Page last updated: 2024-11-07

valerates

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Valerates: Derivatives of valeric acid, including its salts and esters. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID114781
CHEBI ID31011
MeSH IDM0022494

Synonyms (16)

Synonym
bdbm36182
ch3-[ch2]3-coo(-)
10023-74-2
pentanoic acid, ion(1-)
n-propylacetate
CHEBI:31011
NCGC00181035-01
pentanoate
valerates
STL231657
NQPDZGIKBAWPEJ-UHFFFAOYSA-M
DTXSID10143038
valerate anion
Q27104189
(r)-pentanoate
AMY026

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"A reduction in the level of a new enzymatic assay--a phenyl valerate hydrolase (PVH)--has been found during the clinical evolution of toxic neuropathies (as almitrine-bismetilate ones) as well as alcoholic or diabetic neuropathies."( [Lymphocyte phenylvaleric acid hydroxylase activity (L-PVH), a new marker of peripheral neurotoxicity].
Bourre, JM; Fournier, E; Fournier, LE; Lecorsier, A, 1992
)
0.28
" There were no CaHMB-related adverse effects on clinical observations, body weights, food consumption, clinical chemistry, hematology, absolute or relative organ weights, or macroscopic or microscopic observations."( Dietary toxicity of calcium beta-hydroxy-beta-methyl butyrate (CaHMB).
Baxter, JH; Bultman, J; Carlos, JL; Frost, D; Rehani, RN; Thurmond, J, 2005
)
0.33
" Studies in humans and animals provide evidence that there are no adverse effects associated with HMB supplementation."( [β-hydroxy-β-methylbutyrate as a dietary supplement (I): metabolism and toxicity].
Alvear-Ordenes, I; González-Gallego, J; Manjarrez-Montes-de-Oca, R; Torres-Vaca, M, 2014
)
0.4
" The environmental endpoints were evaluated; 2-methylpropyl pentanoate was found not to be persistent, bioaccumulative, and toxic (PBT) as per the International Fragrance Association (IFRA) Environmental Standards, and its risk quotients, based on its current volume of use in Europe and North America (i."( RIFM fragrance ingredient safety assessment, 2-methylpropyl pentanoate, CAS Registry Number 10588-10-0.
Api, AM; Belsito, D; Biserta, S; Botelho, D; Bruze, M; Burton, GA; Buschmann, J; Cancellieri, MA; Dagli, ML; Date, M; Dekant, W; Deodhar, C; Fryer, AD; Gadhia, S; Jones, L; Joshi, K; Lapczynski, A; Lavelle, M; Liebler, DC; Na, M; O'Brien, D; Patel, A; Penning, TM; Ritacco, G; Rodriguez-Ropero, F; Romine, J; Sadekar, N; Salvito, D; Schultz, TW; Siddiqi, F; Sipes, IG; Sullivan, G; Thakkar, Y; Tokura, Y; Tsang, S, 2020
)
0.56

Pharmacokinetics

ExcerptReferenceRelevance
"the half-life of gemfibrozil is independent of renal function for both single- and multiple-dose regimens."( The effect of renal function on the pharmacokinetics of gemfibrozil.
Cutler, RE; Evans, JR; Forland, SC, 1987
)
0.27
" There was no significant sex by treatment interaction for any of the pharmacokinetic parameters measured."( Comparison of availability and plasma clearance rates of β-hydroxy-β-methylbutyrate delivery in the free acid and calcium salt forms.
Angus, HF; Fuller, JC; Khoo, PY; Rathmacher, JA; Sharp, RL, 2015
)
0.42

