SUBERIC ACID

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 Search

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

Description
Sources: http://www.hmdb.ca/metabolites/HMDB00893 | https://www.scbt.com/scbt/product/suberic-acid-505-48-6

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.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Complete genome sequence of Nocardiopsis dassonvillei type strain (IMRU 509).	2010-11-30	21304737
Enhanced immunogenicity of stabilized trimeric soluble influenza hemagglutinin.	2010-09-01	20824188
Evidence for alternative quaternary structure in a bacterial Type III secretion system chaperone.	2010-07-15	20633281
Cow's milk allergy is associated with changes in urinary organic acid concentrations.	2010-03	19397753
2-Amino-6-methyl-1,3-benzothia-zole-octa-nedioic acid (2/1).	2009-10-23	21578422
Direct Repeat 6 from human herpesvirus-6B encodes a nuclear protein that forms a complex with the viral DNA processivity factor p41.	2009-10-15	19829698
New 2-methylimidazole-dicarboxylic acid molecular crystals: crystal structure and proton conductivity.	2009-08-26	21715785
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.	2009-08	19630524
Metabolic profiling of Parkinson's disease: evidence of biomarker from gene expression analysis and rapid neural network detection.	2009-07-13	19594911
In Vitro and in Vivo Characterization of Molecular Interactions between Calmodulin, Ezrin/Radixin/Moesin, and L-selectin.	2009-03-27	19129194
Diaphorobacter oryzae sp. nov., isolated from a thiosulfate-oxidizing enrichment culture.	2009-02	19196757
2,2'-Hexamethyl-enedi-1,3-benzothia-zole.	2009-01-14	21581903
Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions.	2009	22573970
Determination of insulin in innovative formulations by means of LC coupled to fluorescence detection.	2008-12-15	18952391
Metabolomic profiling of dietary-induced insulin resistance in the high fat-fed C57BL/6J mouse.	2008-09	18215169
Steroidogenic activity of StAR requires contact with mitochondrial VDAC1 and phosphate carrier protein.	2008-04-04	18250166
(Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.	2008-03-07	21201992
Host-guest adaptability within oxothiomolybdenum wheels: structures, studies in solution and DFT calculations.	2007-07-28	17622422
A dimeric cobalt(II)-suberate complex with 3-aminopyridine.	2006-11	17088624
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
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	17497019
Disuccinimidyl suberate cross-linked hemoglobin as a novel red blood cell substitute.	2005-02	15844357
Bulk versus interfacial aqueous solvation of dicarboxylate dianions.	2004-09-22	15366917
The first suberate lanthanum(III) complex without uncoordinated water.	2004-08	15295176
Solvent-mediated folding of a doubly charged anion.	2004-01-28	14733563
[Late-onset riboflavin-responsive multiple acyl-CoA dehydrogenase deficiency (glutaric aciduria type II)].	2003-12	14723814
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.	2003-10	14565775
Neuromuscular blocking activity and therapeutic potential of mixed-tetrahydroisoquinolinium halofumarates and halosuccinates in rhesus monkeys.	2003-06-05	12773054
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.	2001-11	11714305
Average structure of the composite crystal urea/octanedioic acid at room temperature within the superspace formalism.	2001-06	11373399
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.	2001-03	11258977
The first case of 4-hydroxybutyric aciduria in Japan.	2001-03	11248463
A GC/MS/MS screening method for multiple organic acidemias from urine specimens.	1999-05	10404733
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.	1994-06	8087979
Measurements of urinary adipic acid and suberic acid using high-performance liquid chromatography.	1994-05-13	8081464
Bissulfosuccinimidyl esters of aliphatic dicarboxylic acids: a new class of 'affinity directed' beta beta crosslinkers of HbA.	1994	7994397
Physiology and pathophysiology of organic acids in cerebrospinal fluid.	1993	8412012
Inhibition of HIV-1 proteinase by non-peptide carboxylates.	1991-04-15	2018518
Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease.	1991-01-02	2026685
Prenatal diagnosis of glutaric aciduria type II by direct chemical analysis of dicarboxylic acids in amniotic fluid.	1984-01	6698061
Microbial transformation of bile acids. A unified scheme for bile acid degradation, and hydroxylation of bile acids.	1982	7123999
Dicarboxylic aciduria: the response to fasting.	1979-05-16	455718

Patents

Sample Use Guides

In Vivo Use Guide

Oral, rat: LD50 >2000 mg/kg

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:15:33 GMT 2025` Edited by `admin` on `Mon Mar 31 18:15:33 GMT 2025`
Record UNII	6U7Y4M9C1H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-25952

Preferred Name

English

SUBERIC ACID

Systematic Name

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