U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C6H10O4
Molecular Weight 146.1412
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADIPIC ACID

SMILES

OC(=O)CCCCC(O)=O

InChI

InChIKey=WNLRTRBMVRJNCN-UHFFFAOYSA-N
InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)

HIDE SMILES / InChI

Molecular Formula C6H10O4
Molecular Weight 146.1412
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Adipic acid has been incorporated into controlled-release formulation matrix tablets to obtain a pH-independent release for both weakly basic and weakly acidic drugs. It has also been incorporated into the polymeric coating of hydrophilic monolithic systems to modulate the intragel pH, resulting in zero-order release of hydrophilic drugs. The disintegration at intestinal pH of the enteric polymer shellac has been reported to improve when adipic acid was used as a pore-forming agent without affecting release in the acidic media. Adipic acid is used to make bisobrin an antifibrinolytic.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Release profiles of theophylline from microspheres consisting of dextran derivatives and cellulose acetate butyrate: effect of polyion complex formation.
2003 Aug
Bioavailability of theophylline and thiamine disulfide incorporated into mucoadhesive microspheres consisting of dextran derivatives and cellulose acetate butyrate.
2003 Dec
A new approach in gastroretentive drug delivery system using cholestyramine.
2003 Jul-Sep
Determination of endocrine-disrupting compounds in water samples by on-line solid-phase extraction-programmed-temperature vaporisation-gas chromatography-mass spectrometry.
2003 May 23
Herbaspirillum lusitanum sp. nov., a novel nitrogen-fixing bacterium associated with root nodules of Phaseolus vulgaris.
2003 Nov
A new system in organooxotin cluster chemistry incorporating inorganic and organic spacers between two ladders each containing five tin atoms.
2004 Aug 6
Evaluation of enteric matrix microspheres prepared by emulsion-solvent evaporation using scanning electron microscopy.
2004 Feb
Synthesis and characterization of new Mg(2)Al-paratungstate layered double hydroxides.
2004 Jan 12
Crystal structure and spectroscopic study of novel two- and three-dimensional photoluminescent Eu(III)-adipate compounds.
2004 Jan 12
Human organic anion transporter 1 mediates cellular uptake of cysteine-S conjugates of inorganic mercury.
2004 Jul
Identification and quantitation of extractables from cellulose acetate butyrate (CAB) and estimation of their in vivo exposure levels.
2004 Jun 29
Differential conductance switching of planar tunnel junctions mediated by oxidation/reduction of functionally protected ferrocene.
2004 May 26
Supramolecular aggregates between carboxylate anions and an octaaza macrocyclic receptor.
2004 Oct 21
Bulk versus interfacial aqueous solvation of dicarboxylate dianions.
2004 Sep 22
catena-Poly[[aquabis(1H-benzimidazole-kappa N3)manganese(II)]-mu-adipato].
2005 Apr
X-ray studies on crystalline complexes involving amino acids and peptides. XLII. Adipic acid complexes of L- and DL-arginine and supramolecular association in arginine-dicarboxylic acid complexes.
2005 Feb
Clinic blood pressure responses to two amlodipine salt formulations, adipate and besylate, in adult Korean patients with mild to moderate hypertension: a multicenter, randomized, double-blind, parallel-group, 8-week comparison.
2005 Jun
Templated metal-organic frameworks: synthesis, structures, thermal properties and solid-state transformation of two novel calcium-adipate frameworks.
2005 Jun 21
Alkane oxidation by osmium tetroxide.
2005 Mar 9
Preparation and in vitro evaluation of propylthiouracil microspheres made of Eudragit RL 100 and cellulose acetate butyrate polymers using the emulsion-solvent evaporation method.
2005 May
Functional characterization of high-affinity Na(+)/dicarboxylate cotransporter found in Xenopus laevis kidney and heart.
2005 Nov
Increased biological hydrogen production with reduced organic loading.
2005 Oct
Production of 1,3-Propanediol by Clostridium butyricum VPI 3266 in continuous cultures with high yield and productivity.
2005 Sep
Amended final report of the safety assessment of dibutyl adipate as used in cosmetics.
2006
Crystal engineering of analogous and homologous organic compounds: hydrogen bonding patterns in trimethoprim hydrogen phthalate and trimethoprim hydrogen adipate.
2006 Apr 7
Enhancement of the Curie temperature by isomerization of diarylethene (DAE) for an organic-inorganic hybrid system: Co4(OH)7(DAE)0.5.3H2O.
2006 Dec 11
Ala-504 is a determinant of substrate binding affinity in the mouse Na(+)/dicarboxylate cotransporter.
2006 Jun
Modulatory effects of chitosan adipate on the T and B lymphocyte subsets in mice.
2006 Jun
Modelling calcium carbonate biomineralisation processes.
2006 May
Porous structures of polymer films prepared by spin coating with mixed solvents under humid condition.
2006 May 9
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Molecular model for host–guest interaction of tetraamino-tert-butylthiacalix[4]arene and tetraamino-tert-butylcalix[4]arene receptors with carboxylate and dicarboxylate guests: an ONIOM study.
2007
