Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C3H6O3 |
| Molecular Weight | 90.0779 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COCC(O)=O
InChI
InChIKey=RMIODHQZRUFFFF-UHFFFAOYSA-N
InChI=1S/C3H6O3/c1-6-2-3(4)5/h2H2,1H3,(H,4,5)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Aminomethylphosphonic acid and methoxyacetic acid induce apoptosis in prostate cancer cells. | 2015-05-22 |
|
| Assessment of developmental delay in the zebrafish embryo teratogenicity assay. | 2013-02 |
|
| Chemical class-specific gene expression changes in the zebrafish embryo after exposure to glycol ether alkoxy acids and 1,2,4-triazole antifungals. | 2011-09 |
|
| Fatty acids derived from royal jelly are modulators of estrogen receptor functions. | 2010-12-22 |
|
| Embryotoxicant-specific transcriptomic responses in rat postimplantation whole-embryo culture. | 2010-12 |
|
| Ethylene glycol monomethyl ether-induced toxicity is mediated through the inhibition of flavoprotein dehydrogenase enzyme family. | 2010-12 |
|
| Toxicant-induced leakage of germ cell-specific proteins from seminiferous tubules in the rat: relationship to blood-testis barrier integrity and prospects for biomonitoring. | 2010-10 |
|
| Physiological effects and mechanisms of action of endocrine disrupting chemicals that alter estrogen signaling. | 2010-08-07 |
|
| In vitro-Ishikawa cell test for assessing tissue-specific chemical effects on human endometrium. | 2010-08 |
|
| Monitoring developmental toxicity in the embryonic stem cell test using differential gene expression of differentiation-related genes. | 2010-07 |
|
| Effect of high intratesticular estrogen on global gene expression and testicular cell number in rats. | 2010-06-23 |
|
| Impact of methoxyacetic acid on mouse Leydig cell gene expression. | 2010-06-18 |
|
| Decrease of intracellular pH as possible mechanism of embryotoxicity of glycol ether alkoxyacetic acid metabolites. | 2010-06-01 |
|
| Assignment of the structure of petrocortyne A by mixture syntheses of four candidate stereoisomers. | 2010-05-07 |
|
| Enhanced ERbeta immunoexpression and apoptosis in the germ cells of cimetidine-treated rats. | 2009-11-18 |
|
| The short-chain fatty acid methoxyacetic acid disrupts endogenous estrogen receptor-alpha-mediated signaling. | 2009-11 |
|
| Differential expression of N-Myc downstream regulated gene 2 (NDRG2) in the rat testis during postnatal development. | 2009-08 |
|
| Interactions of methoxyacetic acid with androgen receptor. | 2009-07-15 |
|
| Relative developmental toxicity of glycol ether alkoxy acid metabolites in the embryonic stem cell test as compared with the in vivo potency of their parent compounds. | 2009-07 |
|
| Evaluation of the embryotoxic potency of compounds in a newly revised high throughput embryonic stem cell test. | 2008-10 |
|
| Esterification in ionic liquids: the influence of solvent basicity. | 2008-07-18 |
|
| Lewis base activation of Lewis acids: catalytic, enantioselective addition of glycolate-derived silyl ketene acetals to aldehydes. | 2008-06-20 |
|
| Methoxyacetic acid-induced spermatocyte death is associated with histone hyperacetylation in rats. | 2008-05 |
|
| Chiral resolutions of (9-anthryl)methoxyacetic acid and (9-anthryl)hydroxyacetic acid by capillary electrophoresis. | 2008-01 |
|
| Correlation between urinary methoxyacetic acid and exposure of ethylene glycol dimethyl ether in a lithium battery plant. | 2007-10 |
|
| Correlation of appearance of metastasis-associated protein1 (Mta1) with spermatogenesis in developing mouse testis. | 2007-08 |
|
| Synthesis of C13-C25 fragment of 24-demethylbafilomycin C(1) via diastereoselective aldol reactions of a ketone boron enolate as the key step. | 2007-06-22 |
|
| The alkoxyacetic acids as calcium and magnesium chelating agents in vitro. | 2007-05-23 |
|
| A new synthesis of lysophosphatidylcholines and related derivatives. Use of p-toluenesulfonate for hydroxyl group protection. | 2007-03-02 |
|
| Quantification of PERF 15 mRNA in tissue sections from rat testes. | 2006-12-28 |
|
| Molecular basis for the enhanced lipase-catalyzed N-acylation of 1-phenylethanamine with methoxyacetate. | 2006-11 |
|
| Diethylene glycol monomethyl ether, ethylene glycol monomethyl ether and the metabolite, 2-methoxyacetic acid affect in vitro chondrogenesis. | 2006-11 |
|
| Prediction of in vivo embryotoxic effect levels with a combination of in vitro studies and PBPK modelling. | 2006-08-01 |
|
| Endocrine-disrupting chemicals use distinct mechanisms of action to modulate endocrine system function. | 2006-06 |
|
| Gas chromatography analysis of urinary alkoxyacetic acids as biomarkers of exposure to aliphatic alkyl ethers. | 2006-05 |
|
| A new multiphasic buffer system for benzyldimethyl-n-hexadecylammonium chloride polyacrylamide gel electrophoresis of proteins providing efficient stacking. | 2006-02 |
|
| Testicular toxicity of candidate fuel additive 1,6-dimethoxyhexane: comparison with several similar aliphatic ethers. | 2006-01 |
|
| Short-term oral toxicity of butyl ether, ethyl hexyl ether, methyl heptyl ether and 1,6-dimethoxyhexane in male rats and the role of 2-methoxyacetic acid. | 2005-10-15 |
|
| Urinary methoxyacetic acid as an indicator of occupational exposure to ethylene glycol dimethyl ether. | 2005-09 |
|
| Quantification of stem cell factor mRNA levels in the rat testis: usefulness of clusterin mRNA as a marker of the amount of mRNA of Sertoli cell origin in post pubertal rats. | 2005-07 |
|
| A teratoproteomics analysis: heat shock protein 70 is upregulated in mouse forelimb bud by methoxyacetic acid treatment. | 2005-07 |
|
| Rat pachytene spermatocytes down-regulate a polo-like kinase and up-regulate a thiol-specific antioxidant protein, whereas sertoli cells down-regulate a phosphodiesterase and up-regulate an oxidative stress protein after exposure to methoxyethanol and methoxyacetic acid. | 1998-08 |
|
| Accumulation of clusterin/sulfated glycoprotein-2 in degenerating pachytene spermatocytes of adult rats treated with methoxyacetic acid. | 1997-10 |
|
| Stage-dependent expression of mRNA for cyclic protein 2 during spermatogenesis is modulated by elongate spermatids. | 1993-07 |
|
| Pattern of limb malformations in mice induced by methoxyacetic acid. | 1991-09 |
|
| Pathogenesis of limb malformations in mice induced by methoxyacetic acid. | 1991-09 |
|
| Evidence that secretion of immunoactive inhibin by seminiferous tubules from the adult rat testis is regulated by specific germ cell types: correlation between in vivo and in vitro studies. | 1991-01 |
|
| Ventral duplication of the autopod: chemical induction by methoxyacetic acid in rat embryos. | 1987-01 |
|
| Studies on the toxicity of some glycol ethers and alkoxyacetic acids in primary testicular cell cultures. | 1985-07 |
|
| Testicular toxicity produced by ethylene glycol monomethyl and monoethyl ethers in the rat. | 1984-08 |
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210-894-6
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DTXSID1031591
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625-45-6
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7300
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300000053516
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F11T1H7Q7W
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C013598
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12251
Created by
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SUBSTANCE RECORD
