ISOBUTYRIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H8O2
Molecular Weight	88.1051
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C(O)=O

InChI

InChIKey=KQNPFQTWMSNSAP-UHFFFAOYSA-N

InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Organization of biosynthetic gene cluster for avermectin in Streptomyces avermitilis: analysis of enzymatic domains in four polyketide synthases.	2001 Sep	11780788
Ecdysteroid 7,9(11)-dien-6-ones as potential photoaffinity labels for ecdysteroid binding proteins.	2002	15455045
Inhibition of sodium butyrate-induced apoptosis in recombinant Chinese hamster ovary cells by constitutively expressing antisense RNA of caspase-3.	2002 Apr 20	11870612
Effects of dietary non-digestible oligosaccharides on microbial characteristics of ileal chyme and faeces in weaner pigs.	2002 Aug	12462914
Mesophilic acidification of gelatinaceous wastewater.	2002 Feb 14	11738717
Metabolic characteristics of the faecal microflora in humans from three age groups.	2002 Jul	12190092
The structures of four macrolide antibiotics bound to the large ribosomal subunit.	2002 Jul	12150912
Sporanaerobacter acetigenes gen. nov., sp. nov., a novel acetogenic, facultatively sulfur-reducing bacterium.	2002 Jul	12148631
1H and (13)C NMR spectroscopic analysis of human saliva.	2002 Jun	12097436
Response of forage fiber degradation by ruminal microorganisms to branched-chain volatile fatty acids, amino acids, and dipeptides.	2002 May	12086054
NutriDense and waxy corn hybrids: effects on site and extent of disappearance of nutrients in sheep.	2002 May	12019623
Relationship between varietal amino acid profile of grapes and wine aromatic composition. Experiments with model solutions and chemometric study.	2002 May 8	11982416
Clostridium thiosulfatireducens sp. nov., a proteolytic, thiosulfate- and sulfur-reducing bacterium isolated from an upflow anaerobic sludge blanket (UASB) reactor.	2002 Sep	12361247
Crystal structures of a meta-cleavage product hydrolase from Pseudomonas fluorescens IP01 (CumD) complexed with cleavage products.	2002 Sep	12192074
Degradation of isobutyraldehyde and its intermediates in a compost biofilter.	2003	15296161
High-rate anaerobic hydrolysis and acidogenesis of sewage sludge in a modified upflow reactor.	2003	14531424
Branched chain amino acids as source of specific branched chain volatile fatty acids during the fermentation process of fish sauce.	2003	12624738
Hydrogen production from wastewater by acidogenic granular sludge.	2003	12578188
Effects of isomalto-oligosaccharides on broiler performance and intestinal microflora.	2003 Apr	12710488
Lack of sensitization for trimellitate, phthalate, terephthalate and isobutyrate plasticizers in a human repeated insult patch test.	2003 Apr	12615132
Effects of urea infusion and ruminal degradable protein concentration on microbial growth, digestibility, and fermentation in continuous culture.	2003 Jan	12597405
Identification and characterization of a novel p300-mediated p53 acetylation site, lysine 305.	2003 Jul 11	12724314
Functional characterization of human receptors for short chain fatty acids and their role in polymorphonuclear cell activation.	2003 Jul 11	12711604
Altering soluble and potentially rumen degradable protein for prepubertal Holstein heifers.	2003 Jun	12836949
Crystallization of butyrate kinase 2 from Thermotoga maritima mediated by vapor diffusion of acetic acid.	2003 Jun	12777787
Dynamics of the anaerobic process: effects of volatile fatty acids.	2003 Jun 30	12701145
Scale-up of anaerobic digestion of the biowaste fraction from domestic wastes.	2003 Mar	12598207
Expression of the cathelicidin LL-37 is modulated by short chain fatty acids in colonocytes: relevance of signalling pathways.	2003 May	12692061
Kinetics of thermophilic, anaerobic oxidation of straight and branched chain butyrate and valerate.	2003 Oct 20	12966576
