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chlortetracycline

CHEBI:27644 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of tetracyclines with formula C22H23ClN2O8 isolated from Streptomyces aureofaciens. — 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

tetracycline antibioticARO:3000050

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC22H23ClN2O8
Charge0
Average mass478.885 Da
Monoisotopic mass478.11429 Da
SourceChEBI
InChIKeyCYDMQBQPVICBEU-XRNKAMNCSA-N

SMILES

[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c1c(O)ccc(Cl)c1[C@@]2(C)O

InChI

InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1

Also called

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.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

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

Activity roles

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

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
SourceNative IDLabelMinted CURIEVersion
ARO ARO:3000528 chlortetracycline antibioticmech:aro-c48086099a 2026-08-30
CHEBI CHEBI:27644 chlortetracycline antibioticmech:chebi-fe26d2566d 2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET

ARO:3000755

CARD/ARO database assertion; target organism, strain, and assay are not specified. 16S rRNA is asserted as the target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

Resistance mechanisms

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

ANTIBIOTIC_TARGET_PROTECTION 11
ANTIBIOTIC_TARGET_PROTECTION
DeterminantARO IDOrganismGene familiesEvidence
tet(32) ARO:3000196 not organism-specific —
  • ARO:3000196 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(36) ARO:3000197 not organism-specific —
  • ARO:3000197 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(44) ARO:3000556 not organism-specific —
  • ARO:3000556 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(M) ARO:3000186 not organism-specific —
  • ARO:3000186 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(O) ARO:3000190 not organism-specific —
  • ARO:3000190 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(Q) ARO:3000191 not organism-specific —
  • ARO:3000191 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(S) ARO:3000192 not organism-specific —
  • ARO:3000192 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(T) ARO:3000193 not organism-specific —
  • ARO:3000193 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(W) ARO:3000194 not organism-specific —
  • ARO:3000194 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(W/N/W) ARO:3004442 not organism-specific —
  • ARO:3004442 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tetB(P) ARO:3000195 not organism-specific —
  • ARO:3000195 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
ANTIBIOTIC_EFFLUX 2
ANTIBIOTIC_EFFLUX
DeterminantARO IDOrganismGene familiesEvidence
lmrP ARO:3003969 not organism-specific —
  • ARO:3003969 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
tet(59) ARO:3004441 not organism-specific —
  • ARO:3004441 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
ANTIBIOTIC_INACTIVATION 1
ANTIBIOTIC_INACTIVATION
DeterminantARO IDOrganismGene familiesEvidence
tet(X) ARO:3000205 not organism-specific —
  • ARO:3000205 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)
REDUCED_PERMEABILITY 1
REDUCED_PERMEABILITY
DeterminantARO IDOrganismGene familiesEvidence
Escherichia coli LamB ARO:3004126 not organism-specific —
  • ARO:3004126 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000528 (chlortetracycline); database assertion, not a primary citation.)

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (ARO, CHEBI)

  2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  5. RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

Provenance

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

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