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
Pattern of aliphatic dicarboxylic acids in uremic serum including a new organic acid, 2,4-dimethyladipic acid.	1979 Nov 15	498544
The molecular species composition of individual diacyl phospholipids in human platelets.	1982 Oct 14	7138900
The analysis of thiodiglycollic acid by selected ion monitoring.	1986 Apr 15	3698320
Azelaic acid--biochemistry and metabolism.	1989	2505463
Inhibition of HIV-1 proteinase by non-peptide carboxylates.	1991 Apr 15	2018518
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.	1994 Jun	8087979
Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.	2001 Mar 16	11083877
Infrared spectra of the hydrogen bond in pimelic acid crystals: polarization and temperature effects.	2001 Oct	11767833
Structural phases of hexamethylenetetramine-pimelic acid (1/1): a unified description based on a stacking model.	2003 Aug	12947238
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.	2003 Jan	12661531
Viscosity B-coefficients and activation parameters for viscous flow of a solution of heptanedioic acid in aqueous sucrose solution.	2003 Nov 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 Oct	14586085
Carbon-carbon bond cleavage by cytochrome p450(BioI)(CYP107H1).	2004 Jan 7	14737344
Spin-labelled vacuolar-ATPase inhibitors in lipid membranes.	2004 Oct 11	15471583
The pimFABCDE operon from Rhodopseudomonas palustris mediates dicarboxylic acid degradation and participates in anaerobic benzoate degradation.	2005 Mar	15758219
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
Biological significance and development of practical synthesis of biotin.	2006 Jul	16676358
A dinuclear lanthanide complex for the recognition of bis(carboxylates): formation of terbium(III) luminescent self-assembly ternary complexes in aqueous solution.	2006 Nov 13	17083248
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
Complete gene expression profiling of Saccharopolyspora erythraea using GeneChip DNA microarrays.	2007 Nov 26	18039355
Spontaneous reaction silencing in metabolic optimization.	2008 Dec	19057639
Use of benzoate as an electron acceptor by Syntrophus aciditrophicus grown in pure culture with crotonate.	2008 Dec	18707608
(Heptanedioato-κO,O')bis-(1,10-phenanthroline-κN,N')zinc(II) hexa-hydrate.	2008 Mar 7	21201992
Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions.	2009	22573970
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	19630524
Metabonomics approach to understanding acute and chronic stress in rat models.	2009 May	19292500
Involvement of an alternatively spliced mitochondrial oxodicarboxylate carrier in adipogenesis in 3T3-L1 cells.	2009 Oct 13	19825180
Aerosol volatility and enthalpy of sublimation of carboxylic acids.	2010 Apr 8	20235543
Selectivity in a barren landscape: the P450(BioI)-ACP complex.	2010 Aug	20658980
Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse.	2010 Aug 6	20540569
Two new pimelic diphenylamide HDAC inhibitors induce sustained frataxin upregulation in cells from Friedreich's ataxia patients and in a mouse model.	2010 Jan 21	20098685
Analysis of gene evolution and metabolic pathways using the Candida Gene Order Browser.	2010 May 10	20459735
The complete genome sequence of Cupriavidus metallidurans strain CH34, a master survivalist in harsh and anthropogenic environments.	2010 May 5	20463976
Degradation of a model naphthenic acid, cyclohexanoic acid, by vacuum UV (172 nm) and UV (254 nm)/H2O2.	2010 Nov 18	20973516
A genomic perspective on the potential of Actinobacillus succinogenes for industrial succinate production.	2010 Nov 30	21118570
Biotin synthesis begins by hijacking the fatty acid synthetic pathway.	2010 Sep	20693992

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:49:09 GMT 2023` Edited by `admin` on `Fri Dec 15 17:49:09 GMT 2023`
Record UNII	BZQ96WX25F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIMELIC ACID

Systematic Name

English

PIMELIC ACID [MI]

Common Name

English

HEPTANEDIOIC ACID

Systematic Name

English

NSC-30112

Code

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