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Human Metabolome Database Version 3.5

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Showing metabocard for m-Chlorohippuric acid (HMDB01309)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:17 -0700
HMDB ID HMDB01309
Secondary Accession Numbers None
Metabolite Identification
Common Name m-Chlorohippuric acid
Description m-Chlorohippuric acid is an inactive metabolite of Bupropion. The formation of m-chlorobenzoic acid involves side chain cleavage of bupropion to an acidic metabolite in humans (PMID: 3107223 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (3-Chloro-benzoylamino)-acetic acid
  2. (3-Chlorobenzoylamino)acetic acid
  3. M-Chlorohippurate
  4. M-Chlorohippuric acid
  5. N-(3-Chlorobenzoyl)glycine
Chemical Formula C9H8ClNO3
Average Molecular Weight 213.618
Monoisotopic Molecular Weight 213.019270834
IUPAC Name 2-[(3-chlorophenyl)formamido]acetic acid
Traditional IUPAC Name [(3-chlorophenyl)formamido]acetic acid
CAS Registry Number 57728-59-3
SMILES OC(=O)CNC(=O)C1=CC(Cl)=CC=C1
InChI Identifier InChI=1S/C9H8ClNO3/c10-7-3-1-2-6(4-7)9(14)11-5-8(12)13/h1-4H,5H2,(H,11,14)(H,12,13)
InChI Key ICYUIIJXZHPESK-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Amino Acids and Derivatives
Sub Class Alpha Amino Acids and Derivatives
Other Descriptors
  • Alpha Amino Acids and Derivatives
  • Aromatic Homomonocyclic Compounds
Substituents
  • Aryl Chloride
  • Benzamide
  • Benzoyl
  • Carboxamide Group
  • Carboxylic Acid
  • Chlorobenzene
  • Hippurate
  • Organochloride
  • Secondary Carboxylic Acid Amide
Direct Parent Acyl Glycines
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Protein synthesis, amino acid biosynthesis
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.33 g/L ALOGPS
LogP 0.97 ALOGPS
LogP 1.13 ChemAxon
LogS -2.81 ALOGPS
pKa (strongest acidic) 3.19 ChemAxon
pKa (strongest basic) -1.6 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 66.4 A2 ChemAxon
Rotatable Bond Count 3 ChemAxon
Refractivity 50.92 ChemAxon
Polarizability 19.82 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022545
KNApSAcK ID Not Available
Chemspider ID 435 Link_out
KEGG Compound ID Not Available
BioCyc ID CPD-3487 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01309 Link_out
Metagene Link HMDB01309 Link_out
METLIN ID 6149 Link_out
PubChem Compound 448 Link_out
PDB ID Not Available
ChEBI ID 613377 Link_out
References
Synthesis Reference Taboada, J.; Pavon, A.; Cetina, R. Synthesis of substituted hippuric acids and ir spectra of the intermediate amidoalcohols. Revista de la Sociedad Quimica de Mexico (1975), 19(1), 10-12.
Material Safety Data Sheet (MSDS) Not Available
General References Not Available