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Isonipecotic acid - 10mM in Water, high purity , CAS No.498-94-2, Agonist of GABA A receptor α1 subunit;Agonist of GABA A receptor α2 subunit;Agonist of GABA A receptor α3 subunit;Agonist of GABA A receptor α4 subunit;Agonist of GABA A receptor α5 subunit;Agonist of GABA A receptor α6 subunit;Antagonist of GABA A recept

10 Citations COA COA
In stock
Item Number
I424295
Grouped product items
SKU Size
Availability
 Price Qty
I424295-1ml
1ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$69.90
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Bulk Order  SDS  DATASHEET  Specification Sheet
View related series
Compound libraries (12325) Ion channel (2197)

Basic Description

Synonyms Isonipecotic acid | Piperidine-4-carboxylic acid | 498-94-2 | 4-Piperidinecarboxylic acid | 4-Carboxypiperidine | Hexahydroisonicotinic acid | h-inp-oh | Isonicotinic acid, hexahydro- | MFCD00006004 | Acide isonipecotique | 4-Hexahydroisonicotinic acid | dl-isopipecolinic acid
Specifications & Purity Moligand™, 10mM in Water
Storage Temp Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Action Type AGONIST, ANTAGONIST
Mechanism of action Agonist of GABA A receptor α1 subunit;Agonist of GABA A receptor α2 subunit;Agonist of GABA A receptor α3 subunit;Agonist of GABA A receptor α4 subunit;Agonist of GABA A receptor α5 subunit;Agonist of GABA A receptor α6 subunit;Antagonist of GABA A recept
Product Description

Isonipecotic acid is an important reactant for the synthesis of alkyl piperidine and piperazine hydroxamic acids as HDAC inhibitors. It is also used in the synthesis of antibiotic nitroxoline derivatives for cathepsin B inhibition.
A HDAC inhibitor.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Piperidines
Subclass Piperidinecarboxylic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent Piperidinecarboxylic acids
Alternative Parents Amino acids  Monocarboxylic acids and derivatives  Dialkylamines  Carboxylic acids  Azacyclic compounds  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Piperidinecarboxylic acid - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Azacycle - Secondary amine - Amine - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as piperidinecarboxylic acids. These are compounds containing a piperidine ring which bears a carboxylic acid group.
External Descriptors Not available

Associated Targets(Human)

