA-N^Y InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1
SMILES O=C(N1[C@H](CO)CCC1)[C@@H](NC(=O)[C@H](CCCCC)CC(=O)NO)C(C)C
Properties
Chemical formula	C₁₉H₃₅N₃O₅
Molar mass	385.505 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Actiononin has been shown to inhibit the enzyme peptide deformylase, which is essential in bacteria.^[2]

References

^ Chen, D.Z.; Patel, D.V. (2000). "Actinonin, a Naturally Occurring Antibacterial Agent, Is a Potent Deformylase Inhibitor". Biochemistry. 39 (6): 1256–62. doi:10.1021/bi992245y. PMID 10684604.

^ Yoon, Hye-Jin; Kim, Hye Lee; Lee, Soo-Kyoung; Kim, Hyun-Woo; Kim, Hyung-Wook; Lee, Jae Young; Mikami, Bunzo; Suh, Se Won (2004). "Crystal structure of peptide deformylase from Staphylococcus aureus in complex with actinonin, a naturally occurring antibacterial agent". Proteins: Structure, Function, and Bioinformatics. 57 (3): 639–642. doi:10.1002/prot.20231. ISSN 1097-0134. PMID 15382235. S2CID 42929776.

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