P. aeruginosa Metabolome Database: Butanal (PAMDB000512)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB000512

Identification

Name:

Butanal

Description:

Butanal is an organic compound that is the aldehyde analog of butane. It is a colorless flammable liquid with an acrid smell. It is miscible with most organic solvents.(wikipedia)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

1-Butanal
Butaldehyde
Butalyde
Butan-1-al
Butanaldehyde
Butyl aldehyde
Butylaldehyde
Butyral
Butyraldehyd
Butyraldehyde
Butyric aldehyde
Butyrylaldehyde
N-Butanal
N-Butyl aldehyde
N-Butylaldehyde
N-Butyraldehyde

Chemical Formula:

C₄H₈O

Average Molecular Weight:

72.1057

Monoisotopic Molecular Weight:

72.057514878

InChI Key:

ZTQSAGDEMFDKMZ-UHFFFAOYSA-N

InChI:

InChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3

CAS number:

123-72-8

IUPAC Name:

butanal

Traditional IUPAC Name:

butoxide

SMILES:

CCCC=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.

Kingdom

Organic compounds

Super Class

Organooxygen compounds

Class

Carbonyl compounds

Sub Class

Aldehydes

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

Alpha-hydrogen aldehyde
Hydrocarbon derivative
Short-chain aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butanals (CHEBI:15743 )
an <i>n</i>-alkanal (BUTANAL )

Physical Properties

State:

Liquid

Charge:

Melting point:

-99 °C

Experimental Properties:

Property	Value	Source
Water Solubility:	71 mg/mL at 25 oC [UNION CARBIDE (1974)]	PhysProp
LogP:	0.88 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	50.9 mg/mL	ALOGPS
logP	1.1	ALOGPS
logP	0.76	ChemAxon
logS	-0.15	ALOGPS
pKa (Strongest Acidic)	15.74	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	20.95 m³·mol^-1	ChemAxon
Polarizability	8.32 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Butanesulfonate + FMNH + Oxygen > Butanal + Flavin Mononucleotide + Hydrogen ion + Water + Sulfite
Butanal + Coenzyme A + NAD <> Butanoyl-CoA + NADH + Hydrogen ion

Pathways:

Butanoate metabolism pae00650

Spectra

Spectra:

Spectrum Type	Description	Splash Key
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0ab9-9000000000-e43f72b51db74df7e649	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052f-9000000000-038773fb1932929717e0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000x-9000000000-f3c990a0bfba019420a9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-002f-9000000000-c275231e3f5b37fbd589	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-0006-9000000000-68ac34ab9def2e36ccc6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-2c1d033322fd9522a728	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-9000000000-ca73d37ef37b38522b6e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-90b6f84d1349c54881ce	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-819efd4b2a60ead6a85c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-59b84d540828a6511e53	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f665ffadd808f7e9b0ca	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-002f-9000000000-6e0649a0dc70c28fcae9	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Holley AE, Walker MK, Cheeseman KH, Slater TF: Measurement of n-alkanals and hydroxyalkenals in biological samples. Free Radic Biol Med. 1993 Sep;15(3):281-9. Pubmed: 8406128
Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Orhan H, van Holland B, Krab B, Moeken J, Vermeulen NP, Hollander P, Meerman JH: Evaluation of a multi-parameter biomarker set for oxidative damage in man: increased urinary excretion of lipid, protein and DNA oxidation products after one hour of exercise. Free Radic Res. 2004 Dec;38(12):1269-79. Pubmed: 15763951

Synthesis Reference:

Weizmann, Charles; Garrard, Stanley Frederick. Some condensations of butyl alcohol and butyraldehyde. Journal of the Chemical Society, Transactions (1920), 117 324-38.

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
CHEBI ID	15743
HMDB ID	HMDB03543
Pubchem Compound ID	261
Kegg ID	C01412
ChemSpider ID	256
Wikipedia	Butanal
BioCyc ID	BUTANAL
EcoCyc ID	BUTANAL

Butanal (PAMDB000512)

Structure for Butanal (PAMDB000512)