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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
Structure of SUBERIC ACID

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)

HIDE SMILES / InChI
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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Microbial transformation of bile acids. A unified scheme for bile acid degradation, and hydroxylation of bile acids.
1982
Inhibition of HIV-1 proteinase by non-peptide carboxylates.
1991 Apr 15
Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease.
1991 Jan 2
Physiology and pathophysiology of organic acids in cerebrospinal fluid.
1993
Bissulfosuccinimidyl esters of aliphatic dicarboxylic acids: a new class of 'affinity directed' beta beta crosslinkers of HbA.
1994
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.
1994 Jun
Measurements of urinary adipic acid and suberic acid using high-performance liquid chromatography.
1994 May 13
Average structure of the composite crystal urea/octanedioic acid at room temperature within the superspace formalism.
2001 Jun
The first case of 4-hydroxybutyric aciduria in Japan.
2001 Mar
[Late-onset riboflavin-responsive multiple acyl-CoA dehydrogenase deficiency (glutaric aciduria type II)].
2003 Dec
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.
2003 Oct
The first suberate lanthanum(III) complex without uncoordinated water.
2004 Aug
Solvent-mediated folding of a doubly charged anion.
2004 Jan 28
Bulk versus interfacial aqueous solvation of dicarboxylate dianions.
2004 Sep 22
Synthesis, Superoxide Dismutase Mimetic and Anticancer Activities of Metal Complexes of 2,2-Dimethylpentanedioic Acid(2dmepdaH(2)) and 3,3-Dimethylpentanedioic acid(3dmepdaH(2)): X-Ray Crystal Structures of [Cu(3dmepda)(bipy)](2). 6H(2)O and [Cu(2dmepda)(bipy)(EtOH)](2). 4EtOH (bipy = 2,2'Bipyridine).
2006
A dimeric cobalt(II)-suberate complex with 3-aminopyridine.
2006 Nov
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
(Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.
2008 Mar 7
Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions.
2009
Radiation metabolomics. 3. Biomarker discovery in the urine of gamma-irradiated rats using a simplified metabolomics protocol of gas chromatography-mass spectrometry combined with random forests machine learning algorithm.
2009 Aug
New 2-methylimidazole-dicarboxylic acid molecular crystals: crystal structure and proton conductivity.
2009 Aug 26
2,2'-Hexamethyl-enedi-1,3-benzothia-zole.
2009 Jan 14
Metabolic profiling of Parkinson's disease: evidence of biomarker from gene expression analysis and rapid neural network detection.
2009 Jul 13
Direct Repeat 6 from human herpesvirus-6B encodes a nuclear protein that forms a complex with the viral DNA processivity factor p41.
2009 Oct 15
2-Amino-6-methyl-1,3-benzothia-zole-octa-nedioic acid (2/1).
2009 Oct 23
Patents

Sample Use Guides

Oral, rat: LD50 >2000 mg/kg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
SUBERIC ACID
MI  
Systematic Name English
NSC-25952
Code English
OCTANEDIOIC ACID
Systematic Name English
1,6-HEXANEDICARBOXYLIC ACID
Systematic Name English
SUBERIC ACID [MI]
Common Name English
Code System Code Type Description
FDA UNII
6U7Y4M9C1H
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
CHEBI
9300
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
RXCUI
2044370
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
PUBCHEM
10457
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
WIKIPEDIA
SUBERIC ACID
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-010-9
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
MESH
C005738
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID8021644
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
CAS
505-48-6
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY
MERCK INDEX
m10262
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY Merck Index
NSC
25952
Created by admin on Fri Dec 15 15:59:25 UTC 2023 , Edited by admin on Fri Dec 15 15:59:25 UTC 2023
PRIMARY