In vitro and in vivo anti-inflammatory activity of the new glucocorticoid ciclesonide.	2004 Apr	14718604
Histone deacetylase inhibitors up-regulate the expression of tight junction proteins.	2004 Dec	15634758
Effect of increasing ruminal butyrate absorption on splanchnic metabolism of volatile fatty acids absorbed from the washed reticulorumen of steers.	2004 Dec	15537776
Novel stable fluorophore, 6-methoxy-4-quinolone, with strong fluorescence in wide pH range of aqueous media, and its application as a fluorescent labeling reagent.	2004 Dec 3	15628146
Engineered biosynthesis of regioselectively modified aromatic polyketides using bimodular polyketide synthases.	2004 Feb	14966533
Peroxisome proliferator-activated receptor-gamma-independent repression of collagenase gene expression by 2-cyano-3,12-dioxooleana-1,9-dien-28-oic acid and prostaglandin 15-deoxy-delta(12,14) J2: a role for Smad signaling.	2004 Feb	14742672
Short-chain fatty acids stimulate leptin production in adipocytes through the G protein-coupled receptor GPR41.	2004 Jan 27	14722361
Effects of Sapindus saponaria fruits on ruminal fermentation and duodenal nitrogen flow of sheep fed a tropical grass diet with and without legume.	2004 May	15144079
Effects of substrate, passage rate, and pH in continuous culture on flows of conjugated linoleic acid and trans C18:1.	2004 Oct	15377625
Three distinct mechanisms of HCO3- secretion in rat distal colon.	2004 Sep	15308466
Thermodynamic analysis of product formation in mesophilic acidogenesis of lactose.	2004 Sep 30	15334408
Small nonphosphorylated Grb2-SH2 domain antagonists evaluated by surface plasmon resonance technology.	2005	15660381
Precursor and temperature modulation of fatty acid composition and growth of Listeria monocytogenes cold-sensitive mutants with transposon-interrupted branched-chain alpha-keto acid dehydrogenase.	2005 Feb	15699210
Ruminal fermentation and amino acid flow in Holstein steers fed whole cottonseed with elevated concentrations of free fatty acids in the oil.	2005 Feb	15653536
Promotion of cell differentiation, and suppression of cell growth and cyclooxygenase-2 expression by differentiation-inducing agents in human oral squamous carcinoma SCC25 cells.	2005 Feb	15645120
Branched-chain fatty acid biosynthesis in a branched-chain amino acid aminotransferase mutant of Staphylococcus carnosus.	2005 Feb 1	15667998
Solid lipid micro-particles carrying insulin formed by solvent-in-water emulsion-diffusion technique.	2005 Jan 20	15620868
Response of HT115, a highly invasive human colorectal adenocarcinoma cell line, to sodium butyrate treatment and glucose deprivation.	2005 Mar	15703838
Role of the hepatocyte nuclear factor-1beta (HNF-1beta) C-terminal domain in Pkhd1 (ARPKD) gene transcription and renal cystogenesis.	2005 Mar 18	15647252
Bile acid deoxycholate induces differential subcellular localisation of the PKC isoenzymes beta 1, epsilon and delta in colonic epithelial cells in a sodium butyrate insensitive manner.	2005 May 10	15645414
Formation pathways of ethyl esters of branched short-chain fatty acids during wine aging.	2005 May 4	15853394

Patents

Name

Type

Language

ISOBUTYRIC ACID

Official Name

English

DIMETHYLACETIC ACID

Systematic Name

English

ISOPROPYLFORMIC ACID

Systematic Name

English

ISOPROPYLFORMIC-ACID

Systematic Name

English

ISOBUTANOIC ACID

Systematic Name

English

2-METHYLPROPANOIC ACID [HSDB]

Common Name

English

ISOBUTYRIC ACID [INCI]

Common Name

English

ISOBUTYRIC ACID [FCC]

Common Name

English

FEMA NO. 2222

Code

English

NSC-62780

Code

English

ISO-BUTYRIC ACID

Common Name

English

ISOBUTYRIC ACID [FHFI]

Common Name

English

.ALPHA.-METHYLPROPANOIC ACID

Systematic Name

English

ISOBUTYRIC ACID [MI]

Common Name

English

2-METHYLPROPANOIC ACID

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

ISOBUTYRIC ACID