P. aeruginosa Metabolome Database: (R)-3-Hydroxy-3-methyl-2-oxopentanoate (PAMDB000863)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB000863

Identification

Name:

(R)-3-Hydroxy-3-methyl-2-oxopentanoate

Description:

(r)-3-hydroxy-3-methyl-2-oxopentanoate belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

(3R)-3-hydroxy-3-methyl-2-oxopentanoate
(3R)-3-hydroxy-3-methyl-2-oxopentanoic acid
(R)-3-hydroxy-3-methyl-2-oxopentanoate
(R)-3-hydroxy-3-methyl-2-oxopentanoic acid
(R)-3-hydroxy-3-methyl-2-oxovalerate
(R)-3-hydroxy-3-methyl-2-oxovaleric acid

Chemical Formula:

C₆H₁₀O₄

Average Molecular Weight:

146.1412

Monoisotopic Molecular Weight:

146.057908808

InChI Key:

YJVOWRAWFXRESP-ZCFIWIBFSA-N

InChI:

InChI=1S/C6H10O4/c1-3-6(2,10)4(7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/t6-/m1/s1

CAS number:

Not Available

IUPAC Name:

(3R)-3-hydroxy-3-methyl-2-oxopentanoic acid

Traditional IUPAC Name:

(3R)-3-hydroxy-3-methyl-2-oxopentanoic acid

SMILES:

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

Chemical Taxonomy

Taxonomy Description

This compound 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

Hydroxy fatty acid
Methyl-branched fatty acid
Short-chain keto acid
Branched fatty acid
Beta-hydroxy acid
Keto acid
Hydroxy acid
Alpha-keto acid
Acyloin
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-hydroxy-3-methyl-2-oxopentanoic acid (CHEBI:34008 )

Physical Properties

State:

Not Available

Charge:

-1

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	99.8 mg/mL	ALOGPS
logP	-0.03	ALOGPS
logP	0.77	ChemAxon
logS	-0.17	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	33.42 m³·mol^-1	ChemAxon
Polarizability	13.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

(R) 2,3-Dihydroxy-3-methylvalerate + NADP <> (R)-3-Hydroxy-3-methyl-2-oxopentanoate + NADPH + Hydrogen ion
2-Aceto-2-hydroxy-butyrate <> (R)-3-Hydroxy-3-methyl-2-oxopentanoate

Pathways:

Valine, leucine and isoleucine biosynthesis pae00290

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-3900000000-1c39941c4e6b3b9884df	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fmi-9600000000-94709bf8ae49b74e261a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zmi-9000000000-41b0b2ff7f0b177e07aa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-3900000000-f53e055eb50930dbb30d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9400000000-690b9b7ffe779189afe6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-44075cd0923ea006902e	View in MoNA

References

References:

Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	49257
HMDB ID	Not Available
Pubchem Compound ID	11954026
Kegg ID	C14463
ChemSpider ID	10128321
Wikipedia ID	Not Available
BioCyc ID	Not Available

(R)-3-Hydroxy-3-methyl-2-oxopentanoate (PAMDB000863)

Structure for (R)-3-Hydroxy-3-methyl-2-oxopentanoate (PAMDB000863)