7-Aminocephalosporanic acid (CED0011485)

Record Information
Version1.0
Creation Date2016-05-22 05:06:02 UTC
Update Date2026-08-17 23:36:45 UTC
Accession NumberCHEM018255
Identification
Common Name7-Aminocephalosporanic acid
ClassSmall Molecule
Description
7-Aminocephalosporanic acid is an organic compound with the formula C10H12N2O5S and an average molecular weight of 272.28 g/mol. 7-Aminocephalosporanic acid belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. Industrial applications for this compound include its use as a binder. It has been recorded in three sources: drinking water and water supply, antennas in electrical and electronic equipment, and antibiotics within healthcare, pharmaceuticals, and veterinary products. Exposure to 7-Aminocephalosporanic acid may occur via inhalation or oral routes.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(7R)-7-AminocephalosporanateChEBI
7-ACAChEBI
7-Aminocephalosporanic acidChEBI
7-Aminocephalosporinic acidChEBI
(7R)-7-Aminocephalosporanic acidGenerator
7-AminocephalosporanateGenerator
7-AminocephalosporinateGenerator
7b-AminocephalosporanateGenerator
7b-Aminocephalosporanic acidGenerator
7beta-AminocephalosporanateGenerator
7Β-aminocephalosporanateGenerator
7Β-aminocephalosporanic acidGenerator
7-ACA CPDMeSH
Chemical FormulaC10H12N2O5S
Average Molecular Mass272.278 g/mol
Monoisotopic Mass272.047 g/mol
CAS Registry Number957-68-6
IUPAC Name(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional Name7β-aminocephalosporanic acid
SMILES[H][C@@]1(N)C(=O)N2C(C(O)=O)=C(COC(C)=O)CS[C@]12[H]
InChI IdentifierInChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
InChI KeyHSHGZXNAXBPPDL-HZGVNTEJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Cephem
  • Meta-thiazine
  • Dicarboxylic acid or derivatives
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Azetidine
  • Amino acid
  • Carboxamide group
  • Carboxylic acid ester
  • Lactam
  • Azacycle
  • Carboxylic acid
  • Organoheterocyclic compound
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
  • alpha,beta-unsaturated monocarboxylic acid (CHEBI:2255 )
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 Solubility7.72 g/LALOGPS
logP-1ALOGPS
logP-3.8ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.42ChemAxon
pKa (Strongest Basic)7.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area109.93 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.74 m³·mol⁻¹ChemAxon
Polarizability25.57 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9080000000-612cfdce5904343c8bc9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-044i-1590000000-8d548a0e17acf1826179Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9300000000-d92dbfb13f2f0389d65dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9250000000-cbd7254c13c26c9a7e74Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9100000000-d8a588622ea97950e61dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9100000000-cceb54c20d73d0aa314bNot 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
6393.0Log mg/kg[3600:11000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureSolute carrier family 22 member 6Q4U2R8HumansPredicted (SEA)0.544945
Click to view 3D structureOrganic anion transporter 3Q8TCC7HumansPredicted (SEA)0.467095
Solute carrier family 22 member 11 structureClick to view 3D structureSolute carrier family 22 member 11Q9NSA0HumansPredicted (SEA)0.311397
Click to view 3D structureBeta-lactamaseB2ZTR6Acinetobacter baumanniiPredicted (SEA)0.233548
Click to view 3D structureADC-11D6NSM8Acinetobacter baumanniiPredicted (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)17.5939
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)98.635
Speckle-type POZ protein structureClick to view 3D structureSpeckle-type POZ proteinO43791HumansPredicted (SEA)0.544945
DNA (cytosine-5)-methyltransferase 1 structureClick to view 3D structureDNA (cytosine-5)-methyltransferase 1P26358HumansPredicted (SEA)70.9206
Beta-lactamase TEM structureClick to view 3D structureBeta-lactamase TEMP62593Escherichia coliPredicted (SEA)2.17978
Click to view 3D structureNeuraminidaseP03468Influenza A virus (A/Puerto Rico/8/1934(H1N1))Predicted (SEA)35.0322
Click to view 3D structureNeuraminidaseB4URF0Influenza A virusPredicted (SEA)56.0514
Beta-lactamase structureClick to view 3D structureBeta-lactamaseP05364Enterobacter cloacaePredicted (SEA)3.50322
Click to view 3D structureSialidaseP10481Clostridium perfringensPredicted (SEA)33.4752
Click to view 3D structurePER-2 beta-lactamaseA2RP81Citrobacter freundiiPredicted (SEA)1.01204
Click to view 3D structureBeta-lactamase class CQ59401Enterobacter cloacaePredicted (SEA)2.17978
Beta-lactamase structureClick to view 3D structureBeta-lactamaseP00807Staphylococcus aureusPredicted (SEA)2.25763
Click to view 3D structureBeta-lactamase OXA-48Q6XEC0Klebsiella pneumoniaePredicted (SEA)0.233548
Neuraminidase structureClick to view 3D structureNeuraminidaseP03474Influenza B virus (strain B/Lee/1940)Predicted (SEA)13.0008
Click to view 3D structureNeuraminidaseP03469Influenza A virus (strain A/USSR/90/1977 H1N1)Predicted (SEA)59.4768
Tyrosine-protein phosphatase non-receptor type 11 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 11Q06124HumansPredicted (SEA)1772.78
Click to view 3D structureSynaptic vesicle glycoprotein 2AQ02563Rattus norvegicusPredicted (SEA)7.94062
Beta-lactamase structureClick to view 3D structureBeta-lactamaseP00811Escherichia coli (strain K12)Predicted (SEA)104.007
Apoptotic protease-activating factor 1 structureClick to view 3D structureApoptotic protease-activating factor 1O14727HumansPredicted (SEA)1750.83
Click to view 3D structureNeuraminidaseA5Z252Influenza A virusPredicted (SEA)155.543
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID2255
PubChem Compound ID441328
Kegg Compound IDC07756
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1384868