Genome analysis of Minibacterium massiliensis highlights the convergent evolution of water-living bacteria.
2007 Aug
Fluxome analysis using GC-MS.
2007 Feb 7
The relationship between instability of H2 production and compositions of bacterial communities within a dark fermentation fluidized-bed bioreactor.
2007 Jul 1
Effect of the dispersion of Eudragit S100 powder on the properties of cellulose acetate butyrate microspheres containing theophylline made by the emulsion-solvent evaporation method.
2007 May
Exploring lanthanide luminescence in metal-organic frameworks: synthesis, structure, and guest-sensitized luminescence of a mixed europium/terbium-adipate framework and a terbium-adipate framework.
2007 May 14
[(3)H]Adenine is a suitable radioligand for the labeling of G protein-coupled adenine receptors but shows high affinity to bacterial contaminations in buffer solutions.
2007 Sep
Diverse entangled metal-organic framework materials incorporating kinked organodiimine and flexible aliphatic dicarboxylate ligands: synthesis, structure, physical properties, and reversible structural reorganization.
2007 Sep 3
Preparation and characterization of hydroxyapatite/poly(ethylene adipate) hybrid composites.
2008
Organic acid concentrations in amniotic fluid found in normal and Down syndrome pregnancies.
2008
Chemical modification of zinc hydroxide nitrate and Zn-Al-layered double hydroxide with dicarboxylic acids.
2008 Apr 1
Prenatal phenol and phthalate exposures and birth outcomes.
2008 Aug
Determination of insulin in innovative formulations by means of LC coupled to fluorescence detection.
2008 Dec 15
Compatibility study of trans-1,4,5,8-tetranitro-1,4,5,8-tetraazadecalin (TNAD) with some energetic components and inert materials.
2008 Dec 30
Diclofenac sodium loaded-cellulose acetate butyrate: effect of processing variables on microparticles properties, drug release kinetics and ulcerogenic activity.
2008 Feb
Ketotifen controlled release from cellulose acetate propionate and cellulose acetate butyrate membranes.
2008 Feb
Proteomic investigation of amino acid catabolism in the indigenous gut anaerobe Fusobacterium varium.
2008 Jul
Development of a liposaccharide-based delivery system and its application to the design of group A streptococcal vaccines.
2008 Mar 13
Release profile comparison and stability of diltiazem-resin microcapsules in sustained release suspensions.
2008 Mar 20
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:45:42 GMT 2025
Edited
by admin
on Mon Mar 31 17:45:42 GMT 2025
Record UNII
76A0JE0FKJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADIPIC ACID
EP   FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS   WHO-DD  
INCI  
Official Name English
E-355
Preferred Name English
ADIPIC ACID [FCC]
Common Name English
NSC-7622
Code English
HEXANEDIOIC ACID
Systematic Name English
1,4-Butanedicarboxylic acid
Systematic Name English
ADIPIC ACID [FHFI]
Common Name English
ADIPIC ACID [USP-RS]
Common Name English
Adipic acid [WHO-DD]
Common Name English
ADIPIC ACID [MART.]
Common Name English
ADIPINIC ACID
Common Name English
FEMA NO. 2011
Code English
ADIPIC ACID [HSDB]
Common Name English
INS NO.355
Code English
INS-355
Code English
ADIPIDIC ACID
Common Name English
ADIPIC-ACID
Systematic Name English
ADIPIC ACID [II]
Common Name English
ADIPIC ACID [MI]
Common Name English
ADIPIC ACID [EP MONOGRAPH]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 184.1009
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
JECFA EVALUATION ADIPIC ACID
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
JECFA EVALUATION INS-355
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-355
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
Code System Code Type Description
CAS
124-04-9
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
EVMPD
SUB12744MIG
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
FDA UNII
76A0JE0FKJ
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
ChEMBL
CHEMBL1157
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
JECFA MONOGRAPH
462
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
PUBCHEM
196
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
SMS_ID
100000077961
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
WIKIPEDIA
ADIPIC ACID
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
CHEBI
30832
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
EPA CompTox
DTXSID7021605
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
RS_ITEM_NUM
1012190
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
RXCUI
17050
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY RxNorm
HSDB
188
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
NCI_THESAURUS
C76697
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
MESH
C029900
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
DRUG CENTRAL
3474
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-673-3
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
CONCEPT Industrial Aid
NSC
7622
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
MERCK INDEX
m1420
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY Merck Index
DAILYMED
76A0JE0FKJ
Created by admin on Mon Mar 31 17:45:42 GMT 2025 , Edited by admin on Mon Mar 31 17:45:42 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY