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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:44:09 UTC

Update Date

2023-02-21 17:20:54 UTC

HMDB ID

HMDB0031578

Secondary Accession Numbers

HMDB31578

Metabolite Identification

Common Name

2-Methylpentanal

Description

2-Methylpentanal belongs to the class of organic compounds known as organic oxides. These are organic compounds containing an oxide group. 2-Methylpentanal is an ethereal, fruity, and green tasting compound. 2-Methylpentanal has been detected, but not quantified in, garden onions (Allium cepa). This could make 2-methylpentanal a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Methylpentanal.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Formylpentane	HMDB
2-Methyl-N-valeraldehyde	HMDB
2-Methyl-pentanal	HMDB
2-Methyl-valeraldehyde	HMDB
2-Methylpental	HMDB
2-Methylpentaldehyde	HMDB
2-Methylvaleraldehyde	HMDB
2-Methylvaleric aldehyde	HMDB
alpha -Methyl valeraldehyde	HMDB
alpha -Methylpentenal	HMDB
alpha-Methylpentanal	HMDB
alpha-Methylpentenal	HMDB
alpha-Methylvaleraldehyde	HMDB
FEMA 3413	HMDB
Methyl-pentanal	HMDB
Methylpentaldehyde	HMDB
N-C3H7CH(CH3)CHO	HMDB
Valeraldehyde, 2-methyl- (8ci)	HMDB

Chemical Formula

C₆H₁₂O

Average Molecular Weight

100.1589

Monoisotopic Molecular Weight

100.088815006

IUPAC Name

2-methylpentanal

Traditional Name

2-methylpentaldehyde

CAS Registry Number

123-15-9

SMILES

CCCC(C)C=O

InChI Identifier

InChI=1S/C6H12O/c1-3-4-6(2)5-7/h5-6H,3-4H2,1-2H3

InChI Key

FTZILAQGHINQQR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic oxides. These are organic compounds containing an oxide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organic oxides

Sub Class

Not Available

Direct Parent

Organic oxides

Alternative Parents

Substituents

Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0031578)
Cytoplasm (HMDB: HMDB0031578)

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0031578)

Source

Endogenous

Endogenous (HMDB: HMDB0031578)

Exogenous

Food

Food (HMDB: HMDB0031578)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031578)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.2 mg/mL at 25 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.63 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.75	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	16.11	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	3	ChemAxon
Refractivity	30.12 m³·mol⁻¹	ChemAxon
Polarizability	12.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	121.04	31661259
DarkChem	[M-H]-	116.643	31661259
DeepCCS	[M+H]+	130.064	30932474
DeepCCS	[M-H]-	128.128	30932474
DeepCCS	[M-2H]-	163.821	30932474
DeepCCS	[M+Na]+	138.404	30932474
AllCCS	[M+H]+	125.6	32859911
AllCCS	[M+H-H2O]+	121.2	32859911
AllCCS	[M+NH4]+	129.6	32859911
AllCCS	[M+Na]+	130.8	32859911
AllCCS	[M-H]-	130.2	32859911
AllCCS	[M+Na-2H]-	134.1	32859911
AllCCS	[M+HCOO]-	138.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methylpentanal	CCCC(C)C=O	1044.9	Standard polar	33892256
2-Methylpentanal	CCCC(C)C=O	730.9	Standard non polar	33892256
2-Methylpentanal	CCCC(C)C=O	753.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methylpentanal,1TMS,isomer #1	CCCC(C)=CO[Si](C)(C)C	967.6	Semi standard non polar	33892256
2-Methylpentanal,1TMS,isomer #1	CCCC(C)=CO[Si](C)(C)C	897.9	Standard non polar	33892256
2-Methylpentanal,1TBDMS,isomer #1	CCCC(C)=CO[Si](C)(C)C(C)(C)C	1188.4	Semi standard non polar	33892256
2-Methylpentanal,1TBDMS,isomer #1	CCCC(C)=CO[Si](C)(C)C(C)(C)C	1121.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methylpentanal GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bc-9000000000-4952ffd1d104a58110ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methylpentanal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 10V, Positive-QTOF	splash10-0udi-2900000000-79bc9ccdde1d197c791d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 20V, Positive-QTOF	splash10-0udi-9400000000-a0589b1955ed73623b77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 40V, Positive-QTOF	splash10-0006-9000000000-bf5787bd268701bc29db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 10V, Negative-QTOF	splash10-0002-9000000000-0edc594e6f0a2560791a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 20V, Negative-QTOF	splash10-0002-9000000000-3476c671528b9b836c62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 40V, Negative-QTOF	splash10-0a4l-9000000000-4b754cb139c3e6574825	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 10V, Positive-QTOF	splash10-007o-9000000000-bbcbcf7c382e11218a4c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 20V, Positive-QTOF	splash10-0006-9000000000-3ed20d12f80b7fb6bf23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 40V, Positive-QTOF	splash10-000l-9000000000-621026886ad2028b5749	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 10V, Negative-QTOF	splash10-0002-9000000000-658fe53778817eb82301	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 20V, Negative-QTOF	splash10-00ls-9000000000-86aaf020f31f22185461	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylpentanal 40V, Negative-QTOF	splash10-0aou-9000000000-36a302508f0792a5e79d	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008201

