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Human Metabolome Database Version 3.5

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Showing metabocard for 4-Hydroxycrotonic acid (HMDB03381)

Record Information
Version 3.5
Creation Date 2006-08-12 13:55:15 -0600
Update Date 2013-05-14 16:58:21 -0600
HMDB ID HMDB03381
Secondary Accession Numbers None
Metabolite Identification
Common Name 4-Hydroxycrotonic acid
Description 4-Hydroxycrotonic acid was first identified in biopsies of renal tissue from patients with chronic glomerulonephritis. 4-Hydroxycrotonic acid is usually undetectable in normal urine and serum. Experimentally, 4-Hydroxycrotonic acid increases initially with kidney ischemia but later reaches almost control levels. (PMID: 7107749 Link_out, 6833421 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 4-Hydroxy-2-butenoate
  2. 4-Hydroxy-2-butenoic acid
  3. 4-Hydroxy-Crotonic acid
  4. gamma-Hydroxy-Crotonic acid
  5. gamma-Hydroxycrotonic acid
Chemical Formula C4H6O3
Average Molecular Weight 102.0886
Monoisotopic Molecular Weight 102.031694058
IUPAC Name (2E)-4-hydroxybut-2-enoic acid
Traditional IUPAC Name T-hca
CAS Registry Number 24587-49-3
SMILES OC\C=C\C(O)=O
InChI Identifier InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h1-2,5H,3H2,(H,6,7)/b2-1+
InChI Key RMQJECWPWQIIPW-OWOJBTEDSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Hydroxy Acids and Derivatives
Sub Class Short-chain Hydroxy Acids and Derivatives
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Straight Chain Fatty Acids
  • Unsaturated Fatty Acids
Substituents
  • Acyclic Alkene
  • Allyl Alcohol
  • Carboxylic Acid
  • Enone
  • Primary Alcohol
Direct Parent Short-chain Hydroxy 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 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 231 g/L ALOGPS
LogP -0.31 ALOGPS
LogP -0.36 ChemAxon
LogS 0.36 ALOGPS
pKa (strongest acidic) 4.45 ChemAxon
pKa (strongest basic) -2.5 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 57.53 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 24.74 ChemAxon
Polarizability 9.34 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 FDB023160
KNApSAcK ID Not Available
Chemspider ID 4825947 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB03381 Link_out
Metagene Link HMDB03381 Link_out
METLIN ID Not Available
PubChem Compound 6155526 Link_out
PDB ID Not Available
ChEBI ID 553775 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References Not Available