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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
Structure of NOCARDAMIN

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)

HIDE SMILES / InChI
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

Sources: DOI: 10.1002/hlca.19510340317

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: WP408
Sources: DOI: 10.1007/s11746-998-0200-y
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cyclic peptides of the nocardamine class from a marine-derived bacterium of the genus Streptomyces.
2005 Apr
Genome sequence of Kitasatospora setae NBRC 14216T: an evolutionary snapshot of the family Streptomycetaceae.
2010 Dec
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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.
Name Type Language
NOCARDAMIN
MI  
Common Name English
1,12,23-TRIHYDROXY-1,6,12,17,23,28-HEXAAZACYCLOTRITRIACONTANE-2,5,13,16,24,27-HEXONE
Systematic Name English
PROFERRIOXAMINE E
Common Name English
DEFERRIFERRIOXAMINE E
Common Name English
NOCARDAMIN [MI]
Common Name English
NOCARDAMINE
Common Name English
DEFERRIOXAMINE E
Common Name English
DESFERRIOXAMINE E
Common Name English
Code System Code Type Description
CHEBI
50437
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY
MERCK INDEX
m8022
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID00181161
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY
CAS
26605-16-3
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY
FDA UNII
Q645668975
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY
PUBCHEM
161532
Created by admin on Sat Dec 16 04:28:58 GMT 2023 , Edited by admin on Sat Dec 16 04:28:58 GMT 2023
PRIMARY