Milk Composition Database: Showing metabocard for Isopentanol (BMDB0006007)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:19:34 UTC

Update Date

2020-06-04 19:18:41 UTC

MCDB ID

BMDB0006007

Secondary Accession Numbers

BMDB06007

Metabolite Identification

Common Name

Isopentanol

Description

Isoamylol, also known as isoamyl alcohol or 3-methylbutanol, 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, isoamylol is considered to be a fatty alcohol lipid molecule. Isoamylol exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Isoamylol exists in all eukaryotes, ranging from yeast to humans. Isoamylol has been found to be associated with the diseases known as ulcerative colitis; also isoamylol has been linked to the inborn metabolic disorders including celiac disease.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-HYDROXY-3-methylbutane	ChEBI
2-Methyl-4-butanol	ChEBI
3-Methyl-1-butanol	ChEBI
3-Methylbutanol	ChEBI
Alcool isoamylique	ChEBI
I-amyl alcohol	ChEBI
Iso-amylalkohol	ChEBI
Isoamyl alcohol	ChEBI
Isobutylcarbinol	ChEBI
Isopentan-1-ol	ChEBI
Isopentyl alcohol	ChEBI
Isopentylalkohol	ChEBI
Primary isoamyl alcohol	ChEBI
Isopentyl alcohol, 1-(14)C-labeled	MeSH
Isopentyl alcohol, barium salt	MeSH
Isopentyl alcohol, lead (2+) salt	MeSH
Isopentyl alcohol, magnesium salt	MeSH
Isopentyl alcohol, potassium salt	MeSH
Isopentyl alcohol, sodium salt	MeSH
Isopentyl alcohol, strontium salt	MeSH
3-Methyl-butan-(1)-ol	HMDB
3-Methyl-butanol	HMDB
3-Methylbutan-1-ol	HMDB
3-MethylbutanoI	HMDB
Butan-1-ol, 3-methyl	HMDB
Fermentation amyl alcohol	HMDB
Fusel oil	HMDB
iso-Amyl alcohol	HMDB
Isoamyl alcohol (3-methyl butanol)	HMDB
Isoamyl alcohol (natural)	HMDB
Isoamyl alkohol	HMDB
Isoamylalcohol	HMDB
Isoamylol	HMDB
Isobutyl carbinol	HMDB
Methyl-3-butan-1-ol	HMDB
Isopentanol	ChEBI

Chemical Formula

C₅H₁₂O

Average Molecular Weight

88.1482

Monoisotopic Molecular Weight

88.088815006

IUPAC Name

3-methylbutan-1-ol

Traditional Name

isoamyl alcohol

CAS Registry Number

123-51-3

SMILES

CC(C)CCO

InChI Identifier

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

InChI Key

PHTQWCKDNZKARW-UHFFFAOYSA-N

Chemical Taxonomy

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:15837 )
alkyl alcohol (CHEBI:15837 )
Fatty alcohols (LMFA05000108 )
a small molecule (CPD-7032 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-117.2 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	26.7 mg/mL at 25 °C	Not Available
LogP	1.16	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	1.33	ALOGPS
logP	1.09	ChemAxon
logS	-0.37	ALOGPS
pKa (Strongest Acidic)	17.17	ChemAxon
pKa (Strongest Basic)	-1.9	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	26.68 m³·mol⁻¹	ChemAxon
Polarizability	11.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-e1eb02399a8e4a0e1d71	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-8f690089412de62c1345	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-7c2ce9899425d009c30d	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-bf852ef18965656b4e96	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-e1eb02399a8e4a0e1d71	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-8f690089412de62c1345	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-7c2ce9899425d009c30d	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-bf852ef18965656b4e96	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-21a2665671fd17ea55ce	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fdp-9400000000-2a46653460ba2c8da268	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 5V, positive	splash10-0006-9000000000-2c1d0ae92e43acc092e6	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-0006-9000000000-8dd3d034bf479e8803ba	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0006-9000000000-3c9aeb8ba4420ca8a165	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-0006-9000000000-9e3cac2c0ecb4470e212	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-0006-9000000000-fe95a0016d6b985d7e2c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-0006-9000000000-46c43a114223f5a591b7	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-0006-9000000000-e5423b2ff284e82d6dd1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-0006-9000000000-f6e908787eb43732d644	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 6V, positive	splash10-0006-9000000000-ff2d0161e440ffcb6223	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 8V, positive	splash10-0006-9000000000-9deabd7a6d74f80abdda	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 12V, positive	splash10-0006-9000000000-fac465f943fed2ef3090	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 16V, positive	splash10-0006-9000000000-9cbb4df3621ddb73950e	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-9000000000-7bbd6dbb0b9915076ca1	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-c74cb455e67c059f399c	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-f827e13ae4abb1b14fbb	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-9000000000-7bbd6dbb0b9915076ca1	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-c74cb455e67c059f399c	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-f827e13ae4abb1b14fbb	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-7264596be9d872886688	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-9000000000-cc98e6ceeea595509f4c	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aor-9000000000-c1813a13047771c3400a	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-7264596be9d872886688	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-9000000000-cc98e6ceeea595509f4c	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aor-9000000000-c1813a13047771c3400a	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-fdb2b51ca693bf9b93b2	2021-09-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-370bf1c231476fa54243	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Not Available	2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Not Available	2015-03-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-24	View Spectrum

Concentrations

Status	Value	Reference	Details
Detected and Quantified	0.02 +/- 0.01 uM	PMID: 12463694	details
Detected and Quantified	0.0524 +/- 0.0391 uM	PMID: 12463694	details
Detected and Quantified	0.172 +/- 0.194 uM	PMID: 12463694	details
Detected and Quantified	0.2 +/- 0.12 mg/100g dry matter content	Brigitta Gaspardo...	details
Detected and Quantified	0.3 +/- 0.14 mg/100g dry matter content	Brigitta Gaspardo...	details

External Links

HMDB ID

HMDB0006007

DrugBank ID

DB02296

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Isoamyl alcohol

METLIN ID

Not Available

PubChem Compound

31260

PDB ID

IP3

ChEBI ID

15837

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77. [PubMed:12463694 ]
Brigitta Gaspardo, Giuseppe Procida, Saša Volarič, Sandy Sgorlon & Bruno Stefanon (2009). Brigitta Gaspardo et al. Determination of volatile fractions in raw milk and ripened cheese by means of GC-MS. Results of a survey performed in the marginal area between Italy and Slovenia. Italian Jounal of Animal Science Vol 8, 377-390, 2009. Italian Journal of Animal Science .

Showing metabocard for Isopentanol (BMDB0006007)

Structure for BMDB0006007 (Isopentanol)