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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

Molecular Formula C8H14O4
Molecular Weight 174.1944
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya.
2001 Nov
Neuromuscular blocking activity and therapeutic potential of mixed-tetrahydroisoquinolinium halofumarates and halosuccinates in rhesus monkeys.
2003 Jun 5
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.
2003 Oct
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
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Steroidogenic activity of StAR requires contact with mitochondrial VDAC1 and phosphate carrier protein.
2008 Apr 4
Determination of insulin in innovative formulations by means of LC coupled to fluorescence detection.
2008 Dec 15
(Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.
2008 Mar 7
Metabolomic profiling of dietary-induced insulin resistance in the high fat-fed C57BL/6J mouse.
2008 Sep
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
2-Amino-6-methyl-1,3-benzothia-zole-octa-nedioic acid (2/1).
2009 Oct 23
Enhanced immunogenicity of stabilized trimeric soluble influenza hemagglutinin.
2010 Sep 1
Patents

Sample Use Guides

Oral, rat: LD50 >2000 mg/kg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:59:25 GMT 2023
Edited
by admin
on Fri Dec 15 15:59:25 GMT 2023
Record UNII
6U7Y4M9C1H
Record Status Validated (UNII)
Record Version
  • Download
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 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
CHEBI
9300
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
RXCUI
2044370
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
PUBCHEM
10457
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
WIKIPEDIA
SUBERIC ACID
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-010-9
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
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MESH
C005738
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID8021644
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
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CAS
505-48-6
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY
MERCK INDEX
m10262
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY Merck Index
NSC
25952
Created by admin on Fri Dec 15 15:59:25 GMT 2023 , Edited by admin on Fri Dec 15 15:59:25 GMT 2023
PRIMARY