Compound-Compound Interactions

ExcerptReferenceRelevance
"A case of isovaleric acidemia combined with hypertrophic pylorostenosis is described."( [Isovaleric acidemia combined with hypertrophic pylorstenosis (author's transl)].
Lehnert, W; Niederhoff, H; Schenck, W, 1979
)
0.26
" AFM nanoindentation measurements collected from animals administered with HMB displayed an increase in AC tissue stiffness by detecting a higher value of Young's modulus in all investigated AC zones."( Fourier Transform Infrared Microspectroscopy Combined with Principal Component Analysis and Artificial Neural Networks for the Study of the Effect of β-Hydroxy-β-Methylbutyrate (HMB) Supplementation on Articular Cartilage.
Arciszewski, MB; Arczewska, M; Aszodi, A; Blicharski, T; Clausen-Schaumann, H; Dobrowolski, P; Gagoś, M; Kras, K; Muszyński, S; Prein, C; Świetlicka, I; Świetlicki, M; Tomaszewska, E, 2021
)
0.62
"To evaluate the efficacy of resistance training (RT) combined with beta-hydroxy-beta-methylbutyric acid (HMB) in the treatment of elderly patients with sarcopenia after hip replacement."( Effect of Resistance Training Combined with Beta-Hydroxy-Beta-Methylbutyric Acid Supplements in Elderly Patients with Sarcopenia after Hip Replacement.
Dong, Q; Han, Z; Ji, NN; Ma, JX; Ma, XL, 2022
)
0.72

Bioavailability

ExcerptReferenceRelevance
" The rate of absorption and serum concentrations after giving ampicillin and pivampicillin depend on the type of diet."( [Ampicillin concentrations in serum and bile after oral administration of ampicillin and pivampicillin].
Ansorg, R; Burkhardt, K; Peitsch, W, 1975
)
0.25
"Ganciclovir (GCV), a promising antiviral compound, has poor ocular bioavailability as a result of its relatively low partition coefficient."( Corneal permeation of ganciclovir: mechanism of ganciclovir permeation enhancement by acyl ester prodrug design.
Dias, C; Mitra, AK; Tirucherai, GS, 2002
)
0.31
"4%/h, respectively), but propionate had a higher absorption rate (19."( Comparison of techniques to determine the clearance of ruminal volatile fatty acids.
Bôer, H; Pereira, MN; Resende Júnior, JC; Tamminga, S, 2006
)
0.33
" The developed assay method was applied to a bioavailability study in rats."( Development and validation of LC-MS/MS method for the estimation of β-hydroxy-β-methylbutyrate in rat plasma and its application to pharmacokinetic studies.
Chunduri, RH; Das, T; Deshpande, P; Jie, Z; Mamidi, VK; Shreeram, S; Subbarayan, R, 2013
)
0.39
"The present study was designed to compare the pharmacokinetics and relative bioavailability of the 2 forms of HMB administered as a liquid suspension in male Sprague-Dawley rats."( The relative bioavailability of the calcium salt of β-hydroxy-β-methylbutyrate is greater than that of the free fatty acid form in rats.
Gelling, RW; Johns, PW; Mamidi, VK; Mandal, S; Puthan, JK; Ramesh, S; Shreeram, S; Subramaniam, S; Vaidyanathan, V, 2014
)
0.4
" Plasma concentrations of HMB were analyzed by liquid chromatography tandem mass spectrometry, and pharmacokinetic variables and relative bioavailability of the 2 forms of HMB were determined."( The relative bioavailability of the calcium salt of β-hydroxy-β-methylbutyrate is greater than that of the free fatty acid form in rats.
Gelling, RW; Johns, PW; Mamidi, VK; Mandal, S; Puthan, JK; Ramesh, S; Shreeram, S; Subramaniam, S; Vaidyanathan, V, 2014
)
0.4
" The relative bioavailability of CaHMB was 49%, 54%, and 27% greater than that of FAHMB for the 3 respective oral doses tested."( The relative bioavailability of the calcium salt of β-hydroxy-β-methylbutyrate is greater than that of the free fatty acid form in rats.
Gelling, RW; Johns, PW; Mamidi, VK; Mandal, S; Puthan, JK; Ramesh, S; Shreeram, S; Subramaniam, S; Vaidyanathan, V, 2014
)
0.4
"This study demonstrates the enhanced relative bioavailability of CaHMB compared with FAHMB."( The relative bioavailability of the calcium salt of β-hydroxy-β-methylbutyrate is greater than that of the free fatty acid form in rats.
Gelling, RW; Johns, PW; Mamidi, VK; Mandal, S; Puthan, JK; Ramesh, S; Shreeram, S; Subramaniam, S; Vaidyanathan, V, 2014
)
0.4
" The current study was conducted to compare the bioavailability of HMB using the two commercially available capsule forms of HMB-FA and Ca-HMB."( Comparison of availability and plasma clearance rates of β-hydroxy-β-methylbutyrate delivery in the free acid and calcium salt forms.
Angus, HF; Fuller, JC; Khoo, PY; Rathmacher, JA; Sharp, RL, 2015
)
0.42
" Of the two available forms of HMB (calcium (Ca-HMB) salt or free acid (FA-HMB)) - differences in plasma bioavailability have been reported."( Impact of the calcium form of β-hydroxy-β-methylbutyrate upon human skeletal muscle protein metabolism.
Ashcroft, S; Atherton, PJ; Brook, MS; Cegielski, J; Hossain, T; Limb, MC; Lund, J; Phillips, BE; Philp, A; Rathmacher, JA; Smith, K; Szewczyk, NJ; Wilkinson, DJ; Williams, JP, 2018
)
0.48
" The comparison of the results between the intact cells and the lysed cells suggests that the plasma membrane could act as a barrier that reduced the bioavailability of mipafox to PVases."( Hydrolyzing activities of phenyl valerate sensitive to organophosphorus compounds paraoxon and mipafox in human neuroblastoma SH-SY5Y cells.
Del Río, E; Estévez, J; González-González, M; Sogorb, MA; Vilanova, E, 2018
)
0.48

