A23187
naturalproductmech:mibig-18de581c96 MINTED SEEDED
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.
Structure
| Standard InChIKey | HIYAVKIYRIFSCZ-CYEMHPAKSA-N |
|---|---|
| SMILES | C[C@@H]1CC[C@]2([C@@H](C[C@H]([C@H](O2)[C@H](C)C(=O)C3=CC=CN3)C)C)O[C@@H]1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA03386, npatlas:NPA003386 |
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, 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 chartreusis NRRL 3882 NCBITaxon:1079985 |
BGC_CHARACTERIZED | mibig:BGC0000032 | DOI:10.1021/ja00813a047 |
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.
| Taxon | Source | Reference |
|---|---|---|
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/ACS.JNATPROD.6B00996 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/JA00813A047 |
| Streptomyces chartreusis NCBITaxon:1969 |
LOTUS | DOI:10.1128/AAC.01130-10 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000032 | Streptomyces chartreusis NRRL 3882 NCBITaxon:1079985 |
CLUSTER_DEMONSTRATED | genbank:HM452329.1 |
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
Causal graph — biosynthesis 7 nodes, 6 edges
Two sequence-verified native protein references, SchN1 and SchB2, are linked by explicit alias inferences to the 2011 calN1 and calB2 loci. Separate experimental edges describe internal neo-cassette replacement and loss of detectable calcimycin production in WQL2 and WQL4. These are whole-strain genetic effects, not direct enzyme reactions or proof against polar effects. No physical complex, CalN2 rescue transfer, CalA3 function or CalR3/CalT regulatory mechanism is asserted.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchN1 native reference | is the native reference inferred for the product of | calN1 (paper locus) | The grounded node denotes the native reference protein. The paper locus remains separate; inferred alias correspondence is not an exact assayed-protein sequence claim. | DOI:10.1128/AAC.01130-10 |
| calN1 (paper locus) | was internally replaced with neo in | WQL2 calN1::neo disruption | The mutation concerns the encoding locus and could affect neighboring expression; it is not a selective perturbation of purified protein activity. | DOI:10.1128/AAC.01130-10
|
| WQL2 calN1::neo disruption | abolished detectable production of | calcimycin (A23187) | This is a whole-strain production phenotype, not purified-enzyme catalysis, sufficiency or proof that polar effects are excluded. The inspected study complements calN2 in WQL5, not this locus. Figure 1 identifies calcimycin as compound 1 (R1=NHCH3), distinct from cezomycin (R1=H). No cezomycin phenotype is adopted here. | DOI:10.1128/AAC.01130-10
|
| SchB2 native reference | is the native reference inferred for the product of | calB2 (paper locus) | The grounded node denotes the native reference protein. The paper locus remains separate; inferred alias correspondence is not an exact assayed-protein sequence claim. | DOI:10.1128/AAC.01130-10 |
| calB2 (paper locus) | was internally replaced with neo in | WQL4 calB2::neo disruption | The mutation concerns the encoding locus and could affect neighboring expression; it is not a selective perturbation of purified protein activity. | DOI:10.1128/AAC.01130-10
|
| WQL4 calB2::neo disruption | abolished detectable production of | calcimycin (A23187) | This is a whole-strain production phenotype, not purified-enzyme catalysis, sufficiency or proof that polar effects are excluded. The inspected study complements calN2 in WQL5, not this locus. Figure 1 identifies calcimycin as compound 1 (R1=NHCH3), distinct from cezomycin (R1=H). No cezomycin phenotype is adopted here. | DOI:10.1128/AAC.01130-10
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 7 nodes, 6 edges
Five sequence-verified native references map by explicit inference to the starter carrier and four PKSs in the 2011 proposed calcimycin assembly model. Module assignments and order are computational predictions, not individual catalytic experiments. Genomic order is not assembly order. This graph neither makes a physical-complex claim nor transfers the separate calN1/calB2 whole-strain phenotypes to these proteins.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchN3 native reference | is the native reference inferred for a proposed participant in | 2011 proposed carrier-PKS assembly | The native protein node is not a purified, modified or engineered assay construct. This edge records a predicted contribution, not demonstrated catalysis, direct binding, a physical complex or an individual knockout phenotype. | DOI:10.1128/AAC.01130-10 |
| SchA1 native reference | is the native reference inferred for a proposed participant in | 2011 proposed carrier-PKS assembly | The native protein node is not a purified, modified or engineered assay construct. This edge records a predicted contribution, not demonstrated catalysis, direct binding, a physical complex or an individual knockout phenotype. | DOI:10.1128/AAC.01130-10 |
| SchA2 native reference | is the native reference inferred for a proposed participant in | 2011 proposed carrier-PKS assembly | The native protein node is not a purified, modified or engineered assay construct. This edge records a predicted contribution, not demonstrated catalysis, direct binding, a physical complex or an individual knockout phenotype. | DOI:10.1128/AAC.01130-10 |
| SchA5 native reference | is the native reference inferred for a proposed participant in | 2011 proposed carrier-PKS assembly | The native protein node is not a purified, modified or engineered assay construct. This edge records a predicted contribution, not demonstrated catalysis, direct binding, a physical complex or an individual knockout phenotype. | DOI:10.1128/AAC.01130-10 |
| SchA4 native reference | is the native reference inferred for a proposed participant in | 2011 proposed carrier-PKS assembly | The native protein node is not a purified, modified or engineered assay construct. This edge records a predicted contribution, not demonstrated catalysis, direct binding, a physical complex or an individual knockout phenotype. | DOI:10.1128/AAC.01130-10 |
| 2011 proposed carrier-PKS assembly | is proposed to contribute the polyketide backbone of | calcimycin (A23187) | Backbone contribution is not complete calcimycin production or catalytic sufficiency. No intermediate chemical identifier, cezomycin equivalence, CalA3 inactivity/activity, chain-release, benzoxazole formation, spirocyclization or tailoring mechanism is asserted. | DOI:10.1128/AAC.01130-10
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 6 nodes, 5 edges
Two sequence-verified native references map by explicit inference to CalB3 and CalB4 in the 2011 proposed precursor pathway. The graph separates terminal DHHA aromatization from DAHP entry into a multistep pathway. All functional edges are predictions; no individual activity assay, physical complex or transfer of the separate calB2 knockout phenotype is asserted.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchB3 native reference | is the native reference inferred for the proposed catalyst of | Proposed DHHA aromatization | The grounded node denotes the native reference, not a purified or engineered construct. The proposed role is not measured catalysis, a physical complex or an individual knockout phenotype. The separate calB2 disruption result is not transferred to this protein. | DOI:10.1128/AAC.01130-10 |
| SchB4 native reference | is the native reference inferred for the proposed catalyst of | Proposed DAHP entry reaction | The grounded node denotes the native reference, not a purified or engineered construct. The proposed role is not measured catalysis, a physical complex or an individual knockout phenotype. The separate calB2 disruption result is not transferred to this protein. | DOI:10.1128/AAC.01130-10 |
| Proposed DHHA aromatization | is proposed as the terminal reaction in | Proposed 3-hydroxyanthranilate supply | No cofactor specificity, kinetic value, physiological flux or direct enzyme assay is asserted. | DOI:10.1128/AAC.01130-10
|
| Proposed DAHP entry reaction | is proposed to feed the multistep pathway for | Proposed 3-hydroxyanthranilate supply | This is an indirect multistep contribution, not direct CalB4 production of chorismate or HA. No additional enzymes are invented for unlabeled steps; the CalB1 reference-length discrepancy remains unresolved. | DOI:10.1128/AAC.01130-10
|
| Proposed 3-hydroxyanthranilate supply | is proposed to provide the benzoxazole building block for | calcimycin (A23187) | Precursor supply is not benzoxazole ring closure, attachment to the PKS chain or sufficiency for final-product formation. No exact intermediate chemical identifier, cezomycin equivalence, CalG termination or downstream tailoring step is adopted. | DOI:10.1128/AAC.01130-10
