Isobutyric Acid

Identification

Name
Isobutyric Acid
Accession Number
DB02531  (EXPT01932, DB04305)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 2-Methyl-propionic acid
External IDs
FEMA NO. 2222 / NSC-62780
Categories
UNII
8LL210O1U0
CAS number
79-31-2
Weight
Average: 88.1051
Monoisotopic: 88.0524295
Chemical Formula
C4H8O2
InChI Key
KQNPFQTWMSNSAP-UHFFFAOYSA-N
InChI
InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)
IUPAC Name
2-methylpropanoic acid
SMILES
CC(C)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolaseNot AvailablePseudomonas fluorescens
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Richard V. Norton, Lee R. Zehner, Ralph F. Pascoe, John E. Corn, Jr., Dace Grote, "Process for the production of isobutyric acid anhydride." U.S. Patent US4303594, issued September, 1936.

US4303594
General References
Not Available
External Links
Human Metabolome Database
HMDB0001873
KEGG Compound
C02632
PubChem Compound
6590
PubChem Substance
46506341
ChemSpider
6341
ChEBI
16135
ChEMBL
CHEMBL108778
IUPHAR
1060
Guide to Pharmacology
GtP Drug Page
HET
ALQ
Wikipedia
Isobutyric_acid
PDB Entries
1iup / 1qr3 / 1r6n / 4gm3 / 4gm8 / 4gm9 / 4gmb

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)-46 °CPhysProp
boiling point (°C)154.4 °CPhysProp
water solubility1.67E+005 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.94SANGSTER (1993)
logS0.28ADME Research, USCD
pKa4.84 (at 20 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility197.0 mg/mLALOGPS
logP0.78ALOGPS
logP1.02ChemAxon
logS0.35ALOGPS
pKa (Strongest Acidic)4.87ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity21.85 m3·mol-1ChemAxon
Polarizability9.12 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9848
Blood Brain Barrier+0.9624
Caco-2 permeable+0.598
P-glycoprotein substrateNon-substrate0.8363
P-glycoprotein inhibitor INon-inhibitor0.9839
P-glycoprotein inhibitor IINon-inhibitor0.9897
Renal organic cation transporterNon-inhibitor0.953
CYP450 2C9 substrateNon-substrate0.7927
CYP450 2D6 substrateNon-substrate0.9404
CYP450 3A4 substrateNon-substrate0.7385
CYP450 1A2 substrateNon-inhibitor0.95
CYP450 2C9 inhibitorNon-inhibitor0.9496
CYP450 2D6 inhibitorNon-inhibitor0.9649
CYP450 2C19 inhibitorNon-inhibitor0.9886
CYP450 3A4 inhibitorNon-inhibitor0.9818
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9908
Ames testNon AMES toxic0.9873
CarcinogenicityCarcinogens 0.6966
BiodegradationReady biodegradable0.8574
Rat acute toxicity1.6341 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9881
hERG inhibition (predictor II)Non-inhibitor0.9825
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9000000000-4c977a2f823cde05363a
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9000000000-e8e4dc7f7f3f492ec19c
Mass Spectrum (Electron Ionization)MSsplash10-0006-9000000000-ce74765d5e4785841363
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-00dr-9000000000-67f1d07ca106199c76d3
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0a4i-9000000000-d5e7b5664f34e843b614
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0f79-9200000000-b18c55d6aa937214dca2
MS/MS Spectrum - EI-B (HITACHI RMU-7M) , PositiveLC-MS/MSsplash10-0006-9000000000-688272ebde48c146c6d7
MS/MS Spectrum - EI-B (HITACHI M-80B) , PositiveLC-MS/MSsplash10-0006-9000000000-f1d1211c63775f704d72
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-000i-9000000000-d5f9008f8738e9ee1206
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-000i-9000000000-3b1bc720943b7b4b9b7b
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-000i-9000000000-af791f98a192fc352a65
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-9000000000-d5f9008f8738e9ee1206
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-9000000000-3b1bc720943b7b4b9b7b
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-9000000000-af791f98a192fc352a65
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as carboxylic acids. These are compounds containing a carboxylic acid group with the formula -C(=O)OH.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Carboxylic acids
Direct Parent
Carboxylic acids
Alternative Parents
Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Monocarboxylic acid or derivatives / Carboxylic acid / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
branched-chain saturated fatty acid, methyl-branched fatty acid, short-chain fatty acid (CHEBI:16135) / Branched fatty acids (LMFA01020071)

Targets

Kind
Protein
Organism
Pseudomonas fluorescens
Pharmacological action
Unknown
General Function
Hydrolase activity
Specific Function
Not Available
Gene Name
cumD
Uniprot ID
P96965
Uniprot Name
2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolase
Molecular Weight
31489.385 Da

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:18