AFCDB: (S)-2-Methyl-1-butanol (FDB008130)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:56 UTC

Update date

2020-02-24 19:10:49 UTC

Primary ID

FDB008130

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(S)-2-Methyl-1-butanol

Description

(S)-2-Methyl-1-butanol, also known as 2-methyl butanol-1 or 2-methylbutyl alcohol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, (S)-2-methyl-1-butanol is considered to be a fatty alcohol (S)-2-Methyl-1-butanol exists in all eukaryotes, ranging from yeast to plants to humans (S)-2-Methyl-1-butanol is a malt tasting compound (S)-2-Methyl-1-butanol is found, on average, in the highest concentration within beer and milk (cow) (S)-2-Methyl-1-butanol has also been detected, but not quantified in, several different foods, such as common cabbages (Brassica oleracea), ceylon cinnamons (Cinnamomum verum), sourdough, shiitakes (Lentinus edodes), and pili nuts (Canarium ovatum). This could make (S)-2-methyl-1-butanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (S)-2-Methyl-1-butanol.

CAS Number

1565-80-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	42 g/L	ALOGPS
logP	1.24	ALOGPS
logP	1.17	ChemAxon
logS	-0.32	ALOGPS
pKa (Strongest Acidic)	17.5	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.61 m³·mol⁻¹	ChemAxon
Polarizability	10.99 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

Chemical Formula

C5H12O

IUPAC name

2-methylbutan-1-ol

InChI Identifier

InChI=1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3

InChI Key

QPRQEDXDYOZYLA-UHFFFAOYSA-N

Isomeric SMILES

CCC(C)CO

Average Molecular Weight

88.1482

Monoisotopic Molecular Weight

88.088815006

Classification

Description

Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Primary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:48945 )
alkyl alcohol (CHEBI:48945 )
Fatty alcohols (LMFA05000104 )
a small molecule (CPD-7033 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 68.13%; H 13.72%; O 18.15%	DFC
Melting Point	Not Available
Boiling Point	Bp 128°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]20D -6.7 (c, 1 in EtOH)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-9000000000-354c4fb764d5125305e7	2015-03-01	View Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4l-9000000000-4710deb4dee4bfd03754	Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-7171709ce52ea140418d	Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-69d3eb6fa5d3cbace4d2	Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4l-9000000000-4710deb4dee4bfd03754	Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-7171709ce52ea140418d	Spectrum
GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-69d3eb6fa5d3cbace4d2	Spectrum
Predicted GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a6r-9000000000-02e9885c21b53d9d6349	Spectrum
Predicted GC-MS	(S)-2-Methyl-1-butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fi1-9400000000-11c9785b27e999fdfef3	Spectrum
Predicted GC-MS	(S)-2-Methyl-1-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-9000000000-128169279e6dbc93647d	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-dc20fc6a9edf20c015c0	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-c22c4d3aed422eaa3d6c	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-9000000000-128169279e6dbc93647d	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-dc20fc6a9edf20c015c0	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-c22c4d3aed422eaa3d6c	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-3755227e402feb51b4de	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-fcef5652b712c7416e06	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-52f93c4b7493a853c052	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-3755227e402feb51b4de	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-fcef5652b712c7416e06	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-52f93c4b7493a853c052	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-dd8f1f11d4928285c04e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-1bcbc03c82fd267687cb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-aa0f0ceef51269cb75e0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-ef8ab8a1e6e9f7d8ca2f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-9000000000-fe19acc4abf9392ddb73	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-266852879b8ed1e050f1	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

8398

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

8723

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31527

CRC / DFC (Dictionary of Food Compounds) ID

HDG28-J:DCL37-L

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

1565-80-6

GoodScent ID

rw1142101

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
malt	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

(S)-2-Methyl-1-butanol (FDB008130)

Structure for FDB008130 ((S)-2-Methyl-1-butanol)