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 8 nodes, 10 edges
Native SchM grounding, cassette genetics/complementation and recombinant His6-CalM methylation are separate claims. Main-text experimental results are adopted with explicit construct and figure/SI limits; the N-demethyl substrate remains chemically ungrounded.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchM native reference | is the native reference inferred for the product of | calM (paper locus) | Native reference identity is separate from the tagged assay protein. No exact full fusion sequence, physiological complex or untagged-native activity measurement is asserted. | DOI:10.1128/AAC.01130-10 |
| calM (paper locus) | was replaced with neo in | WQL3 calM::neo disruption | A whole-locus perturbation is not a selective inhibition of purified CalM and does not by itself exclude polar effects. | DOI:10.1016/j.biochi.2013.03.014
|
| WQL3 calM::neo disruption | lost detectable production of | calcimycin (A23187) | Reported main-text phenotype; figure pixels and detection limits were not independently inspected. No numerical zero yield asserted. | DOI:10.1016/j.biochi.2013.03.014
|
| WQL3 calM::neo disruption | accumulated the product assigned as | N-demethylcalcimycin (paper substrate) | Paper-assigned chemical identity only. Supplementary spectra are uninspected; no exact chemical identifier, atom map or equivalence to cezomycin is adopted. | DOI:10.1016/j.biochi.2013.03.014
|
| calM (paper locus) | was carried on the complementation fragment supplied in | WQL6 calM-fragment complementation | Fragment boundaries and complete construct sequence were not independently checked. This is complementation, not scarless repair or proof that no adjacent sequence contributed. | DOI:10.1016/j.biochi.2013.03.014
|
| WQL6 calM-fragment complementation | restored reported production of | calcimycin (A23187) | Restored detection is not a measured equality of yield, expression level or pathway flux. | DOI:10.1016/j.biochi.2013.03.014
|
| SchM native reference | provides the native sequence reference inferred for | His6-CalM (paper construct) | Native reference identity is separate from the tagged assay protein. No exact full fusion sequence, physiological complex or untagged-native activity measurement is asserted. | DOI:10.1016/j.biochi.2013.03.014
|
| His6-CalM (paper construct) | catalyzed N-methylation in | SAM-dependent CalM assay | This edge concerns the reported purified tagged construct and assay, not an independently sequenced native enzyme. No kinetics, substrate breadth or physiological sufficiency claimed. | DOI:10.1016/j.biochi.2013.03.014
|
| N-demethylcalcimycin (paper substrate) | was the reported substrate in | SAM-dependent CalM assay | Retain the ungrounded paper substrate; do not substitute cezomycin or silently resolve its distinct stereochemical questions. | DOI:10.1016/j.biochi.2013.03.014
|
| SAM-dependent CalM assay | formed a product assigned as | calcimycin (A23187) | Reported main-text assay outcome, not a new inspection of Figure5 or supplementary spectra. No upstream ring-closure, activation or amination step is inferred. | DOI:10.1016/j.biochi.2013.03.014
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 5 nodes, 5 edges
Sequence-verified native SchR3 is mapped by inference to the paper locus. Separate experimental edges describe cassette disruption, increased calcimycin production and complementation. No assay construct, export activity or small-molecule mechanism is inferred from this phenotype alone.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchR3 native reference | is the native reference inferred for the product of | calR3 (paper locus) | Native reference identity is separate from the tagged assay protein. No exact full fusion sequence, physiological complex or untagged-native activity measurement is asserted. | DOI:10.1128/AAC.01130-10 |
| calR3 (paper locus) | was internally replaced by aac(3)IV-oriT in | GLX26 calR3 cassette disruption | Cassette disruption, not scarless deletion. Exact endpoints remain ungrounded because primer sequences and figure pixels were not inspected. | DOI:10.3389/fmicb.2017.02371
|
| GLX26 calR3 cassette disruption | increased reported production of | calcimycin (A23187) | Whole-strain production phenotype, not direct CalT transport or a catalytic measurement. Figure2 pixels, error estimates and quantitative normalization are uninspected. Growth measurements in TSBY are not treated as exclusion of every growth confound in solid SFM. | DOI:10.3389/fmicb.2017.02371
|
| calR3 (paper locus) | was supplied on pJTU3795 in | GLX29 calR3 complementation | Complementation rather than scarless repair. Primer sequences and the complete insert remain uninspected; native promoter identity, dosage and neighboring effects are not assumed. | DOI:10.3389/fmicb.2017.02371
|
| GLX29 calR3 complementation | was reported to restore the wild-type production pattern of | calcimycin (A23187) | Qualitative main-text rescue claim only; no exact equality of yield or independently inspected chromatogram. Cezomycin outcomes are not imported. | DOI:10.3389/fmicb.2017.02371
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 7 nodes, 6 edges
Native references and a tagged DNA-binding assay support an explicitly inferred transcriptional model. CalT export remains the authors' unproven hypothesis, separate from CalR3 perturbation phenotypes. RNA signal, protein abundance, DNA binding and small-molecule transport are not interchangeable readouts.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| SchR3 native reference | provides the native sequence reference inferred for | His6-CalR3 (paper construct) | Native reference identity is separate from the tagged assay protein. No exact full fusion sequence, physiological complex or untagged-native activity measurement is asserted. | DOI:10.1128/AAC.01130-10 |
| His6-CalR3 (paper construct) | bound in the reported in-vitro assay to | T-R3L promoter probe (paper) | No exact probe sequence/coordinates, binding-site bases, stoichiometry, dimer or affinity value is adopted. Figure pixels and primer supplement remain uninspected. | DOI:10.3389/fmicb.2017.02371
|
| SchR3 native reference | is inferred to repress | calR3 transcription (regulatory model) | Regulatory interpretation, not reconstituted transcription. Primer/amplicon boundaries in the455bp cassette mutant are uninspected; the signal is not proof of intact wild-type calR3 mRNA or increased CalR3 protein in GLX26. | DOI:10.3389/fmicb.2017.02371
|
| SchR3 native reference | is inferred to repress | calT transcription (regulatory model) | Transcript signal is not CalT protein abundance or a transport measurement. No exact promoter boundaries or reconstructed transcription assay is asserted. | DOI:10.3389/fmicb.2017.02371
|
| SchT native reference | is the native reference inferred for the product encoded at the locus measured by | calT transcription (regulatory model) | Grounding the gene product does not turn the RNA readout into protein abundance or prove the annotated transporter substrate. | DOI:10.1128/AAC.01130-10 |
| SchT native reference | was proposed to export | calcimycin (A23187) | Explicit hypothesis, not measured flux, directionality, substrate specificity, energetic coupling or self-resistance. Whole-strain extracellular/intracellular yields do not isolate CalT activity; the Methods/Results medium descriptions differ, so no quantitative partition ratio is imported. No ligand-affinity, allostery or cezomycin chemistry claim is adopted. | DOI:10.3389/fmicb.2017.02371
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Explore across X-Mech
Open questions 5
curator-calcimycin-reference-and-experiment-boundaries — Can exact experimental sequences and individual protein functions resolve the remaining calcimycin reference, locus and construct boundaries?
curator-calcimycin-pks-prediction-boundaries — Which direct experiments establish starter transfer, module specificity and ordered handoffs for the proposed calcimycin carrier-PKS assembly?
curator-calcimycin-precursor-prediction-boundaries — Do sequence-verified CalB3 and CalB4 catalyze the proposed precursor reactions in vivo and in vitro?
curator-calcimycin-calm-construct-and-chemical-scope — Can the complete CalM construct and substrate/product spectra independently resolve the remaining assay boundaries?
curator-calcimycin-regulatory-assay-and-export-boundaries — Which construct, probe, RT-qPCR amplicon and direct transport data test the CalR3/CalT regulatory model?
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000032 | MIBIG | 5 |
This page is generated from data/natural_products/polyketides/a23187.yaml, which is generated from the committed inventories. Neither is edited by hand.