Dosage Studied

ExcerptRelevanceReference
" It is suggested that the great fluctuations of the plasma concentrations within a dosing interval may be minimized by special galenic formulations."( Pharmacokinetic studies with valproic acid in man.
Klotz, U, 1977
)
0.26
" Dosage varied from 23 to 54mg/kg and twice-daily administration was usual."( Treatment of generalized epilepsies of childhood and adolescence with sodium valproate ("epilim").
Clark, JE; Jeavons, PM; Maheshwari, MC, 1977
)
0.26
"79 patients with primary generalized epilepsies have been treated with DPA in a medium dosage of 51 mg/kg bodyweight/day, range 14 to 125 mg/kg/day, for a medium time of 22 months, range 2 to 49 months."( [The treatment of primary generalized epilepsies with dipropyl acetate (DPA)].
Blaschke-Zimmermann, E; Fehr, R; Iffland, E; Lagenstein, I; Sternowsky, HJ, 1977
)
0.26
" In rather short time reliable information concerning indication, compatibility and dosage can be received."( [Austrian complex-study on dipropylacetate. Pediatric experiences].
Groh, Ch; Rosenmayr, FW, 1976
)
0.26
" The average peroral daily dosage of DPA was 21 mg/kg divided into 2 to 3 doses."( Experiences on the use of dipropylacetate in the treatment of childhood epilepsy.
Donner, M; Sillanpää, M, 1976
)
0.26
" They were dosed orally with different combinations of 11 species of rumen bacteria."( Defined bacterial populations in the rumens of gnotobiotic lambs.
Alexander, TJ; Hobson, PN; Lysons, RJ; Mann, SO; Stewart, CS; Wellstead, PD, 1976
)
0.26
"2-fold) but not clofibrate or bezafibrate when dosed PO at 50 mg/kg for 2 weeks in cholesterol-fed rats."( Gemfibrozil increases both apo A-I and apo E concentrations. Comparison to other lipid regulators in cholesterol-fed rats.
Krause, BR; Newton, RS, 1986
)
0.27
" Reduced dosage was easily detected in the marker results."( Minimal doses of digoxin: a new marker for compliance to medication.
Heinonen, OP; Javela, K; Mäenpää, H; Mälkönen, M; Manninen, V; Pikkarainen, J, 1987
)
0.27
" In the poor compliance group, defined with the use of the digoxin marker, there was 39% of subjects who returned less than 5% of their capsule dosage or reported a deviation less than 5%."( Comparison of the digoxin marker with capsule counting and compliance questionnaire methods for measuring compliance to medication in a clinical trial.
Heinonen, OP; Mäenpää, H; Manninen, V, 1987
)
0.27
"835 and a parallel shift of the probit-log dosage regression line to the right."( Delta-aminovaleric acid antagonizes the pharmacological actions of baclofen in the central nervous system.
Klockgether, T; Schwarz, M; Sontag, KH; Turski, L; Wüllner, U, 1988
)
0.27
" Group 1 received the standard gemfibrozil dosage of two 300-mg capsules 2 times a day, for a total daily dosage equal to 1,200 mg."( A comparison of different formulations and dosage administrations of gemfibrozil.
Koskinen, P; Kovanen, PT; Manninen, V, 1986
)
0.27
" Dosing schedules do not require alteration for renal insufficiency."( The effect of renal function on the pharmacokinetics of gemfibrozil.
Cutler, RE; Evans, JR; Forland, SC, 1987
)
0.27
"Biotin deficiency associated with total parenteral nutrition is an emerging clinical problem; criteria for diagnosis and dosage for treatment are unclear."( Biotin deficiency complicating parenteral alimentation: diagnosis, metabolic repercussions, and treatment.
Baker, H; Baswell, DL; Holman, RT; Mock, DM; Sweetman, L, 1985
