platencin

CHEBI:68241 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A monocarboxylic acid amide obtained by the formal condensation of the amino group of 3-amino-2,4-dihydroxybenzoic acid with the carboxy group of the polycyclic cage component. It is an antibiotic isolated from Streptomyces platensis and exhibits inhibitory activity against fatty acid synthase. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:23778
Label unavailable CHEBI:29347
Label unavailable CHEBI:33640
Label unavailable CHEBI:3992
Label unavailable CHEBI:62733

Chemical structure

Computed structure properties
Molecular formula	C24H27NO6
Charge	0
Average mass	425.481 Da
Monoisotopic mass	425.18384 Da
Source	ChEBI
InChIKey	DWUHGPPFFABTIY-RLWZQHMASA-N

SMILES

[H][C@]12CC[C@@]3(C=CC(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@]3([H])C1)CC2=C

InChI

InChI=1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17-,23-,24+/m0/s1

Also called

2,4-dihydroxy-3-({3-[(4aS,8S,8aR)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanoyl}amino)benzoic acid (EXACT_SYNONYM)— chebi
(−)-platencin (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

patent:CA2770486

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281
antibacterial agent CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:68241`	platencin	`antibioticmech:chebi-4254659185`	2026-08-30

Resistance mechanisms

2 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
fabF-associated partial resistance / reduced susceptibility to platencin in a laboratory Streptomyces albidoflavus derivative Primary functional evidence in a laboratory S. albus derivative; S. albus J1074 is the host background, not the derivative. Streptomyces platensis MA7327 is the native donor, not the tested host. The coarse route follows the authors' interpretation; it is not an independent kinetic or exact-allele validation. The paper reports donor gene archive KF543053; no matching UniProt protein was resolved. Same-species DSM 40041 proteins are not MA7327 assignments. The precise basis of the reported intrinsic insensitivity is unresolved. The partial platencin response is not equivalent to full resistance. NCBITaxon:58346 is a donor species reference; NCBITaxon:1888 is a host species-name reference. The J1074 taxonomy search is ambiguous. No exact allele, strain TaxID, genome, numerical AST or clinical category is assigned. Species-grounding update (2026-10-14): the source-reported J1074 host lineage is grounded to Streptomyces albidoflavus (NCBITaxon:1886), using the published J1074 background chromosome CP004370.1 and its ENA taxonomic metadata, with agreeing UniProt species rank and name. The preceding NCBITaxon:1888 and J1074 name-search statements retain historical reference context, not the current species assignment. This is species-level lineage grounding, not resequencing or exact identity validation of the tested derivative. CP004370.1 and its associated sample and study remain background references only; no experimental genome, sample, strain TaxID or protein allele is assigned. Donor references and the original phenotype and mechanism limitations remain unchanged. Donor-archive update (2026-10-14): the accepted manuscript's accession statement links MA7327 fabF to KF543053. Sequence-free ENA metadata explicitly links EMBL:KF543053.1 to EMBL:AHA90851.1; the parent record supplies Streptomyces platensis MA7327 and species NCBITaxon:58346. UniParc:UPI0003C98D16 links that EMBL protein to historical UniProtKB:V5NR11 (UniProtKB/TrEMBL cross-reference version 1, inactive in UniProt release 2026_03). This updates the preceding unresolved reference-search statement, not the experimental identity. No active current UniProtKB mapping is established. The donor reference is not the tested host Streptomyces albidoflavus SB12013, an exact tested allele, or a genome; no protein accession, strain TaxID or genome is assigned. The original phenotype, mechanism and primary-review limitations remain unchanged. Archive membership is not independent resistance evidence.	