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Human Metabolome Database Version 3.5

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Showing metabocard for Chorismate (HMDB12199)

Record Information
Version 3.5
Creation Date 2009-04-06 10:20:53 -0600
Update Date 2013-02-08 17:28:29 -0700
HMDB ID HMDB12199
Secondary Accession Numbers None
Metabolite Identification
Common Name Chorismate
Description Chorismic acid, more commonly known as its anionic form chorismate, is an important biochemical intermediate in plants and microorganisms. It is a precursor for the aromatic amino acids phenylalanine and tyrosine,indole, indole derivatives and tryptophan,2,3-dihydroxybenzoic acid (DHB) used for enterobactin biosynthesis,the plant hormone salicylic acid and many alkaloids and other aromatic metabolites. -- Wikipedia.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Chorismic acid
Chemical Formula C10H10O6
Average Molecular Weight 226.1828
Monoisotopic Molecular Weight 226.047738052
IUPAC Name (3R,4R)-3-[(1-carboxyeth-1-en-1-yl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
Traditional IUPAC Name chorismic acid
CAS Registry Number 55508-12-8
SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O
InChI Identifier InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1
InChI Key WTFXTQVDAKGDEY-HTQZYQBOSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Carboxylic Acids and Derivatives
Sub Class Dicarboxylic Acids and Derivatives
Other Descriptors
  • 5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid(ChEBI)
  • Aliphatic Homomonocyclic Compounds
Substituents
  • Allyl Alcohol
  • Carboxylic Acid
  • Cyclic Alcohol
  • Enol Ether
  • Enone
  • Secondary Alcohol
Direct Parent Dicarboxylic Acids and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 140 °C 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 8.8 g/L ALOGPS
LogP 0.52 ALOGPS
LogP -0.13 ChemAxon
LogS -1.41 ALOGPS
pKa (strongest acidic) 3.39 ChemAxon
pKa (strongest basic) -3.4 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 104.06 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 54.31 ChemAxon
Polarizability 20.49 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 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 FDB028846
KNApSAcK ID Not Available
Chemspider ID 11542 Link_out
KEGG Compound ID C00251 Link_out
BioCyc ID CPD-9517 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12199 Link_out
Metagene Link HMDB12199 Link_out
METLIN ID Not Available
PubChem Compound 12039 Link_out
PDB ID ISJ Link_out
ChEBI ID 17333 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available