)
0.27
" The effects of cholestyramine rapidly disappeared when it was withdrawn from the diet, while the effects of gemfibrozil persisted after dosage was stopped."( Some comparative effects of gemfibrozil, clofibrate, bezafibrate, cholestyramine and compactin on sterol metabolism in rats.
Maxwell, RE; Nawrocki, JW; Uhlendorf, PD, 1983
)
0.27
"In a single-blind study the lipid-lowering drug gemfibrozil was compared at fixed dosage of 1600 mg daily with placebo and other drugs (mainly clofibrate) over a nine month period in 33 patients with hyperlipidaemia."( The treatment of hyperlipoproteinaemia with gemfibrozil compared with placebo and clofibrate.
Nye, ER; Sutherland, WH; Temple, Wa, 1980
)
0.26
" In conclusion, young growing rats were sensitive to the dosage of dexamethasone, but in contrast to lymphoid tissue, could easily compensate the outcomes of impaired antioxidative defence within 5 days of recovery."( Excess of glucocorticoids impairs whole-body antioxidant status in young rats. relation to the effect of dexamethasone in soleus muscle and spleen.
Balasińska, B; Brodnicka, A; Grzelkowska, K; Jank, M; Mrówczyńska, A; Olczak, J; Orzechowski, A; Ostaszewski, P; Ploszaj, T; Wilczak, J, 2000
)
0.31
" These are described here, and hormonal interactions are discussed, along with HMB dosage and safety issues."( Effect of HMB supplementation on body composition, fitness, hormonal profile and muscle damage indices.
Eliakim, A; Halevy, O; Nemet, D; Portal, S; Zadik, Z, 2010
)
0.36
"We have developed a genotyping system to determine the alleles of genes related to interindividual variability in acenocoumarol dosage requirements."( A multiplex assay to detect variations in the CYP2C9, VKORC1, CYP4F2 and APOE genes involved in acenocoumarol metabolism.
Arroyo-Pardo, E; Baeza, C; Borobia, AM; Carcas, AJ; López-Parra, AM, 2013
)
0.39
" Dose-response curves for FAO were constructed and the highest non-effective dose (typically 1-10 nM) was used with either leucine (0."( Synergistic effects of polyphenols and methylxanthines with Leucine on AMPK/Sirtuin-mediated metabolism in muscle cells and adipocytes.
Bruckbauer, A; Zemel, MB, 2014
)
0.4
" The equivalent human dosage using body surface area conversion would be 402 and 459 mg/kg BW d(-1) for men and women, respectively."( Subchronic toxicity study of β-hydroxy-β-methylbutyric free acid in Sprague-Dawley rats.
Arp, LH; Baier, SM; Diehl, LM; Fuller, JC; Landin, KL; Rathmacher, JA, 2014
)
0.4
" Furthermore, a gene dosage study and an isotope tracer study were conducted to investigate the 3H4MV biosynthesis pathway."( Genome-based analysis and gene dosage studies provide new insight into 3-hydroxy-4-methylvalerate biosynthesis in Ralstonia eutropha.
Mizuno, S; Saika, A; Tsuge, T; Ushimaru, K, 2015
)
0.42
" Quality of life (EORTC QLQ-C30/PROMS) at baseline and upon radiotherapy at a dosage of 50 Gy were assessed."( A phase II study of HMB/Arg/Gln against oral mucositis induced by chemoradiotherapy for patients with head and neck cancer.
Hamauchi, S; Mori, K; Ogawa, H; Onitsuka, T; Onoe, T; Suzuki, M; Yamashita, A; Yokota, T; Yoshida, Y; Yurikusa, T, 2018
)
0.48
" Sorafenib dosage was 400 mg/day for both groups."( β-Hydroxy-β-methyl Butyrate/L-Arginine/L-Glutamine Supplementation for Preventing Hand-Foot Skin Reaction in Sorafenib for Advanced Hepatocellular Carcinoma.
