Showing Compound (R)-2,3-Dihydroxy-isovalerate (FDB028799)

Record Information

Version

1.0

Creation date

2011-09-21 01:45:07 UTC

Update date

2015-07-21 06:59:32 UTC

Primary ID

FDB028799

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(R)-2,3-Dihydroxy-isovalerate

Description

(R) 2,3-Dihydroxy-isovalerate is an intermediate in valine, leucine and isoleucine biosynthesis. The pathway of valine biosynthesis is a four-step pathway that shares all of its steps with the parallel pathway of isoleucine biosynthesis. These entwined pathways are part of the superpathway of leucine, valine, and isoleucine biosynthesis , that generates not only isoleucine and valine, but also leucine. (R) 2,3-Dihydroxy-isovalerate is generated from 3-Hydroxy-3-methyl-2-oxobutanoic acid via the enzyme ketol-acid reductoisomerase (EC 1.1.1.86) then it is converted to 2-Oxoisovalerate via the dihydroxy-acid dehydratase (EC:4.2.1.9). [HMDB]

CAS Number

Not Available

Structure

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

Synonyms

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Synonym	Source
(2R)-2,3-Dihydroxy-3-methylbutanoate	Kegg
(2R)-2,3-dihydroxy-3-methylbutanoate	hmdb
(2R)-2,3-Dihydroxy-3-methylbutanoic acid	Generator
(2R)-2,3-dihydroxy-3-methylbutanoic acid	hmdb
(R)-(-)-alpha,beta-Dihydroxyisovaleric acid	HMDB
(R)-(-)-α,β-Dihydroxyisovaleric acid	HMDB
(R)-2,3-Dihydroxy-3-methylbutanoate	HMDB
(R)-2,3-dihydroxy-3-methylbutanoate	hmdb
(R)-2,3-Dihydroxy-3-methylbutanoic acid	HMDB
(R)-2,3-dihydroxy-3-methylbutanoic acid	hmdb

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	529 g/L	ALOGPS
logP	-0.83	ALOGPS
logP	-0.82	ChemAxon
logS	0.6	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	29.44 m³·mol⁻¹	ChemAxon
Polarizability	12.48 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H10O4

IUPAC name

(2R)-2,3-dihydroxy-3-methylbutanoic acid

InChI Identifier

InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/t3-/m0/s1

InChI Key

JTEYKUFKXGDTEU-VKHMYHEASA-N

Isomeric SMILES

CC(C)(O)[C@@H](O)C(O)=O

Average Molecular Weight

134.1305

Monoisotopic Molecular Weight

134.057908808

Classification

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
Methyl-branched fatty acid
Short-chain hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Tertiary alcohol
1,2-diol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2,3-dihydroxy-3-methylbutanoic acid (CHEBI:15684 )

Ontology

Ingestion

Biological location:

Subcellular:

Biofluid and excreta:

Source:

Biological:

Animal

Process

Naturally occurring process:

Biological process:

Biochemical process:

Biochemical pathway:

Lipid metabolism pathway

Chemical reaction:

Lipid peroxidation

Role

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(R)-2,3-Dihydroxy-isovalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-59e6990530d950227520	Spectrum
Predicted GC-MS	(R)-2,3-Dihydroxy-isovalerate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00s9-9473000000-9708bfc20ee5ae043678	Spectrum
Predicted GC-MS	(R)-2,3-Dihydroxy-isovalerate, 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	splash10-00kr-4900000000-196ffbbf313a33f24f27	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ri-9300000000-aebebbbe2c7c11465a67	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-92af6a04d8cb7601ab35	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0019-9500000000-2837622949a6bd688094	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00s9-9400000000-0fc7aa81197fc5feb444	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-9000000000-45f3b95b2f30ea8445c1	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2900000000-fab4ee9aeca7067a9207	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9100000000-b3da44872fd12f996ec6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fr-9000000000-571b504e001a1456ab10	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-9600000000-e4a123bb359dea0126e3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05g0-9000000000-30fdda4eee690af3ee50	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-285f7931bf8163b701da	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

389255

ChEMBL ID

Not Available

KEGG Compound ID

C04272

Pubchem Compound ID

440279

Pubchem Substance ID

Not Available

ChEBI ID

15684

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12141

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

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

Not Available

GoodScent ID

Not Available

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (R)-2,3-Dihydroxy-isovalerate (FDB028799)

Structure for FDB028799 ((R)-2,3-Dihydroxy-isovalerate)