A,b-Dihydroxyisobutyric acid (CED0061054)

Record Information

Version

1.0

Creation Date

2016-05-25 18:11:45 UTC

Update Date

2026-04-06 10:56:03 UTC

SynCED ID

CED0061054

Secondary Accession Numbers

CHEM021758

Identification

Common Name

A,b-Dihydroxyisobutyric acid

Class

Small Molecule

Description

A,b-Dihydroxyisobutyric acid belongs to the beta hydroxy acids and derivatives, a subclass of hydroxy acids and derivatives within the organic compounds. It has the chemical formula C4H8O4 and an average molecular weight of 120.10 g/mol. This compound is further classified under the superclass of organic acids and derivatives.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3-Dihydroxy-2-methylpropionic acid	ChEBI
alpha,beta-Dihydroxyisobutyric acid	ChEBI
2,3-Dihydroxy-2-methylpropionate	Generator
a,b-Dihydroxyisobutyrate	Generator
alpha,beta-Dihydroxyisobutyrate	Generator
Α,β-dihydroxyisobutyrate	Generator
Α,β-dihydroxyisobutyric acid	Generator
2,3-Dihydroxy-2-methyl-propanoate	HMDB
2,3-Dihydroxy-2-methyl-propanoic acid	HMDB
2,3-Dihydroxy-2-methylpropanoate	HMDB
2,3-Dihydroxy-2-methylpropanoic acid	HMDB
2-C-Methylglycerate	HMDB
2-C-Methylglyceric acid	HMDB
2-Methyl-2,3-dihydroxypropionate	HMDB
2-Methyl-2,3-dihydroxypropionic acid	HMDB
2-Methylglycerate	HMDB
2-Methylglyceric acid	HMDB
2-Methylglyceronate	HMDB
2-Methylglyceronic acid	HMDB
a-Methylglycerate	HMDB
a-Methylglyceric acid	HMDB
alpha-Methylglycerate	HMDB
alpha-Methylglyceric acid	HMDB
a,b-Dihydroxyisobutyric acid	Generator
a,b-Dihydroxy-isobutyrate	Generator, HMDB

Chemical Formula

C₄H₈O₄

Average Molecular Mass

120.104 g/mol

Monoisotopic Mass

120.042 g/mol

CAS Registry Number

21620-60-0

IUPAC Name

2,3-dihydroxy-2-methylpropanoic acid

Traditional Name

2-methylglyceric acid

SMILES

CC(O)(CO)C(O)=O

InChI Identifier

InChI=1S/C4H8O4/c1-4(8,2-5)3(6)7/h5,8H,2H2,1H3,(H,6,7)

InChI Key

DGADNPLBVRLJGD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Alpha-hydroxy acid
Tertiary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dihydroxy monocarboxylic acid (CHEBI:36532 )
Hydroxy fatty acids (LMFA01050400 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	540 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.1	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	3.59	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	25.1 m³·mol⁻¹	ChemAxon
Polarizability	10.65 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0006-9000000000-e1621256a3593b108d7b	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00xr-9483000000-65c48fae8da1c633d6e0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-5900000000-1e5b5bdae0747362e72e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kdi-9300000000-095b57159a1bf51f99e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9000000000-c11a68b5d083815170fb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-5900000000-8d727db5f35d4b5b4f5a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-009i-9100000000-ba0f4e2e0107afb4a8eb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9000000000-507242d2271f378a8b48	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gb9-4900000000-c5f0ac9727f0a3efdfc0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-9100000000-3787459d4219bd7ca7f3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9000000000-d86f752a19333583745e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zfr-9800000000-2220e44bfb31db07608e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9000000000-86f9f5a80900ccc1a671	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052e-9000000000-d1253ed770e4b16d8e79	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
3050.0 Log mg/kg [1700:5400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000484	Activated sludge?Activated sludge refers to a mixture of microorganisms and organic matter used in the biological treatment of wastewater.	Wastewater, sanitation & biosolids	PMC13400670
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000524	Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000657	Surface Finishing Of Leather?Surface finishing of leather often involves the use of various synthetic chemicals, including dyes, resins, and finishing agents.	Textiles, leather & furnishings	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs02432	Marine Boundary Layer	Aquatic systems & sediments	PMC10049390
CEDs02591	Atmosphere	Air, dust & atmospheric transport	PMC10049390
CEDs02592	PM2.5	Air, dust & atmospheric transport	PMC12078572