Hatanaka, T; Horiguchi, S; Hoshino, T; Ishihara, H; Kakizaki, S; Kudo, T; Murakami, T; Naganuma, A; Ogawa, Y; Ohno, N; Sato, K; Suzuki, Y; Takagi, H; Uehara, D,
)
0.13
" Moreover, HMB seems to be more potent than Leu in the positive regulation of mitochondrial biogenesis and function in C2 C12 myotubes because the dosage used for HMB was much lower than that for Leu."( β-hydroxy-β-methylbutyrate (HMB) improves mitochondrial function in myocytes through pathways involving PPARβ/δ and CDK4.
Deng, J; Duan, Y; Li, F; Zeng, L; Zhong, Y, 2019
)
0.51
" SCFAs dose-response studies were performed in the presence and absence of inflammatory cytokines."( Short-Chain Fatty Acids (Except Hexanoic Acid) Lower NF-kB Transactivation, Which Rescues Inflammation-Induced Decreased Apolipoprotein A-I Transcription in HepG2 Cells.
Konings, MCJM; Mensink, RP; Mokhtar, FBA; Plat, J; Popeijus, HE; Tayyeb, JZ, 2020
)
0.56
" The secondary endpoints were the total number of retrieved metaphase II (MII) oocytes, duration and total dosage of recombinant FSH (rFSH), good-quality embryo rate and clinical pregnancy rate."( Estrogen valerate pretreatment with the antagonist protocol does not increase oocyte retrieval in patients with low ovarian response: a randomized controlled trial.
Cai, S; Gong, F; Guo, H; Li, X; Lin, G; Lu, G; Ma, H; Song, J; Tang, Y; Wang, X; Zhang, S; Zong, Y, 2022
)
0.72
"00), and the total rFSH dosage was significantly higher in the estrogen valerate pretreatment group than in the control group (3081 [680] versus 2548 [649] IU, mean difference 553."( Estrogen valerate pretreatment with the antagonist protocol does not increase oocyte retrieval in patients with low ovarian response: a randomized controlled trial.
Cai, S; Gong, F; Guo, H; Li, X; Lin, G; Lu, G; Ma, H; Song, J; Tang, Y; Wang, X; Zhang, S; Zong, Y, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
short-chain fatty acid anionAny fatty acid anion obtained by removal of a proton from the carboxy group of a short-chain fatty acid (chain length of less than C6).
straight-chain saturated fatty acid anionAny saturated fatty acid anion lacking a carbon side-chain.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
butane degradation816

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydraseFlaveria bidentisKi77.50000.02700.02700.0270AID1803442
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1803442Stopped Flow CO2 Hydration Assay from Article 10.3109/14756366.2013.813942: \\Biochemical characterization of the chloroplastic u00DF-carbonic anhydrase from Flaveria bidentis (L.) "Kuntze".\\2014Journal of enzyme inhibition and medicinal chemistry, Aug, Volume: 29, Issue:4
Biochemical characterization of the chloroplastic β-carbonic anhydrase from Flaveria bidentis (L.) "Kuntze".
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (2,143)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901370 (63.93)18.7374
1990's112 (5.23)18.2507
2000's191 (8.91)29.6817
2010's343 (16.01)24.3611
2020's127 (5.93)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 78.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index78.31 (24.57)
Research Supply Index7.84 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index139.70 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (78.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials294 (13.06%)5.53%
Reviews103 (4.58%)6.00%
Case Studies116 (5.15%)4.05%
Observational0 (0.00%)0.25%
Other1,738 (77.21%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]