Farinamycin information

Farinamycin
Names
	IUPAC name (3R,4R,5R)-2-amino-3,4-dihydroxy-5-((2-hydroxy-5-(8-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl)amino)-6-oxocyclohex-1-enecarboxamide
Identifiers
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:69016;
ChEMBL	ChEMBL1928033;
ChemSpider	28289273;
PubChem CID	136126569;
	InChI InChI=1S/C21H19N5O7/c22-13-12(19(23)32)16(29)15(18(31)17(13)30)24-9-6-7(4-5-10(9)27)20-25-14-8(21(33)26-20)2-1-3-11(14)28/h1-6,15,17-18,24,27-28,30-31H,22H2,(H2,23,32)(H,25,26,33)/t15-,17+,18+/m0/s1 Key: OLYXGVRSMULUQN-CGTJXYLNSA-N; InChI=1/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,13,15,17,19H,6,8-9H2,1H3/t13-,15-/m1/s1 Key: DAVNRFCJMIONPO-UKRRQHHQBW;
	SMILES C1=CC2=C(C(=C1)O)N=C(NC2=O)C3=CC(=C(C=C3)O)N[C@@H]4[C@H]([C@@H](C(=C(C4=O)C(=O)N)N)O)O;
Properties
Chemical formula	C21H19N5O7
Molar mass	453.13
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Farinamycin is a quinazoline metabolite that has been isolated from Streptomyces griseus. It is the first known metabolite to be produced by S. griseus that is not a phenoxazinone antibiotic. Farinamycin is formed from the condensation of 3-OH-anthranalite and 3,4-AHBA building blocks that later combine with Enaminomycin C biosynthetically. Many Streptomyces natural products have been used as antibiotics, antifungals, anticancer agents and immunosuppressive agents.^[1]

^ Nett M, Hertweck C (2011). "Farinamycin, a Qunazoline from "Streptomyces" "griseus"". J. Nat. Prod. 74 (10): 2265–2268. doi:10.1021/np2002513. PMID 21939253.

[1] Nett M, Hertweck C (2011). "Farinamycin, a Qunazoline from "Streptomyces" "griseus"". J. Nat. Prod. 74 (10): 2265–2268. doi:10.1021/np2002513. PMID 21939253.