NaturalProductMech

pentostatin

CHEBI:27834 EXACT SEEDED antimicrobial unspecified

A member of the class of coformycins that is coformycin in which the hydroxy group at position 2' is replaced with a hydrogen. It is a drug used for the treatment of hairy cell leukaemia.

Structure

Standard InChIKeyFPVKHBSQESCIEP-JQCXWYLXSA-N
SMILESC1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC=NC[C@H]3O)CO)O
Stereochemistryfully defined

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.

TaxonBasisClusterEvidence
Streptomyces antibioticus
NCBITaxon:1890
SOURCE_ASSERTION mibig:BGC0001735 PMID:28111097

Occurrences 3

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

TaxonSourceReference
Aspergillus nidulans
NCBITaxon:162425
CHEBI 10.1080/00021369.1979.10863817
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.1111/J.1749-6632.1977.TB21933.X
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.7164/ANTIBIOTICS.45.1914

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001735 Streptomyces antibioticus
NCBITaxon:1890
CLUSTER_UNSTATED genbank:KJ856912.1

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.

Causal graph — bioactivity 2 nodes, 1 edges

Pentostatin inhibition of Streptomyces antibioticus NRRL 3238 adenosine deaminase 3.

SubjectPredicateObjectEvidence
pentostatin inhibits S. antibioticus adenosine deaminase 3 DOI:10.1016/j.chembiol.2016.12.012

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Molecular targets 2

TargetAssay organismMeasurementReference
Adenosine deaminase Streptomyces antibioticus
NCBITaxon:1890
KI 2.1 nM PMID:28111097
Adenosine deaminase Streptomyces antibioticus
NCBITaxon:1890
KI 1 nM PMID:28111097

Elsewhere in the fleet

Open questions 1

name-disagreement — ChEBI calls this structure 'pentostatin' and MIBiG calls it 'pentostatine'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0001735MIBIG5
CHEBI:27834CHEBI3-star

This page is generated from data/natural_products/alkaloids/pentostatin.yaml, which is generated from the committed inventories. Neither is edited by hand.