NaturalProductMech

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pentostatin

CHEBI:27834 EXACT SEEDED antimicrobial unspecified

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

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.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (0 causal) 3 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT pentostatin CHEBI:27834 Alkaloids TARGETS & BIOACTIVITY 2 molecular targets 0 bioactivities · 1 graph

Causal graph — bioactivity 2 nodes, 1 edge

Pentostatin inhibition of Streptomyces antibioticus NRRL 3238 adenosine deaminase 3.

SubjectPredicateObjectNotesEvidence
pentostatin inhibits S. antibioticus adenosine deaminase 3 BindingDB maps both 1.0 and 2.1 nM Ki values against the 356 aa S. antibioticus SanADA3 target to UniProtKB:A0A1S5RQP7; KT591401.1/AOG75036.1 links the accession to the 2017 Cell Chemical Biology study.
DOI:10.1016/j.chembiol.2016.12.012
  • reference
    DOI:10.1016/j.chembiol.2016.12.012
    evidence type
    PRIMARY_EXPERIMENT
    snippet
    PTN can protect Ara-A from deamination by selective inhibition of the host adenosine deaminase
    notes
    Wu et al. assayed recombinant S. antibioticus NRRL 3238 adenosine deaminase 3 against Ara-A or adenosine with pentostatin at 1, 2 and 5 nM.

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

Molecular targets 2

TargetTarget organismMeasurementEvidence
Adenosine deaminase
PROTEIN BINDS		 Streptomyces antibioticus
NCBITaxon:1890		 KI 2.1 nM
PMID:28111097
  • reference
    PMID:28111097
    evidence type
    DATABASE_ASSERTION
    notes
    BindingDB own-curated affinity; measured at pH 7.2, 30.00 C C; qualifier EQUAL.
Adenosine deaminase
PROTEIN BINDS		 Streptomyces antibioticus
NCBITaxon:1890		 KI 1 nM
PMID:28111097
  • reference
    PMID:28111097
    evidence type
    DATABASE_ASSERTION
    notes
    BindingDB own-curated affinity; measured at pH 7.2, 30.00 C C; qualifier EQUAL.

Elsewhere in the fleet

Explore across X-Mech

AntibioticMech (pentostatin) ↗ MediaIngredientMech (CHEBI:27834) ↗ TaxonMech: Streptomyces antibioticus (NCBITaxon:1890) ↗ PathwayMech (mibig:BGC0001735) ↗

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.