Terminology Service for NFDI4Health
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glionitrin A

Go to external page http://purl.obolibrary.org/obo/CHEBI_65967

A pyrazinoindole with a disulfide bridge spanning a dioxo-substituted pyrazine ring. It is an antibiotic isolated from the microbial strains Sphingomonas and Aspergillus fumigatus, and exhibits cytotoxic activity against four human cancer cell lines: HCT-116, A549, AGS, and DU145.

Term info

Label

glionitrin A

Synonyms
  • (3S,10aS)-3-(hydroxymethyl)-2-methyl-7-nitro-2,3-dihydro-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione
database cross reference
Subsets

3_STAR

IUPAC NAME
(3S,10aS)-3-(hydroxymethyl)-2-methyl-7-nitro-2,3-dihydro-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione [ IUPAC ]

charge

0

formula

C13H11N3O5S2

has obo namespace

chebi_ontology

id

CHEBI:65967

inchi

InChI=1S/C13H11N3O5S2/c1-14-10(18)12-5-7-2-3-8(16(20)21)4-9(7)15(12)11(19)13(14,6-17)23-22-12/h2-4,17H,5-6H2,1H3/t12-,13-/m0/s1

inchikey

VRFJINVAZRAFHH-STQMWFEESA-N

mass

353.37400

monoisotopicmass

353.01401

smiles

CN1C(=O)[C@@]23Cc4ccc(cc4N2C(=O)[C@]1(CO)SS3)[N+]([O-])=O