KNApSAcK ID

Not Available

Chemspider ID

28985

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

31245

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Behr A, Reyer S, Tenhumberg N: Selective hydroformylation-hydrogenation tandem reaction of isoprene to 3-methylpentanal. Dalton Trans. 2011 Nov 28;40(44):11742-7. doi: 10.1039/c1dt11292a. Epub 2011 Sep 29. [PubMed:21960209 ]
Firdous S, Banert K, Auer AA: Viability of 4,5-dihydro-1,2,3,4-oxatriazoles reinvestigated. Chemistry. 2011 May 9;17(20):5539-43. doi: 10.1002/chem.201100231. Epub 2011 Apr 19. [PubMed:21506186 ]
Matsuura K, Deyashiki Y, Bunai Y, Ohya I, Hara A: Aldose reductase is a major reductase for isocaproaldehyde, a product of side-chain cleavage of cholesterol, in human and animal adrenal glands. Arch Biochem Biophys. 1996 Apr 15;328(2):265-71. [PubMed:8645003 ]
Vermeulen C, Collin S: Synthesis and sensorial properties of mercaptoaldehydes. J Agric Food Chem. 2002 Sep 25;50(20):5654-9. [PubMed:12236693 ]
Widder S, Sabater Luntzel C, Dittner T, Pickenhagen W: 3-Mercapto-2-methylpentan-1-ol, a new powerful aroma compound. J Agric Food Chem. 2000 Feb;48(2):418-23. [PubMed:10691650 ]
Martin HJ, Maser E: Role of human aldo-keto-reductase AKR1B10 in the protection against toxic aldehydes. Chem Biol Interact. 2009 Mar 16;178(1-3):145-50. doi: 10.1016/j.cbi.2008.10.021. Epub 2008 Nov 1. [PubMed:19013440 ]
Chen YH, McDonald FE: New chiral synthons for efficient introduction of bispropionates via stereospecific oxonia-cope rearrangements. J Am Chem Soc. 2006 Apr 12;128(14):4568-9. [PubMed:16594682 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Methylpentanal (HMDB0031578)

MOL for HMDB0031578 (2-Methylpentanal)

3D MOL for HMDB0031578 (2-Methylpentanal)

3D SDF for HMDB0031578 (2-Methylpentanal)

3D-SDF for HMDB0031578 (2-Methylpentanal)

PDB for HMDB0031578 (2-Methylpentanal)

3D PDB for HMDB0031578 (2-Methylpentanal)

SMILES for HMDB0031578 (2-Methylpentanal)

INCHI for HMDB0031578 (2-Methylpentanal)

Structure for HMDB0031578 (2-Methylpentanal)

3D Structure for HMDB0031578 (2-Methylpentanal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra