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auricin

CHEBI:156301 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

An angucycline-like polyketide discovered in Streptomyces aureofaciens that is only stable at acidic pH.

Structure

Standard InChIKeyDIESPMSGQPRWLG-VLKAYIDRSA-N
SMILESOC1=CC=CC2=C1C(C([C@]3(O[C@H](C)CC([C@H]3OC4CCC(N(C)C)C(C)O4)=O)O[C@@](C5)([H])[C@]6([H])OC5=O)=C6C2=O)=O
Stereochemistry undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers

Filing pathway

Polyketides — 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 pks, saccharide, 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 aureofaciens
NCBITaxon:1894		 BGC_CHARACTERIZED mibig:BGC0000201 PMID:12384301

Occurrences 1

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
Streptomyces lavendulae subsp. lavendulae
NCBITaxon:58340		 CHEBI PMID:23373695

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000201 Streptomyces aureofaciens
NCBITaxon:1894 		CLUSTER_DEMONSTRATED genbank:KJ396772.1

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 (1 causal) 1 cited occurrence BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT auricin CHEBI:156301 Polyketides TARGETS & BIOACTIVITY 0 molecular targets 0 bioactivities · 1 graph

Causal graph — biosynthesis 7 nodes, 6 edges

Native CCM3239 paired PKS-region disruptions with contrasting auricin readouts. Four protein nodes are sequence-verified native references, not proven assay alleles. No physical complex or catalytic pathway is asserted. The distant aur2AB references are outside the imported MIBiG BGC0000201 interval; that interval is not extended.

