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CHEBI:195533 - PABA/NO

ChEBI IDCHEBI:195533
ChEBI NamePABA/NO
Stars
DefinitionA C-nitro compound that is benzene substituted by [4-(methylamino)benzoyl]oxy, nitro, nitro, and (3,3-dimethyl-2-oxido-2λ5-triaz-1-en-1-yl)oxy groups at positions 1, 2, 4, and 5, respectively. It is an anti-cancer compound that is designed to release NO upon activation by glutathione.
Last Modified11 August 2023
Submitterdoughowe
DownloadsMolfile
FormulaC16H16N6O8
Net Charge0
Average Mass420.338
Monoisotopic Mass420.10296
SMILESCNc1ccc(C(=O)Oc2cc(ON=[N+]([O-])N(C)C)c([N+](=O)[O-])cc2[N+](=O)[O-])cc1
InChIInChI=1S/C16H16N6O8/c1-17-11-6-4-10(5-7-11)16(23)29-14-9-15(30-18-22(28)19(2)3)13(21(26)27)8-12(14)20(24)25/h4-9,17H,1-3H3
InChIKeyDZJYJYAXGBNEMK-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
PABA/NO (CHEBI:195533) has role antineoplastic agent (CHEBI:35610)
PABA/NO (CHEBI:195533) has role apoptosis inducer (CHEBI:68495)
PABA/NO (CHEBI:195533) has role prodrug (CHEBI:50266)
PABA/NO (CHEBI:195533) is a C-nitro compound (CHEBI:35716)
PABA/NO (CHEBI:195533) is a azoxy compound (CHEBI:37390)
PABA/NO (CHEBI:195533) is a benzoate ester (CHEBI:36054)
PABA/NO (CHEBI:195533) is a secondary amino compound (CHEBI:50995)
PABA/NO (CHEBI:195533) is a triazene derivative (CHEBI:72573)
PABA/NO (CHEBI:195533) is a zwitterion (CHEBI:27369)
IUPAC Name 
5-[(3,3-dimethyl-2-oxido-2λ5-triaz-1-en-1-yl)oxy]-2,4-dinitrophenyl 4-(methylamino)benzoate
Synonyms  Source
PABA/NOSUBMITTER
5-[(3,3-dimethyl-2-oxido-1-triazen-1-yl)oxy]-2,4-dinitrophenyl 4-(methylamino)benzoateChEBI
O2-(2,4-dinitro-5-(4-(N-methylamino)benzoyloxy)phenyl) 1-(N,N-dimethylamino)diazen-1-ium-1,2-diolateChEBI
Registry NumbersSources
CAS:875769-11-2SUBMITTER
Citations