—	Streptomyces albidoflavus `NCBITaxon:1886` strain SB12013	fabF	PMID:24560608 (Accepted author manuscript, Results pages 4-5, Discussion pages 6-7, Figure 2 and Table 1. Donor, host background and derivative are distinct; the coarse route is the authors' interpretation. Supplements were not inspected.) PMID:24495463 (Host-lineage context only: Establishing strain ancestry distinguishes J1074 from its S. albus G ancestor; Sequence accession id reports CP004370 for the J1074 background. This genome paper is not evidence for the resistance-study derivatives' exact genomes.) https://www.ebi.ac.uk/ena/portal/api/search?result=sequence&query=accession%3D%22CP004370%22&fields=accession%2Csequence_version%2Cdescription%2Ctax_id%2Cscientific_name%2Cstrain%2Cstudy_accession%2Csample_accession%2Cfirst_public%2Clast_updated&format=json&limit=10 (Sequence-free accession metadata retrieved 2026-10-14: CP004370, sequence version 1, strain J1074, organism Streptomyces albidoflavus, TaxID 1886; metadata last updated 2018-11-09. Used for species-level host-lineage grounding, not derivative genome or sample assignment. Native response and request are pinned in the J1074 research dossier.) https://rest.uniprot.org/taxonomy/search?query=%22Streptomyces%20albidoflavus%22&format=json&size=100 (UniProt release 2026_03, retrieved 2026-10-14: the unique exact-name result for Streptomyces albidoflavus is active species NCBITaxon:1886. The species-group and Streptomyces limosus results are not substitutes; no strain node is selected.) https://www.ebi.ac.uk/ena/portal/api/search?result=coding&query=parent_accession%3D%22KF543053%22&fields=accession%2Cparent_accession%2Cprotein_id%2Cgene%2Cproduct%2Cscientific_name%2Ctax_id%2Cstrain%2Csequence_version%2Cfirst_public%2Clast_updated&format=json&limit=0 (EMBL-EBI ENA coding metadata, retrieved 2026-10-14: the explicit parent KF543053 has protein AHA90851.1, product FabF, strain MA7327. The coding row's gene, scientific_name and tax_id fields are blank; gene identity follows the primary accession statement, not a filled-in coding annotation. Donor reference only, not tested-allele identity.) https://www.ebi.ac.uk/ena/portal/api/search?result=sequence&query=%28accession%3D%22KF543053%22+OR+accession%3D%22KF543054%22%29&fields=accession%2Csequence_version%2Cdescription%2Ctax_id%2Cscientific_name%2Cstrain%2Cfirst_public%2Clast_updated&format=json&limit=0 (EMBL-EBI ENA parent metadata, retrieved 2026-10-14: the KF543053 row (sequence version 1) names Streptomyces platensis MA7327, TaxID 58346; last updated 2014-05-15. Joined by the coding row's explicit parent_accession, not name similarity. KF543054 is the separate FabH comparison, not evidence for a positive FabF claim. A gene archive is not a whole genome or a strain TaxID.) https://rest.uniprot.org/uniparc/UPI0003C98D16/databases?format=json&size=100 (UniProt Consortium, CC BY 4.0; release 2026_03, retrieved 2026-10-14. UniParc:UPI0003C98D16 has explicit EMBL AHA90851 version 1 (active) and UniProtKB/TrEMBL V5NR11 version 1 (inactive) cross-references, both with species NCBITaxon:58346. The historical UniProtKB row's lastUpdated 2026-01-28 is not asserted to be its inactivation date. This is a donor archive crosswalk, not an active UniProtKB entry, experimental allele assignment, or independent phenotype evidence.) Source-reported growth susceptibility assays; qualitative result only