SubjectPredicateObjectNotesEvidence
Aur2A (CCM3239 native reference) is a native reference for a gene product targeted by AprR replacement of the CCM3239 aur2AB region Reference-to-locus correspondence, not a verified experimental allele or evidence that this protein alone causes the phenotype.
DOI:10.1186/s13568-023-01591-2
https://www.uniprot.org/uniprotkb/A0A2K8PT11/entry
https://www.ncbi.nlm.nih.gov/protein/AIE41912.1
https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
DOI:10.1186/s13568-023-01591-2
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    Figure S10 identifies the protein reference; Table S2 gives the region-disruption primers.
  • reference
    https://www.uniprot.org/uniprotkb/A0A2K8PT11/entry
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Unreviewed entry 27, sequence 1; 423 residues, taxon 58340, SLAV_40510, CP024986/ATZ29864.1. Automated enzyme names are not adopted as measured function.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AIE41912.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Native pSA3239 reference, KJ396772.2:9703..10974 (-). The corresponding CP024986.1 CDS is 230108..231379 (+), protein ATZ29864.1. Both deposits identify CCM3239.
  • reference
    https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    Complete CDS translations, independent GenPept sequences and the direct UniProt sequence agree. Coding DNA is identical across KJ396772.1/.2 and CP024986.1. This is native-reference identity, not experimental stock verification.
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    The full printed S10 sequence matches this reference. Both corresponding 39-nt primer prefixes map uniquely in each deposit. Some coding-end sequence lies within the homology arms; complete CDS removal is not inferred.
Aur2B (CCM3239 native reference) is a native reference for a gene product targeted by AprR replacement of the CCM3239 aur2AB region Reference-to-locus correspondence, not a verified experimental allele or evidence that this protein alone causes the phenotype.
DOI:10.1186/s13568-023-01591-2
https://www.uniprot.org/uniprotkb/A0A2K8PW16/entry
https://www.ncbi.nlm.nih.gov/protein/AIE41911.1
https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
DOI:10.1186/s13568-023-01591-2
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    Figure S11 identifies the protein reference; Table S2 gives the region-disruption primers.
  • reference
    https://www.uniprot.org/uniprotkb/A0A2K8PW16/entry
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Unreviewed entry 25, sequence 1; 420 residues, taxon 58340, SLAV_40515, CP024986/ATZ29865.1. Automated enzyme names are not adopted as measured function.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AIE41911.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Native pSA3239 reference, KJ396772.2:8444..9706 (-). The corresponding CP024986.1 CDS is 231376..232638 (+), protein ATZ29865.1. Both deposits identify CCM3239.
  • reference
    https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    Complete CDS translations, independent GenPept sequences and the direct UniProt sequence agree. Coding DNA is identical across KJ396772.1/.2 and CP024986.1. This is native-reference identity, not experimental stock verification.
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    The full printed S11 sequence matches this reference. Both corresponding 39-nt primer prefixes map uniquely in each deposit. Some coding-end sequence lies within the homology arms; complete CDS removal is not inferred.
Aur1D (CCM3239 native reference) is a native reference for a gene product targeted by AprR replacement of the CCM3239 aur1DE region Reference-to-locus correspondence, not a verified experimental allele or evidence that this protein alone causes the phenotype.
DOI:10.1186/s13568-023-01591-2
https://www.uniprot.org/uniprotkb/A0A2K8PSV3/entry
https://www.ncbi.nlm.nih.gov/protein/AAX57191.1
https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
DOI:10.1186/s13568-023-01591-2
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    Figure S10 identifies the protein reference; Table S2 gives the region-disruption primers.
  • reference
    https://www.uniprot.org/uniprotkb/A0A2K8PSV3/entry
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Unreviewed entry 27, sequence 1; 422 residues, taxon 58340, SLAV_40245, CP024986/ATZ29811.1. Automated enzyme names are not adopted as measured function.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AAX57191.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Native pSA3239 reference, KJ396772.2:67454..68722 (+). The corresponding CP024986.1 CDS is 172355..173623 (-), protein ATZ29811.1. Both deposits identify CCM3239.
  • reference
    https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    Complete CDS translations, independent GenPept sequences and the direct UniProt sequence agree. Coding DNA is identical across KJ396772.1/.2 and CP024986.1. This is native-reference identity, not experimental stock verification.
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    The full printed S10 sequence matches this reference. Both corresponding 39-nt primer prefixes map uniquely in each deposit. Some coding-end sequence lies within the homology arms; complete CDS removal is not inferred.
Aur1E (CCM3239 native reference) is a native reference for a gene product targeted by AprR replacement of the CCM3239 aur1DE region Reference-to-locus correspondence, not a verified experimental allele or evidence that this protein alone causes the phenotype.
DOI:10.1186/s13568-023-01591-2
https://www.uniprot.org/uniprotkb/A0A2K8PUN7/entry
https://www.ncbi.nlm.nih.gov/protein/AAX57192.2
https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
DOI:10.1186/s13568-023-01591-2
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    Figure S11 identifies the protein reference; Table S2 gives the region-disruption primers.
  • reference
    https://www.uniprot.org/uniprotkb/A0A2K8PUN7/entry
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Unreviewed entry 25, sequence 1; 405 residues, taxon 58340, SLAV_40240, CP024986/ATZ29810.1. Automated enzyme names are not adopted as measured function.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AAX57192.2
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Native pSA3239 reference, KJ396772.2:68719..69936 (+). The corresponding CP024986.1 CDS is 171141..172358 (-), protein ATZ29810.1. Both deposits identify CCM3239.
  • reference
    https://www.ncbi.nlm.nih.gov/nuccore/CP024986.1
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    Complete CDS translations, independent GenPept sequences and the direct UniProt sequence agree. Coding DNA is identical across KJ396772.1/.2 and CP024986.1. This is native-reference identity, not experimental stock verification.
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    CURATOR_INFERENCE
    retrieved on
    2026-10-11
    notes
    The full printed S11 sequence matches this reference. Both corresponding 39-nt primer prefixes map uniquely in each deposit. Some coding-end sequence lies within the homology arms; complete CDS removal is not inferred.
AprR replacement of the CCM3239 aur2AB region abolishes the reported production readout for auricin Paired-region perturbation; individual essentiality, rescue, isolated catalysis and absence of polar effects are not established.
DOI:10.1186/s13568-023-01591-2
https://www.ebi.ac.uk/chebi/CHEBI:156301
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    Native CCM3239 in Bennet medium: Figure 5 compares TLC/biochromatography and 16-h HPLC; Figure S5 provides Southern controls. Not the engineered rabelomycin experiment.
    snippet
    deletion of the aur2AB genes resulted in the absence of auricin
  • reference
    https://www.ebi.ac.uk/chebi/CHEBI:156301
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-11
    notes
    Pinned ChEBI and MIBiG structures agree with the owner key DIESPMSGQPRWLG-VLKAYIDRSA-N: neutral C28H31NO10, three unspecified tetrahedral centres. Compound correspondence remains name/database-grounded; the assay readouts do not verify every stereocentre.
AprR replacement of the CCM3239 aur1DE region retains reported wild-type-like production readouts for auricin Condition-specific negative control, not universal dispensability or proof that these proteins have no biochemical activity.
DOI:10.1186/s13568-023-01591-2
  • reference
    DOI:10.1186/s13568-023-01591-2
    evidence type
    PRIMARY_EXPERIMENT
    retrieved on
    2026-10-11
    notes
    The matched CCM3239 comparison retains the auricin-associated TLC and HPLC signals in Figure 5; Figure S4 provides Southern controls. No quantitative equivalence or stereochemical proof is inferred.
    snippet
    had no effect on auricin production.

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

Elsewhere in the fleet

Explore across X-Mech

AntibioticMech (auricin) ↗ MediaIngredientMech (CHEBI:156301) ↗ TaxonMech: Streptomyces aureofaciens (NCBITaxon:1894) ↗ PathwayMech (mibig:BGC0000201) ↗

Open questions 1

curator-auricin-individual-pks-contributions — What are the individual Aur2A and Aur2B contributions, and can complementation separate loss of their activity from neighboring transcriptional effects?

Provenance

Source conceptSourceVersion
BGC0000201MIBIG5
CHEBI:156301CHEBI3-star

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