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Excitatory amino acid transporter 3	P51907	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.243 Applicability Domain 0.243 Low confidence Statistical Significance 1.60e-04 Supporting Reference Compounds 1 E-value 1.24559
Click to view 3D structure	Asc-type amino acid transporter 1	P63116	Rat	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.24 Low confidence Statistical Significance 9.20e-04 Supporting Reference Compounds 2 E-value 7.16213
Click to view 3D structure	Peroxisome proliferator-activated receptor alpha	Q07869	Humans	Predicted (SEA)	Prediction Confidence Score 0.214 Applicability Domain 0.222 Low confidence Statistical Significance 0.2606 Supporting Reference Compounds 127 E-value 2028.91
Click to view 3D structure	Inward rectifier potassium channel 2	P35561	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.211 Applicability Domain 0.211 Low confidence Statistical Significance 0.0501 Supporting Reference Compounds 1 E-value 389.791
Click to view 3D structure	Pantothenate kinase, putative	Q8ILP4	Plasmodium falciparum (isolate 3D7)	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.208 Low confidence Statistical Significance 0.0251 Supporting Reference Compounds 1 E-value 195.479
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.222 Low confidence Statistical Significance 0.2548 Supporting Reference Compounds 197 E-value 1983.83
Click to view 3D structure	Olfactory receptor 51E2	Q9H255	Humans	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.25 Low confidence Statistical Significance 0.001 Supporting Reference Compounds 9 E-value 7.94062
Click to view 3D structure	Peroxisome proliferator-activated receptor delta	Q03181	Humans	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.222 Low confidence Statistical Significance 0.2826 Supporting Reference Compounds 89 E-value 2200.41
Click to view 3D structure	Succinyl-diaminopimelate desuccinylase	P44514	Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.259 Low confidence Statistical Significance 0.001 Supporting Reference Compounds 2 E-value 8.01847
Click to view 3D structure	Free fatty acid receptor 1	O14842	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.296 Low confidence Statistical Significance 0.1884 Supporting Reference Compounds 56 E-value 1466.52
Click to view 3D structure	Lysine-specific demethylase 2A	Q9Y2K7	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.214 Low confidence Statistical Significance 0.0876 Supporting Reference Compounds 35 E-value 682.037
Click to view 3D structure	Histone lysine demethylase PHF8	Q9UPP1	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.214 Low confidence Statistical Significance 0.0047 Supporting Reference Compounds 14 E-value 36.667
Click to view 3D structure	Beta-lactamase VIM-1	Q9XAY4	Pseudomonas aeruginosa	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 5.70e-04 Supporting Reference Compounds 1 E-value 4.43741
Click to view 3D structure	Sodium- and chloride-dependent creatine transporter 1	P48029	Humans	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 7.10e-04 Supporting Reference Compounds 1 E-value 5.52729
Click to view 3D structure	Lysine-specific demethylase 4E	B2RXH2	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.25 Low confidence Statistical Significance 0.144 Supporting Reference Compounds 39 E-value 1120.8
Click to view 3D structure	Egl nine homolog 1	Q9GZT9	Humans	Predicted (SEA)	Prediction Confidence Score 0.197 Applicability Domain 0.25 Low confidence Statistical Significance 0.1684 Supporting Reference Compounds 41 E-value 1311.14
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.222 Low confidence Statistical Significance 0.0184 Supporting Reference Compounds 21 E-value 143.009
Click to view 3D structure	Methylcytosine dioxygenase TET2	Q6N021	Humans	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.48 Statistical Significance 0.018 Supporting Reference Compounds 11 E-value 139.895
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.222 Low confidence Statistical Significance 0.5589 Supporting Reference Compounds 192 E-value 4350.99
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.225 Low confidence Statistical Significance 0.2492 Supporting Reference Compounds 98 E-value 1940.39
Click to view 3D structure	Muscarinic acetylcholine receptor M1	Q8WMX0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.225 Low confidence Statistical Significance 0.0605 Supporting Reference Compounds 18 E-value 471.221
Click to view 3D structure	Cathepsin S	P25774	Humans	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.214 Low confidence Statistical Significance 0.4688 Supporting Reference Compounds 141 E-value 3649.34
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.225 Low confidence Statistical Significance 0.7627 Supporting Reference Compounds 373 E-value 5937.79
Click to view 3D structure	Histone deacetylase 11	Q96DB2	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.222 Low confidence Statistical Significance 0.532 Supporting Reference Compounds 149 E-value 4141.42
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 2	P31646	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.192 Low confidence Statistical Significance 0.0023 Supporting Reference Compounds 1 E-value 18.061