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Record Information
Version3.6
Creation Date2012-09-11 19:02:13 UTC
Update Date2016-02-11 02:25:10 UTC
HMDB IDHMDB34233
Secondary Accession NumbersNone
Metabolite Identification
Common Name(E)-2-Butenal
Description(E)-2-Butenal is found in fruits. (E)-2-Butenal is isolated from vegetable sources, e.g. tomato juice, strawberry aroma (E)-2-Butenal belongs to the family of Acyclic Alkenes. These are acyclic unsaturated compounds containing at least one carbon-carbon double bond.
Structure
Thumb
Synonyms
ValueSource
(Z)-But-2-enalMetaCyc
(cis)-But-2-enalMetaCyc
(cis)-2-ButenalMetaCyc
(2E)-2-ButenalHMDB
(2E)-But-2-enalHMDB
(2Z)-2-ButenalHMDB
(cis)-CrotonaldehydeHMDB
(e)-But-2-enalHMDB
(e)-CrotonaldehydeHMDB
(e)-Crotonaldehyde (iupac)HMDB
(Z)-2-ButenalHMDB
(Z)-CrotonaldehydeHMDB
1-FormylpropeneHMDB
2-ButenalHMDB
2-BUTENAL (trans) crotonaldehydeHMDB
2-Butenal, inhibitedHMDB
2-Butenal, mixture OF cis and transHMDB
2-ButenaldehydeHMDB
3-Methylacrolein, inhibitedHMDB
Aldehyde crotoniqueHMDB
beta-Methyl acroleinHMDB
beta-MethylacroleinHMDB
But-(e)-2-enalHMDB
But-2-enalHMDB
cis-CrotonaldehydeHMDB
CRDHMDB
CrotenaldehydeHMDB
CrotonalHMDB
CrotonaldehydeHMDB
Crotonaldehyde, inhibitedHMDB
Crotonaldehyde, mixture OF cis and transHMDB
Crotonaldehyde, predominantly transHMDB
Crotonaldehyde, stabilizedHMDB
Crotonic aldehydeHMDB
CrotylaldehydeHMDB
e-2-ButenalHMDB
KrotonaldehydHMDB
MethylpropenalHMDB
Nchem.215-comp8HMDB
t-2-ButenalHMDB
TopanelHMDB
Topanel caHMDB
trans- CrotonalHMDB
trans-2-ButenalHMDB
trans-CrotonaldehydeHMDB
Chemical FormulaC4H6O
Average Molecular Weight70.0898
Monoisotopic Molecular Weight70.041864814
IUPAC Name(2Z)-but-2-enal
Traditional Namecrotonaldehyde
CAS Registry Number123-73-9
SMILES
C\C=C/C=O
InChI Identifier
InChI=1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2-
InChI KeyInChIKey=MLUCVPSAIODCQM-IHWYPQMZSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbonyl compounds
Sub ClassAlpha,beta-unsaturated carbonyl compounds
Direct ParentEnals
Alternative Parents
Substituents
  • Enal
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected but not Quantified
Origin
  • Drug
  • Food
Biofunction
  • Nutrient
Application
  • Drug
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-69 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility150 mg/mL at 2 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility66.5 mg/mLALOGPS
logP0.88ALOGPS
logP0.76ChemAxon
logS-0.02ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity22.04 m3·mol-1ChemAxon
Polarizability7.52 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Feces
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Clostridium difficile infection
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04381
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB012544
KNApSAcK IDNot Available
Chemspider ID559039
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB34233
Metagene LinkHMDB34233
METLIN IDNot Available
PubChem Compound643950
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mori Y, Yamada S: Contribution of cation-pi interactions in iminium catalysis. Molecules. 2012 Feb 21;17(2):2161-8. doi: 10.3390/molecules17022161. [22354192 ]
  2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
ALDH2
Uniprot ID:
P05091
Molecular weight:
56380.93
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [17016423 ]