Chemistry:Lavendamycin

Lavendamycin

Names
IUPAC name 1-(7-Amino-5,8-dioxo-5,8-dihydro-2-quinolinyl)-4-methyl-9H-β-carboline-3-carboxylic acid
Identifiers
CAS Number	81645-09-2 Y
3D model (JSmol)	Interactive image
ChemSpider	90882
PubChem CID	100585
UNII	XL8988YP79 Y
InChI InChI=1S/C22H14N4O4/c1-9-16-10-4-2-3-5-13(10)24-20(16)19(26-17(9)22(29)30)14-7-6-11-15(27)8-12(23)21(28)18(11)25-14/h2-8,24H,23H2,1H3,(H,29,30) Key: IGQJRDIREIWBQP-UHFFFAOYSA-N InChI=1/C22H14N4O4/c1-9-16-10-4-2-3-5-13(10)24-20(16)19(26-17(9)22(29)30)14-7-6-11-15(27)8-12(23)21(28)18(11)25-14/h2-8,24H,23H2,1H3,(H,29,30) Key: IGQJRDIREIWBQP-UHFFFAOYAD
SMILES Cc1c2c3ccccc3[nH]c2c(nc1C(=O)O)c4ccc5c(n4)C(=O)C(=CC5=O)N
Properties
Chemical formula	C22H14N4O4
Molar mass	398.378 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

Tracking categories (test):

• SizeSet

Lavendamycin is a naturally occurring chemical discovered in fermentation broth of the soil bacterium Streptomyces lavendulae. Lavendamycin has antibiotic properties and significant anti-proliferative effects against several cancer cell lines. The use of lavendamycin as cytotoxic to cancer therapy failed due to poor water solubility and non-specific cytotoxicity.

Notes

• Lavendamycin antitumor agents: structure-based design, synthesis, and NAD(P)H:quinone oxidoreductase 1 (NQO1) model validation with molecular docking and biological studies