P. aeruginosa Metabolome Database: 3-methylbutanal (PAMDB120438)

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

PAMDB120438

Identification

Name:

3-methylbutanal

Description:

A methylbutanal that is butanal substituted by a methyl group at position 3. It occurs as a volatile constituent in olives.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

3-Methylbutanal
3-methylbutanal
3-methylbutyraldehyde
β-Methylbutanal
iso-C4H9CHO
Isoamyl aldehyde
Isopentaldehyde
Isovaleral
Isovaleraldehyde
Isovalerylaldehyde

Chemical Formula:

C₅H₁₀O

Average Molecular Weight:

86.133

Monoisotopic Molecular Weight:

86.073166

InChI Key:

YGHRJJRRZDOVPD-UHFFFAOYSA-N

InChI:

InChI=1S/C5H10O/c1-5(2)3-4-6/h4-5H,3H2,1-2H3

CAS number:

590-86-3

IUPAC Name:

3-methylbutanal

Traditional IUPAC Name:

isovaleraldehyde

SMILES:

CC(C)CC=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

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methylbutanal (CHEBI:16638)
a small molecule (CPD-7031)

Physical Properties

State:

Liquid

Charge:

Melting point:

-51 °C

Experimental Properties:

Property	Value	Reference
Melting Point	-51 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	14 mg/mL at 20 °C	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	17.0 mg/mL	ALOGPS
logP	1.29	ALOGPS
logP	1.05	ChemAxon
logS	-0.71	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-7	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	25.49 m³·mol^-1	ChemAxon
Polarizability	10.12 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:

Not Available

Reactions:

3-methylbutanol + NAD+ → Hydrogen ion + 3-methylbutanal + NADH

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-9000000000-7f4ac528265c8b3bf3ab	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-6e4f25dc68765a0e52ca	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-809684cd2152204e911f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-0006-9000000000-3a38c8f6150bf1f43e74	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-0006-9000000000-5a3fd4f38dc36ebe58a1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-a8ed71d6e7d567b598b4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kp-9000000000-043451832d2f37b1c7e1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-3c57d920ca714b174bb3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-030536579800c9e49940	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-be1f1229d7e13994d150	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-13768c049fd8e5c23464	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-a8ed71d6e7d567b598b4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kp-9000000000-043451832d2f37b1c7e1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-3c57d920ca714b174bb3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-030536579800c9e49940	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-be1f1229d7e13994d150	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-13768c049fd8e5c23464	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-881fcc89b0f579b40793	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:

Sansone-Land A, Takeoka GR, Shoemaker CF (2014)Volatile constituents of commercial imported and domestic black-ripe table olives (Olea europaea). Food chemistry 149, Pubmed: 24295708
Afzal MI, Boulahya KA, Paris C, Delaunay S, Cailliez-Grimal C (2013)Effect of oxygen on the biosynthesis of flavor compound 3-methylbutanal from leucine catabolism during batch culture in Carnobacterium maltaromaticum LMA 28. Journal of dairy science 96, Pubmed: 23182362

Synthesis Reference:

Roelen, O. Synthesis of aldehydes and derivatives from olefins, carbon monoxide, and hydrogen. Angew. Chem. (1948), A60 62. CAN 44:46679 AN 1950:46679

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
HMDB	HMDB06478
CHEMSPIDER	11065
CHEBI	16638
PUBCHEM	11552
LIGAND-CPD	C07329

3-methylbutanal (PAMDB120438)

Structure for 3-methylbutanal (PAMDB120438)