Livestock Metabolome Database: Showing metabocard for 2-Hydroxyisovalerate (LMDB01096)

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

Record Information

Version

1.0

Creation Date

2020-03-06 18:22:54 UTC

Update Date

2021-04-30 20:57:56 UTC

Lmdb

LMDB01096

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxyisovalerate

Description

2-Hydroxy-3-methylbutyric acid, also known as a-hydroxyisovalerate or 2-hydroxyisopentanoic acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 2-Hydroxy-3-methylbutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxyisopentanoic acid	ChEBI
2-Hydroxyisovaleric acid	ChEBI
3-Methyl-2-hydroxybutyric acid	ChEBI
alpha-Hydroxyisovaleric acid	ChEBI
2-Hydroxyisopentanoate	Generator
2-Hydroxyisovalerate	Generator
3-Methyl-2-hydroxybutyrate	Generator
a-Hydroxyisovalerate	Generator
a-Hydroxyisovaleric acid	Generator
alpha-Hydroxyisovalerate	Generator
Α-hydroxyisovalerate	Generator
Α-hydroxyisovaleric acid	Generator
2-Hydroxy-3-methylbutyrate	Generator
2-Hydroxy-3-methyl-butyric acid	HMDB
2-Hydroxy-3-methylbutanoate	HMDB
2-Hydroxy-3-methylbutanoic acid	HMDB
2-Oxyisovalerate	HMDB
2-Oxyisovaleric acid	HMDB
DL-2-Hydroxy-3-methylbutanoate	HMDB
DL-2-Hydroxy-3-methylbutanoic acid	HMDB
DL-2-Hydroxyisovalerate	HMDB
DL-2-Hydroxyisovaleric acid	HMDB
DL-a-Hydroxyisovalerate	HMDB
DL-a-Hydroxyisovaleric acid	HMDB
DL-alpha-Hydroxyisovalerate	HMDB
DL-alpha-Hydroxyisovaleric acid	HMDB
2-Hydroxyisovaleric acid, monosodium salt, (S)-isomer	HMDB
2-Hydroxyisovaleric acid, (S)-isomer	HMDB
2-Hydroxyisovaleric acid, calcium (2:1) salt	HMDB
2-Hydroxyisovaleric acid, (R)-isomer	HMDB

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

2-hydroxy-3-methylbutanoic acid

Traditional Name

2-hydroxyisovaleric acid

CAS Registry Number

Not Available

SMILES

InChI Identifier

Not Available

InChI Key

Not Available

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Hydroxy fatty acids

Alternative Parents

Substituents

Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Alpha-hydroxy acid
Hydroxy acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-hydroxy monocarboxylic acid (CHEBI:60645 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.1	ALOGPS
logP	0.42	ChemAxon
logS	0.26	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	27.84 m³·mol⁻¹	ChemAxon
Polarizability	11.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9100000000-3ceb85540106a01209a9	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00g1-9520000000-27e47b254facef447ecf	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-01b9-9800000000-34c80f5b3cfe512db815	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-006t-9100000000-62b5dd0328186489f167	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-00kb-9400000000-4b607be60b20b11a9328	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-00di-9000000000-053084615922d2811fc0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-00di-9000000000-c74232c34d7c991de0c5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-052f-9000000000-1837dbe9ec7e7648abac	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0gbc-9400000000-3dae3f739ba9de64475a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gi0-6900000000-9c5d211acf2118d6a136	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-9100000000-fd55205401dd434cfdcc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fu-9000000000-44a71cd407c65a176f7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01b9-6900000000-977b23edb76b18575dc2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00xr-9400000000-a265e0ef4d3a3366c0be	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fr-9000000000-a258a01f539f2e2cd1e7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-9100000000-4440e0dd7c3edf6166ae	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-848921fdd36001ccc2ad	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-ec34045be03977dd8e79	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2900000000-d5f27e5fc2f84d237f6a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-7900000000-d8e0dd0fbaecb6b1909e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-a096d70c21dd426764cb	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected and Quantified	2.1366 +/- 0.8976 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	3.0535 +/- 2.4345 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.6343 +/- 0.2495 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.1494 +/- 0.9162 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.6297 +/- 2.4625 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.55 +/- 1.3 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	1.9902 +/- 1.0945 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.1806 +/- 1.504 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.4601 +/- 1.3791 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.844 +/- 0.6394 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.6384 +/- 0.2434 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.325 +/- 1.1523 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.114 +/- 1.4319 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.5455 +/- 1.5345 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.6995 +/- 0.5127 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.1752 +/- 1.3652 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.3737 +/- 1.5538 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.3799 +/- 1.3193 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.9891 +/- 1.8596 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	1.5999 +/- 0.2076 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.1816 +/- 1.3339 uM	Normal	Ovine	Goldansaz et al.,...	details