Cefaclor (CED0004853)

Record Information
Version1.0
Creation Date2016-05-22 03:38:24 UTC
Update Date2026-08-19 09:41:40 UTC
Accession NumberCHEM016609
Identification
Common NameCefaclor
ClassSmall Molecule
Description
Cefaclor is an organic compound with the chemical formula C15H14ClN3O4S and an average molecular weight of 367.81 g/mol. Cefaclor belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. The compound is identified as a beta-lactam antibacterial and an antibiotic. It functions through the inhibition of two protein targets: serine-type D-Ala-D-Ala carboxypeptidase (pbp3) and Penicillin-binding protein 1A (pbpA). Recorded exposure routes for this substance include oral and inhalation pathways. Cefaclor is found in or released from 15 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is utilized as an antibiotic and beta-lactam antibacterial. In the category of food, food processing, and cookware, it is associated with the processing of meats, the preparation of wort, and fermentation processes for beer. Sources related to household cleaning and consumer products include other smoking requisites, non-electric simulated smoking devices, and cigar cigarettes. Additionally, it is found in electrical and electronic equipment, including radio transmission systems, electrically stimulated smoking devices, electric switches, antennas, emergency protective devices, and two other sources.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acidChEBI
CCLChEBI
Cefaclor anhydrousChEBI
CefaclorumChEBI
CephaclorChEBI
AlenfralKegg
3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylateGenerator
Cefaclor monohydrateHMDB
KeclorHMDB
Lilly 99638HMDB
Anhydrous, cefaclorHMDB
CeclorHMDB
Monohydrate, cefaclorHMDB
Chemical FormulaC15H14ClN3O4S
Average Molecular Mass367.807 g/mol
Monoisotopic Mass367.039 g/mol
CAS Registry Number53994-73-3
IUPAC Name(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional Namecefaclor
SMILES[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
InChI IdentifierInChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
InChI KeyQYIYFLOTGYLRGG-GPCCPHFNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids and derivatives
Alternative Parents
Substituents
  • N-acyl-alpha amino acid or derivatives
  • Cephem
  • Aralkylamine
  • Meta-thiazine
  • Monocyclic benzene moiety
  • Benzenoid
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Vinylogous halide
  • Azetidine
  • Amino acid
  • Carboxamide group
  • Lactam
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Azacycle
  • Chloroalkene
  • Monocarboxylic acid or derivatives
  • Haloalkene
  • Organoheterocyclic compound
  • Thioether
  • Hemithioaminal
  • Vinyl chloride
  • Vinyl halide
  • Dialkylthioether
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carbonyl group
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.21 g/LALOGPS
logP0.85ALOGPS
logP-2.3ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.03ChemAxon
pKa (Strongest Basic)7.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity89.56 m³·mol⁻¹ChemAxon
Polarizability35.11 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-0900000000-72d4be32944ae45064a0Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-004i-6920000000-9aa0a1d7b905f4a16720Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00dl-1911000000-144d67b80e602cc73566Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fu-0910000000-50ca0c98776044283551Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0590000000-34857060856b0cac1c04Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00p0-1950000000-9f8a92f4a857c98b63abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ukc-3920000000-86cb2f866ab059592333Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fkl-4910000000-c6f6c93efa7b2b3bc3d2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-7900000000-98306dadbeccb72e1ba8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-9700000000-f4a33b4825c13beb1024Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-ec391756df89ec0d9544Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-0900000000-f3ee64eb3dc5aa901340Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-0900000000-c4d5197048a0a6ec18a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-1900000000-5f6c6fcc3196ef576a9dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066r-3900000000-5151a520059ba886f4ccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066u-6900000000-e164f9cd4b1781b2168dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00dl-1911000000-144d67b80e602cc73566Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fu-0910000000-50ca0c98776044283551Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0590000000-15051a2093569703db27Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00p0-1950000000-0e536fd1f12aa41f4465Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066r-3900000000-ba1829fefd11d8f8eaa9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-1900000000-6122cf65e40323f8cfa6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-0900000000-f0428417fa04d39646c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-b110f415f59df1a3132fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-0900000000-3bfeef30eaaaa070fb9aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-0900000000-37e0e9f91c462a5abc89Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0abc-7900000000-98306dadbeccb72e1ba8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