8-azaguanine
CHEBI:63486 EXACT SEEDED cytotoxicenzyme inhibitor
A triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively.
Structure
| Standard InChIKey | LPXQRXLUHJKZIE-UHFFFAOYSA-N |
|---|---|
| SMILES | C12=NNN=C1N=C(NC2=O)N |
| Stereochemistry | fully defined |
| Cross-references | pubchem:135403646 |
Filing pathway
Alkaloids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is other, from MIBiG.
Producer organisms 1
A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Streptomyces pathocidini NCBITaxon:1650571 |
SOURCE_ASSERTION | mibig:BGC0002508 | PMID:32235841 |
Occurrences 0
None cited.
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002508 | Streptomyces pathocidini NCBITaxon:1650571 |
CLUSTER_DEMONSTRATED | genbank:MT543149.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Bioactivities 25
| Assay | Result | Reference |
|---|---|---|
| A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. | 0.2909 uM | pubchem.aid:624296 |
| A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. | 14.581 uM | pubchem.aid:624297 |
| Confirmation and Secondary Assays for Modulators of Hemoglobin Beta Chain Splicing at IVS2 654 and 705 loci | 2.51189 uM | pubchem.aid:1405 |
| Counterscreen for activators of the function of SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 2 (SMARCA2, BRM): Luminescence-based cell-based high throughput dose response assay to identify non-selective compounds using the VP16 reporter assay | EC50 91.17 uM | pubchem.aid:686995 |
| Dose Response selectivity of uHTS chemical inhibitors of T-cell specific antigen receptor-induced NF-kB activation in a 697B cell line using a luminescence assay | IC50 2.56 uM | pubchem.aid:489033 |
| Dose response confirmation of uHTS chemical inhibitors of T-cell specific antigen receptor-induced NF-kB activation in a Jurkat cell line using a luminescence assay | IC50 80 uM | pubchem.aid:489035 |
| Dose response counterscreen of uHTS chemical inhibitors of T-cell specific antigen receptor-induced NF-kB activation in a HEK-293T cell line using a luminescence assay | IC50 80 uM | pubchem.aid:489041 |
| Dose response cytotoxicity of uHTS chemical inhibitors of T-cell specific antigen receptor-induced NF-kB activation in a HEK-293T cell line using a luminescence assay | IC50 80 uM | pubchem.aid:489026 |
| Luminescence Cell-Based Dose Response HTS Screen to Identify Cytotoxic Compounds of NIH3T3 cells. | EC50 10.345 uM | pubchem.aid:2010 |
| Luminescence Cell-Based/Microorganism Dose Confirmation HTS to Identify Inhibitors of T.Cruzi Replication. | EC50 0.1 uM | pubchem.aid:2044 |
| Luminescence Cell-Based/Microorganism Primary HTS to Identify Inhibitors of T.Cruzi Infection | EC50 0.153 uM | pubchem.aid:2294 |
| Luminescence-based cell-based high throughput dose response assay to identify activators of the function of SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 2 (SMARCA2, BRM) | EC50 91.17 uM | pubchem.aid:686991 |
| MITF Measured in Cell-Based System Using Plate Reader - 2084-01_Inhibitor_DoseNoFile_CherryPick_Activity_Set2 | EC50 0.875 uM | pubchem.aid:493177 |
| MITF Measured in Cell-Based System Using Plate Reader - 2084-01_Inhibitor_DoseNoFile_CherryPick_Activity_Set3 | EC50 0.875 uM | pubchem.aid:493073 |
| MITF Measured in Cell-Based System Using Plate Reader - 2084-01_Inhibitor_DoseNoFile_CherryPick_Activity_Set4 | EC50 0.875 uM | pubchem.aid:493102 |
| Nrf2 qHTS screen for inhibitors | 29.0929 uM | pubchem.aid:504444 |
| Total Fluorescence Counterscreen for Inhibitors of the Interaction of Thyroid Hormone Receptor and Steroid Receptor Coregulator 2 | 79.4328 uM | pubchem.aid:1479 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 11.2202 uM | pubchem.aid:1645883 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 11.2202 uM | pubchem.aid:1645883 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 125.892 uM | pubchem.aid:1645883 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 125.892 uM | pubchem.aid:1645883 |
| Validation qHTS for antagonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) | 0.4467 uM | pubchem.aid:1645886 |
| Validation qHTS for antagonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) | 0.4467 uM | pubchem.aid:1645886 |
| Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | 0.1259 uM | PMID:35787375 |
| Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | 0.1259 uM | PMID:35787375 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002508 | MIBIG | 2 |
| CHEBI:63486 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/8-azaguanine.yaml, which is generated from the committed inventories. Neither is edited by hand.