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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H21N7O8.Na.H
Molecular Weight 475.3884
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of AZOTOMYCIN MONOSODIUM

SMILES

[H+].[Na+].N[C@@H](CCC(=O)N[C@@H](CCC(=O)C=[N+]=[N-])C(=O)N[C@@H](CCC(=O)C=[N+]=[N-])C([O-])=O)C([O-])=O

InChI

InChIKey=BLLHCAJGRHAVEL-QKWXXBCPSA-M
InChI=1S/C17H23N7O8.Na/c18-11(16(29)30)3-6-14(27)23-12(4-1-9(25)7-21-19)15(28)24-13(17(31)32)5-2-10(26)8-22-20;/h7-8,11-13H,1-6,18H2,(H,23,27)(H,24,28)(H,29,30)(H,31,32);/q;+1/p-1/t11-,12-,13-;/m0./s1

HIDE SMILES / InChI
AZOTOMYCIN, a diazo analog of L-glutamine, is an antineoplastic antibiotic isolated from Streptomyces ambofaciens. It inhibits glutamine-dependent enzymes involved in purine and pyrimidine biosynthesis, resulting in inhibition of DNA synthesis. It was tested in human malignancies in the 1950s.

Approval Year

PubMed

PubMed

TitleDatePubMed
Name Type Language
AZOTOMYCIN MONOSODIUM
Common Name English
NORLEUCINE, 6-DIAZO-N-(6-DIAZO-N-.GAMMA.-GLUTAMYL-5-OXONORLEUCYL)-5-OXO-, MONOSODIUM SALT
Systematic Name English
L-NORLEUCINE, 6-DIAZO-N-(6-DIAZO-N-L-.GAMMA.-GLUTAMYL-5-OXO-L-NORLEUCYL)-5-OXO-, MONOSODIUM SALT
Systematic Name English
Code System Code Type Description
CAS
22204-48-4
Created by admin on Fri Dec 15 15:48:55 GMT 2023 , Edited by admin on Fri Dec 15 15:48:55 GMT 2023
PRIMARY
CAS
55156-24-6
Created by admin on Fri Dec 15 15:48:55 GMT 2023 , Edited by admin on Fri Dec 15 15:48:55 GMT 2023
NON-SPECIFIC STOICHIOMETRY
PUBCHEM
3043141
Created by admin on Fri Dec 15 15:48:55 GMT 2023 , Edited by admin on Fri Dec 15 15:48:55 GMT 2023
PRIMARY
FDA UNII
CGQ6700612
Created by admin on Fri Dec 15 15:48:55 GMT 2023 , Edited by admin on Fri Dec 15 15:48:55 GMT 2023
PRIMARY