GABRR1 Tchem Gamma-aminobutyric acid receptor subunit rho-1 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRR3 Tbio Gamma-aminobutyric acid receptor subunit rho-3 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA1 Tclin Gamma-aminobutyric acid receptor subunit alpha-1 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA3 Tclin Gamma-aminobutyric acid receptor subunit alpha-3 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA4 Tclin Gamma-aminobutyric acid receptor subunit alpha-4 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA5 Tclin Gamma-aminobutyric acid receptor subunit alpha-5 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRR2 Tchem Gamma-aminobutyric acid receptor subunit rho-2 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA2 Tclin Gamma-aminobutyric acid receptor subunit alpha-2 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GABRA6 Tclin Gamma-aminobutyric acid receptor subunit alpha-6 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRR1 Tchem GABA receptor rho-1 subunit (233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLC36A1 Tchem Proton-coupled amino acid transporter 1 (102 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRG2 Tclin GABA-A receptor; alpha-3/beta-3/gamma-2 (1250 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRA1 Tclin GABA-A receptor; alpha-1/beta-3/gamma-2 (1565 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRG2 Tclin GABA-A receptor; alpha-5/beta-3/gamma-2 (1334 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRG2 Tclin GABA-A receptor; alpha-2/beta-3/gamma-2 (949 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRG2 Tclin GABA-A receptor; alpha-6/beta-3/gamma-2 (367 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRR2 Tchem GABA-C receptor (14 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRB2 Tclin GABA A receptor alpha-2/beta-2/gamma-2 (194 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GABRB2 Tclin GABA A receptor alpha-3/beta-2/gamma-2 (101 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Gabrp GABA-A receptor; anion channel (5731 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Gabrg2 GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Slc6a11 GABA transporter (190 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name piperidine-4-carboxylic acid
INCHI InChI=1S/C6H11NO2/c8-6(9)5-1-3-7-4-2-5/h5,7H,1-4H2,(H,8,9)
InChIKey SRJOCJYGOFTFLH-UHFFFAOYSA-N
Smiles C1CNCCC1C(=O)O
Isomeric SMILES C1CNCCC1C(=O)O
WGK Germany 3
RTECS NS5150000
Molecular Weight 129.16
Beilstein 112553
Reaxy-Rn 112553
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=112553&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Light sensitive.
Melt Point(°C) 300°C
Molecular Weight 129.160 g/mol
XLogP3 -3.000
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 1
Exact Mass 129.079 Da
Monoisotopic Mass 129.079 Da
Topological Polar Surface Area 49.300 Ų
Heavy Atom Count 9
Formal Charge 0
Complexity 108.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Junjian Xie, Jun Zhang, Xiaoyu Wang, Jiawei Xie, Bo Yang, Yuxuan Liang, Ji-Jun Zou, Qiuyu Zhang.  (2024)  Synthesis of JP-10 analogues high-density fuels via one-pot Diels-Alder/hydrodeoxygenation reaction.  FUEL,  361  (130738). 
2. Xianwei Li, Zhenqian Wu, Xudong Ma, Ling Xin, Xiao Yu, Yong Liu.  (2023)  MOF-derived crystalline carbon with graphite-like crystal: A high initial coulombic efficiency, low potential and large capacity anode for Na-ion batteries.  CARBON,  208  (10). 
3. Junjian Xie, Yuxuan Liang, Bo Yang, Jun Zhang, Jiawei Xie, Ji-Jun Zou, Qiuyu Zhang.  (2023)  Photosensitized Conia reaction directed synthesis of high-performance asymmetric polycyclic hydrocarbons from biomass-derived ketones and petroleum-derived norbornene.  FUEL,  340  (127539). 
4. Dafu Cao, Fei Yang, Weibing Sheng, Yufeng Zhou, Xixing Zhou, Yaguang Lu, Fengmin Nie, Nanwen Li, Li Pan, Yuesheng Li.  (2022)  Polynorbornene-based anion exchange membranes with hydrophobic large steric hindrance arylene substituent.  JOURNAL OF MEMBRANE SCIENCE,  641  (119938). 
5. Junjie Zhou, Ning Li, Jialu Shen, Xu Meng, Xiang Liu.  (2021)  Palladium on carbon as an efficient, durable and economical catalyst for the alcoholysis of B2pin2.  INORGANIC CHEMISTRY COMMUNICATIONS,  130  (108732). 
6. Zhou Junjie, Huang Yu, Shen Jialu, Liu Xiang.  (2021)  Pd/C-Catalyzed H2 Evolution from Tetrahydroxydiboron Hydrolysis.  CATALYSIS LETTERS,  151  (10): (3004-3010). 
7. Yingpeng Huo, Jiwen Hu, Yuanyuan Tu, Zhenzhu Huang, Shudong Lin, Yangfei Hu, Chao Feng.  (2020)  Platinum-Imidazolyl Schiff Base Complexes Immobilized in Periodic Mesoporous Organosilica Frameworks as Catalysts for Hydrosilylation.  APPLIED ORGANOMETALLIC CHEMISTRY,  34  (8): (e5697). 
8. Junjian Xie, Xiangwen Zhang, Chengxiang Shi, Lun Pan, Fang Hou, Genkuo Nie, Jiawei Xie, Qing Liu, Ji-Jun Zou.  (2020)  Self-photosensitized [2 + 2] cycloaddition for synthesis of high-energy-density fuels.  Sustainable Energy & Fuels,  4  (2): (911-920). 
9. Qingshan Zhao, Dejian Xu, Libo Wang, Shihao Cui, Qinlian Liu, Xuan Han, Zhiyuan Wang, Hui Ning, Mingbo Wu.  (2025)  A core-shell confinement strategy towards single-atom Fe-N/S-C bifunctional catalyst for selective nitroarene reduction and olefin epoxidation.  JOURNAL OF ALLOYS AND COMPOUNDS,  1012  (178488). 
10. Long Jiang, Yaojie Liu, Lulu Zhang, Liang Qin, Zongjiang Yu, Mo Xian, Weizhi Sun, Chao Xu.  (2024)  Efficient capture of Pd by multidentate S/N-containing group modified materials: An important piece of puzzle for electron transfer ratio ligand design.  CHEMICAL ENGINEERING JOURNAL,  490  (151680). 

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