Abikoviromycin

Abikoviromycin
Names
	IUPAC name (1S,3R,10Z)-10-ethylidene-2-oxa-6-azatricyclo[5.3.0.01,3]deca-6,8-diene
	Other names Latumcidin
Identifiers
CAS Number	31774-33-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	16735636;
PubChem CID	6450263;
UNII	V639MO1IZ5;
CompTox Dashboard (EPA)	DTXSID501043393 ;
	InChI InChI=1S/C10H11NO/c1-2-7-3-4-8-10(7)9(12-10)5-6-11-8/h2-4,9H,5-6H2,1H3/b7-2-/t9-,10+/m1/s1 Key: KQSFHAWSULOGRI-LPPIIHRRSA-N;
	SMILES CC=C1C=CC2=NCCC3C12O3;
Properties
Chemical formula	C10H11NO
Molar mass	161.204 g·mol−1
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	7 mg/kg (IV, mice)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Abikoviromycin is an antiviral antibiotic piperidine alkaloid with the molecular formula C₁₀H₁₁NO. It is produced by the bacteria Streptomyces abikoensis and Streptomyces rubescens.^[3]^[1]^[4]^[5] It was discovered at National Institutes of Health in Japan (now called the National Institute of Infectious Diseases) and first reported in the Japanese Medical Journal in 1951 in a paper authored by researchers Hamao Umezawa, Tadakatu Tazaki, and Setsuko Fukuyama.^[2]

References

1 2 "Abikoviromycin". Pubchem.ncbi.NLM.nih.gov.
1 2 Umezawa, Hamao; Tazaki, Tadakatu; Fukuyama, Setsuko (1951). "An Antiviral Substance, Abikoviromycin, Produced by Streptomyces Species". The Japanese Medical Journal. 4 (5): 331–346. doi:10.7883/yoken1948.4.331.
↑ Wørmer, Gustav J.; Poulsen, Thomas B. (April 2022). "The [4.3.0] Piperidine Alkaloids: Architectures, Biology, Biosyntheses, and the Complete Details of the Asymmetric Syntheses of Streptazone A and Abikoviromycin". Synlett. 33 (7): 637–654. doi:10.1055/a-1688-0826. S2CID 243842986.
↑ Ph.D, DR ANTHONY MELVIN CRASTO (27 March 2019). "Abikoviromycin". New Drug Approvals.
↑ Gurevich, A.I.; Kolosov, M.N.; Korobko, V.G.; Onoprienko, V.V. (January 1968). "The structure of abikoviromycin". Tetrahedron Letters. 9 (18): 2209–2212. doi:10.1016/S0040-4039(00)89721-X. PMID 5651005.