NaturalProductMech

adenine arabinoside

CHEBI:45327 EXACT SEEDED antimicrobial unspecified

A purine nucleoside in which adenine is attached to arabinofuranose via a β-N9-glycosidic bond.

Structure

Standard InChIKeyOIRDTQYFTABQOQ-UHTZMRCNSA-N
SMILESC1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O
Stereochemistryfully defined

Filing pathway

Carbohydrates — 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 6

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
Eunicella cavolini
NCBITaxon:317547
LOTUS DOI:10.1007/BF01952539
Daucus carota
NCBITaxon:4039
LOTUS DOI:10.1016/0008-6215(84)85339-2
Tillandsia usneoides
NCBITaxon:49541
LOTUS DOI:10.1021/NP50122A023
Streptomyces herbaceus
NCBITaxon:887449
LOTUS DOI:10.7164/ANTIBIOTICS.32.1050
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.7164/ANTIBIOTICS.32.1050
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.

Elsewhere in the fleet

Open questions 1

name-disagreement — ChEBI calls this structure 'adenine arabinoside' and MIBiG calls it 'vidarabine'. 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:45327CHEBI3-star

This page is generated from data/natural_products/carbohydrates/adenine-arabinoside.yaml, which is generated from the committed inventories. Neither is edited by hand.