PIMELIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H12O4
Molecular Weight	160.1678
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCCCCC(O)=O

InChI

InChIKey=WLJVNTCWHIRURA-UHFFFAOYSA-N

InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)

HIDE SMILES / InChI

Molecular Formula	C7H12O4
Molecular Weight	160.1678
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production.	2010-11-30	21118570
Degradation of a model naphthenic acid, cyclohexanoic acid, by vacuum UV (172 nm) and UV (254 nm)/H2O2.	2010-11-18	20973516
Biotin synthesis begins by hijacking the fatty acid synthetic pathway.	2010-09	20693992
Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse.	2010-08-06	20540569
Selectivity in a barren landscape: the P450(BioI)-ACP complex.	2010-08	20658980
Analysis of gene evolution and metabolic pathways using the Candida Gene Order Browser.	2010-05-10	20459735
The complete genome sequence of Cupriavidus metallidurans strain CH34, a master survivalist in harsh and anthropogenic environments.	2010-05-05	20463976
Aerosol volatility and enthalpy of sublimation of carboxylic acids.	2010-04-08	20235543
Two new pimelic diphenylamide HDAC inhibitors induce sustained frataxin upregulation in cells from Friedreich's ataxia patients and in a mouse model.	2010-01-21	20098685
Involvement of an alternatively spliced mitochondrial oxodicarboxylate carrier in adipogenesis in 3T3-L1 cells.	2009-10-13	19825180
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
Metabonomics approach to understanding acute and chronic stress in rat models.	2009-05	19292500
Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions.	2009	22573970
Spontaneous reaction silencing in metabolic optimization.	2008-12	19057639
Use of benzoate as an electron acceptor by Syntrophus aciditrophicus grown in pure culture with crotonate.	2008-12	18707608
(Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.	2008-03-07	21201992
Complete gene expression profiling of Saccharopolyspora erythraea using GeneChip DNA microarrays.	2007-11-26	18039355
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	16738872
A dinuclear lanthanide complex for the recognition of bis(carboxylates): formation of terbium(III) luminescent self-assembly ternary complexes in aqueous solution.	2006-11-13	17083248
Biological significance and development of practical synthesis of biotin.	2006-07	16676358
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
Integration of metabolome data with metabolic networks reveals reporter reactions.	2006	17016516
The pimFABCDE operon from Rhodopseudomonas palustris mediates dicarboxylic acid degradation and participates in anaerobic benzoate degradation.	2005-03	15758219
Spin-labelled vacuolar-ATPase inhibitors in lipid membranes.	2004-10-11	15471583
Carbon-carbon bond cleavage by cytochrome p450(BioI)(CYP107H1).	2004-01-07	14737344
Viscosity B-coefficients and activation parameters for viscous flow of a solution of heptanedioic acid in aqueous sucrose solution.	2003-11-21	14667714
X-ray studies on crystalline complexes involving amino acids and peptides. XLI. Commonalities in aggregation and conformation revealed by the crystal structures of the pimelic acid complexes of L-arginine and DL-lysine.	2003-10	14586085
Structural phases of hexamethylenetetramine-pimelic acid (1/1): a unified description based on a stacking model.	2003-08	12947238
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.	2003-01	12661531
Infrared spectra of the hydrogen bond in pimelic acid crystals: polarization and temperature effects.	2001-10	11767833
Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.	2001-03-16	11083877
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.	1994-06	8087979
Inhibition of HIV-1 proteinase by non-peptide carboxylates.	1991-04-15	2018518
Azelaic acid--biochemistry and metabolism.	1989	2505463
The analysis of thiodiglycollic acid by selected ion monitoring.	1986-04-15	3698320
The molecular species composition of individual diacyl phospholipids in human platelets.	1982-10-14	7138900
Pattern of aliphatic dicarboxylic acids in uremic serum including a new organic acid, 2,4-dimethyladipic acid.	1979-11-15	498544

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:53:47 GMT 2025` Edited by `admin` on `Mon Mar 31 18:53:47 GMT 2025`
Record UNII	BZQ96WX25F
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NSC-30112

Preferred Name

English

PIMELIC ACID

Systematic Name

English

PIMELIC ACID [MI]

Common Name

English

HEPTANEDIOIC ACID

Systematic Name

English

1,5-PENTANEDICARBOXYLIC ACID

Systematic Name

English

ADIPIC ACID IMPURITY C [EP IMPURITY]

Common Name

English

Code System Code Type Description

DRUG BANK

DB01856