Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C27H48N6O9 |
| Molecular Weight | 600.7048 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ON1CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O
InChI
InChIKey=NHKCCADZVLTPPO-UHFFFAOYSA-N
InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36)
| Molecular Formula | C27H48N6O9 |
| Molecular Weight | 600.7048 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Nocardamine is a cyclic trihydroxamate. It belongs to a group of microbial siderophores which form complexes with iron and aluminum ions. Nocardamine was described first as an antibiotic active against mycobacteria and proteus. It is produced by Nocardia species, several Streptomyces species, Chromobacterium and Pseudomonas. Nocardamine exhibited significant antioxidant effects. It is suggested that it should be applied in food and biological model systems. In vitro nocardamine showed antitumor activity – it has inhibitory effects to colony formation of tumor cells.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Identification of a cluster of genes that directs desferrioxamine biosynthesis in Streptomyces coelicolor M145. | 2004 Dec 22 |
|
| Cyclic peptides of the nocardamine class from a marine-derived bacterium of the genus Streptomyces. | 2005 Apr |
|
| Desferrioxamine E produced by Streptomyces griseus stimulates growth and development of Streptomyces tanashiensis. | 2005 Sep |
|
| Genome sequence of Kitasatospora setae NBRC 14216T: an evolutionary snapshot of the family Streptomycetaceae. | 2010 Dec |
Patents
Sample Use Guides
T-47D, SK-Mel-5, SK-Mel-28, RPMI-7951 cancer cells. The cells were treated with nocardamine at 5, 10, 20 and 40 uM in soft agar matrix and incubated at 37 ◦C in a 5% CO2 incubator for 3 weeks. Results indicated that nocardamine inhibited colony formation of T-47D, SK-Mel-5, SK-Mel-28, and RPMI-7951
cancer cells.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 04:28:58 GMT 2023
by
admin
on
Sat Dec 16 04:28:58 GMT 2023
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| Record UNII |
Q645668975
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| Record Status |
Validated (UNII)
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| Record Version |
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