fkl-4910000000-c6f6c93efa7b2b3bc3d2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ukc-3920000000-86cb2f866ab059592333Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a6r-1912000000-f9a304b4509d8ca89efeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a6r-2910000000-53590bb778558be665bfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-8900000000-d4b848807eae72399204Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0540-0694000000-648c6b229838bcf7e48bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-003i-1922000000-6892cbc88e875d08f188Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-055f-9810000000-9e7b4266b0d2c728b78dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uxr-0119000000-d8485a4651dff7ec31b3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zn9-0924000000-1a4977e3d9f8f9ee4e44Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0arr-7920000000-9dfdcdb2429a0fbbbbeaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0109-0209000000-13e38f975bb5f347d72aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-2936000000-62bbb5b90a90ee6e16d0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9600000000-5b83584e72a7a7d7cb5eNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6185.0Log mg/kg[3500:11000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
233BrushesPersonal care & cosmeticsNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
341Beta-lactam antibacterialsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Rho-associated protein kinase 2 structureClick to view 3D structureRho-associated protein kinase 2O75116HumansPredicted (SEA)3331.25
Dual specificity protein phosphatase 3 structureClick to view 3D structureDual specificity protein phosphatase 3P51452HumansPredicted (SEA)501.115
Cathepsin K structureClick to view 3D structureCathepsin KP43235HumansPredicted (SEA)702.589
Histone deacetylase 1 structureClick to view 3D structureHistone deacetylase 1Q13547HumansPredicted (SEA)2912.5
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)2664.08
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)2.10193
Click to view 3D structureSolute carrier family 22 member 6Q4U2R8HumansPredicted (SEA)0.233548
Click to view 3D structureOrganic anion transporter 3Q8TCC7HumansPredicted (SEA)0.233548
Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 structureClick to view 3D structureCarboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1Q9GZU7HumansPredicted (SEA)1.08989
Speckle-type POZ protein structureClick to view 3D structureSpeckle-type POZ proteinO43791HumansPredicted (SEA)0.233548
Solute carrier family 22 member 11 structureClick to view 3D structureSolute carrier family 22 member 11Q9NSA0HumansPredicted (SEA)0.700643
Click to view 3D structureSolute carrier family 15 member 2Q63424Rattus norvegicusPredicted (SEA)0.700643
Tyrosine-protein phosphatase non-receptor type 11 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 11Q06124HumansPredicted (SEA)75.2023
Solute carrier family 15 member 2 structureClick to view 3D structureSolute carrier family 15 member 2Q16348HumansPredicted (SEA)31.8403
Baculoviral IAP repeat-containing protein 8 structureClick to view 3D structureBaculoviral IAP repeat-containing protein 8Q96P09HumansPredicted (SEA)14.5578
DNA (cytosine-5)-methyltransferase 1 structureClick to view 3D structureDNA (cytosine-5)-methyltransferase 1P26358HumansPredicted (SEA)183.568
72 kDa type IV collagenase structureClick to view 3D structure72 kDa type IV collagenaseP08253HumansPredicted (SEA)982.613
Baculoviral IAP repeat-containing protein 2 structureClick to view 3D structureBaculoviral IAP repeat-containing protein 2Q13490HumansPredicted (SEA)30.5947
Apoptotic protease-activating factor 1 structureClick to view 3D structureApoptotic protease-activating factor 1O14727HumansPredicted (SEA)111.636
Click to view 3D structureBeta-lactamaseB2ZTR6Acinetobacter baumanniiPredicted (SEA)0.934191
Click to view 3D structureADC-11D6NSM8Acinetobacter baumanniiPredicted (SEA)0.934191
Click to view 3D structureNeprilysinP07861Rattus norvegicusPredicted (SEA)290.689
E3 ubiquitin-protein ligase XIAP structureClick to view 3D structureE3 ubiquitin-protein ligase XIAPP98170HumansPredicted (SEA)92.2513
Histone deacetylase 4 structureClick to view 3D structureHistone deacetylase 4P56524HumansPredicted (SEA)1115.03
Click to view 3D structureProcathepsin LP07154Rattus norvegicusPredicted (SEA)79.0948
Concentrations
Not Available
External Links
DrugBank IDDB00833
HMDB IDHMDB0014971
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCefaclor
Chemspider ID46260
ChEBI ID3478
PubChem Compound ID51039
Kegg Compound IDC06877
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10230635
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10930630
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11963587
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12485718
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=12569987
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=15812119
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18969055
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29017833
9. Parra FM, Igea JM, Martin JA, Alonso MD, Lezaun A, Sainz T: Serum sickness-like syndrome associated with cefaclor therapy. Allergy. 1992 Aug;47(4 Pt 2):439-40.
10. Hebert AA, Sigman ES, Levy ML: Serum sickness-like reactions from cefaclor in children. J Am Acad Dermatol. 1991 Nov;25(5 Pt 1):805-8.