ANTIBIOTIC_TARGET_REPLACEMENT 1

ANTIBIOTIC_TARGET_REPLACEMENT
Determinant	ARO ID	Organism	Gene families	Evidence
ptmP3-associated reported resistance to platencin in a laboratory Streptomyces albidoflavus derivative Primary functional evidence in a laboratory S. albus derivative; S. albus J1074 is the host background, not the derivative. Streptomyces platensis MA7327 is the native donor, not the tested host. The coarse route follows the authors' interpretation; it is not an independent kinetic or exact-allele validation. Donor reference UniProtKB:D8L2W8 (entry version 45, sequence version 1; EMBL:FJ655920 / ACS13710.1) matches the paper's PtmP3 archive accession. This is not an experimental construct or allele assignment. PtnP3 is not substituted for the tested PtmP3. NCBITaxon:58346 is a donor species reference; NCBITaxon:1888 is a host species-name reference. The J1074 taxonomy search is ambiguous. No exact allele, strain TaxID, genome, numerical AST or clinical category is assigned. Species-grounding update (2026-10-14): the source-reported J1074 host lineage is grounded to Streptomyces albidoflavus (NCBITaxon:1886), using the published J1074 background chromosome CP004370.1 and its ENA taxonomic metadata, with agreeing UniProt species rank and name. The preceding NCBITaxon:1888 and J1074 name-search statements retain historical reference context, not the current species assignment. This is species-level lineage grounding, not resequencing or exact identity validation of the tested derivative. CP004370.1 and its associated sample and study remain background references only; no experimental genome, sample, strain TaxID or protein allele is assigned. Donor references and the original phenotype and mechanism limitations remain unchanged.	—	Streptomyces albidoflavus `NCBITaxon:1886` strain SB12011	ptmP3	PMID:24560608 (Accepted author manuscript, Results pages 4-5, Discussion pages 6-7, Figure 2 and Table 1. Donor, host background and derivative are distinct; the coarse route is the authors' interpretation. Supplements were not inspected.) PMID:24495463 (Host-lineage context only: Establishing strain ancestry distinguishes J1074 from its S. albus G ancestor; Sequence accession id reports CP004370 for the J1074 background. This genome paper is not evidence for the resistance-study derivatives' exact genomes.) https://www.ebi.ac.uk/ena/portal/api/search?result=sequence&query=accession%3D%22CP004370%22&fields=accession%2Csequence_version%2Cdescription%2Ctax_id%2Cscientific_name%2Cstrain%2Cstudy_accession%2Csample_accession%2Cfirst_public%2Clast_updated&format=json&limit=10 (Sequence-free accession metadata retrieved 2026-10-14: CP004370, sequence version 1, strain J1074, organism Streptomyces albidoflavus, TaxID 1886; metadata last updated 2018-11-09. Used for species-level host-lineage grounding, not derivative genome or sample assignment. Native response and request are pinned in the J1074 research dossier.) https://rest.uniprot.org/taxonomy/search?query=%22Streptomyces%20albidoflavus%22&format=json&size=100 (UniProt release 2026_03, retrieved 2026-10-14: the unique exact-name result for Streptomyces albidoflavus is active species NCBITaxon:1886. The species-group and Streptomyces limosus results are not substitutes; no strain node is selected.) Source-reported growth susceptibility assays; qualitative result only

Producer organisms

Organisms that biosynthesize this compound. Cluster link evidence is how the upstream source graded the gene cluster, so it is populated only for a source that grades it. An empty cell is not weaker support: a curator-authored producer carries its support in Evidence instead. Where the source entry named several compounds, the evidence is marked inherited, meaning it covers this compound together with the cluster's other products rather than singling it out. Those products need not be related to each other: a cluster can list an intermediate, a precursor and a finished antibiotic side by side.

Producer organisms
Organism	BGC	Cluster link evidence	Source	Quality	Note	Evidence
Streptomyces platensis NCBITaxon:58346	BGC0001140	Heterologous expression; Knock-out studies cluster inherited	MIBIG 4.0.1 (entry 5)	questionable	MIBiG active entry; compound 'platencin' joined by exact Standard InChIKey.	PMID:17456595 (MIBiG attaches this reference to the compound, as support for its STRUCTURE: every compound-level method in the release is structure elucidation (NMR, mass spectrometry, X-ray, total synthesis). It establishes what the molecule is. It is NOT evidence that this organism produces it; MIBiG attaches no reference to the producer link at all.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANCE_EVIDENCE 2026-10-09 · codex · LLM-assisted
Added two qualitative primary-paper resistance claims, preserving donor/background/derivative identity and the compound-specific response. Coarse routes retain author-interpretation limits. Donor reference grounding does not assign exact experimental alleles. Existing MIBiG producer and chemical evidence preserved; whole-record review remains open.
GROUNDED_RESISTANCE_TAXONOMY 2026-10-14 · codex · LLM-assisted
Grounded the source-reported J1074 host lineage to species Streptomyces albidoflavus (NCBITaxon:1886), using primary lineage context, sequence-free ENA metadata for the published background chromosome and UniProt taxonomy. Preserved source historical names, donor identities, strain labels, phenotype and mechanism limits. Assigned no experimental allele, strain TaxID, sample or genome. No new resistance claim or numeric AST added; whole-record review remains open.
GROUNDED_DONOR_ARCHIVE_REFERENCE 2026-10-14 · codex · LLM-assisted
Appended reference-only donor FabF archive crosswalk and three source citations. ENA KF543053.1 / AHA90851.1 links through UniParc UPI0003C98D16 to historical inactive UniProtKB V5NR11; no active current UniProtKB mapping established. Preserved tested-host identity, all phenotypes and mechanisms, original evidence, PtmP3 claims and source-owned slices. No protein slot, experimental allele, genome, strain TaxID, quantitative endpoint or new resistance claim assigned. Whole-record primary review remains open.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

Explore across X-Mech: MediaIngredientMech (platencin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech · TaxonMech (Streptomyces platensis)