Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H14O4 |
| Molecular Weight | 174.1944 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCCCCC(O)=O
InChI
InChIKey=TYFQFVWCELRYAO-UHFFFAOYSA-N
InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)
Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with fatty acid oxidation disorders. A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with medium-chain acyl-CoA dehydrogenase deficiency (MCAD). Suberic acid is also found to be associated with carnitine-acylcarnitine translocase deficiency, malonyl-Coa decarboxylase deficiency, which are also inborn errors of metabolism. Suberic Acid is used in the preparation of reduction-sensitive micelles affecting their cellular uptake. This has potential application in delivery of anticancer drugs. It is also used in the fluorescent detection of amidinium-carboxylate and amidinium formation.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Dicarboxylic aciduria: the response to fasting. | 1979 May 16 |
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| Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. | 1994 Jun |
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| Measurements of urinary adipic acid and suberic acid using high-performance liquid chromatography. | 1994 May 13 |
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| Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens. | 2001 Mar |
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| Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003 Oct |
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| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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| Metabolomic profiling of dietary-induced insulin resistance in the high fat-fed C57BL/6J mouse. | 2008 Sep |
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| New 2-methylimidazole-dicarboxylic acid molecular crystals: crystal structure and proton conductivity. | 2009 Aug 26 |
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| 2,2'-Hexamethyl-enedi-1,3-benzothia-zole. | 2009 Jan 14 |
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| Evidence for alternative quaternary structure in a bacterial Type III secretion system chaperone. | 2010 Jul 15 |
|
| Cow's milk allergy is associated with changes in urinary organic acid concentrations. | 2010 Mar |
|
| Enhanced immunogenicity of stabilized trimeric soluble influenza hemagglutinin. | 2010 Sep 1 |
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6U7Y4M9C1H
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9300
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2044370
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10457
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SUBERIC ACID
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208-010-9
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C005738
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DTXSID8021644
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505-48-6
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m10262
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25952
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SUBSTANCE RECORD
