Page last updated: 2024-12-04

1-aminocyclohexanecarboxylic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

## 1-Aminocyclohexanecarboxylic acid (ACHC)

1-Aminocyclohexanecarboxylic acid (ACHC) is an **organic compound** with the chemical formula **C7H13NO2**. It is a **cyclic amino acid**, meaning it contains both an amino group (-NH2) and a carboxylic acid group (-COOH) attached to a cyclohexane ring.

**Here's why ACHC is important in research:**

**1. Precursor to Pharmaceuticals and other Chemicals:**

* **Synthetically Versatile:** ACHC acts as a key building block in the synthesis of various pharmaceuticals and fine chemicals. Its structure allows for modification and functionalization, making it adaptable for different applications.
* **Pharmaceutical Applications:** ACHC derivatives have shown promising activity in various therapeutic areas, such as:
* **Anti-inflammatory agents:** Several ACHC derivatives possess anti-inflammatory properties, making them potential candidates for treating inflammatory diseases.
* **Anticonvulsants:** Some derivatives exhibit anticonvulsant activity, potentially aiding in the treatment of epilepsy and other seizure disorders.
* **Antimicrobial agents:** Certain ACHC derivatives demonstrate antimicrobial activity, which could be beneficial in combating bacterial and fungal infections.

**2. Biological Significance:**

* **Natural Occurrence:** While not commonly found in nature, ACHC has been identified in some natural products, highlighting its potential role in biological systems.
* **Bioactive Properties:** Certain ACHC derivatives exhibit biological activities, such as:
* **Enzyme Inhibition:** Some derivatives can inhibit the activity of specific enzymes, potentially impacting various biological processes.
* **Cellular Signaling:** ACHC derivatives may interfere with cellular signaling pathways, influencing cell growth, differentiation, and other crucial functions.
* **Neurological Activity:** Some derivatives demonstrate activity in the nervous system, potentially impacting neurotransmission and behavior.

**3. Research Tool:**

* **Model Compound:** ACHC can serve as a model compound in various research areas, such as:
* **Organic Chemistry:** Understanding the reactivity and properties of ACHC contributes to the development of new synthetic methodologies.
* **Medicinal Chemistry:** Studying the structure-activity relationships of ACHC derivatives can lead to the design of novel therapeutic agents.
* **Materials Science:** The unique properties of ACHC can be harnessed for developing new materials with specific applications.

**Overall, 1-aminocyclohexanecarboxylic acid is a versatile compound with significant potential in various research areas, particularly in pharmaceuticals, organic chemistry, and material science. Its diverse applications stem from its unique structure, synthetic versatility, and biological activities.**

1-aminocyclohexanecarboxylic acid: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1-amino-1-cyclohexanecarboxylic acid : An alpha-amino acid that is cyclohexanecarboxylic acid substituted by an amino group at position 1. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID1366
CHEMBL ID559934
CHEBI ID86534
SCHEMBL ID59793
MeSH IDM0063894

Synonyms (68)

Synonym
HMS1789H14
AC-2699
3-14-00-00845 (beilstein handbook reference)
1se3hd391h ,
unii-1se3hd391h
brn 2355692
alpha-aminocyclohexanecarboxylic aicd
alpha-aminocyclohexanecarboxylic acid
cb 1641
nsc 9059
einecs 220-411-0
.alpha.-aminocyclohexanecarboxylic aicd
nsc-9059
nsc9059
1-aminocyclohexane-1-carboxylic acid
cyclohexanecarboxylic acid, 1-amino-
2756-85-6
homocycloleucine
1-aminocyclohexanecarboxylic acid
.alpha.-aminocyclohexanecarboxylic acid
NCGC00015011-01
lopac-a-162
zinc00116197
1-aminocyclohexanecarboxylic acid, 98%
LOPAC0_000117
NCGC00162066-01
STK133208
A1068
NCGC00015011-03
1-amino-1-cyclohexanecarboxylic acid
CHEMBL559934
chebi:86534 ,
BMSE000728
AKOS000119400
AC1NOMHH ,
BBL001486
A819121 ,
1-amino-1-cyclohexane carboxylic acid
CCG-204212
NCGC00015011-02
FT-0607570
SCHEMBL59793
l-aminocyclohexane-1-carboxylic acid
2-aminocyclohexane-2-carboxylic acid
aminocyclohexanecarboxylic acid
1-aminocyclohexanecarboxyic acid
1-amino-cyclohexanecarboxylic acid
1-amino-1-cyclohexane-carboxylic acid
1-aminocyclohexane carboxylic acid
1-amino-cyclohexylcarboxylic acid
DTXSID6062626
W-107104
BS-3813
1-azanylcyclohexane-1-carboxylic acid
1-ammonio-1-cyclohexanecarboxylate
mfcd00001487
h-ac6c-oh
CS-W016418
F3095-1803
Q27159221
cycloleucine methyl ester.hcl
EN300-17792
SDCCGSBI-0050105.P002
NCGC00015011-04
SY002600
PD034464
1-amino-1-cyclohexanecarboxylicacid
1-amino-cyclohexanecarboxylicacid

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" In the case of peptide-based radiotracers, the modification and addition of a linker or spacer functional group often offer faster in vivo pharmacokinetic behavior."( Improved Pharmacokinetics Following PEGylation and Dimerization of a c(RGD-ACH-K) Conjugate Used for Tumor Positron Emission Tomography Imaging.
Kim, BI; Kim, JY; Kim, SW; Lee, JW; Lee, KC; Lee, YJ; Park, JA; Shin, UC, 2016
)
0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
alpha-amino acidAn amino acid in which the amino group is located on the carbon atom at the position alpha to the carboxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (9)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLS proteinHomo sapiens (human)Potency3.16230.35487.935539.8107AID624146
arylsulfatase AHomo sapiens (human)Potency3.38081.069113.955137.9330AID720538
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency1.88880.035520.977089.1251AID504332
cytochrome P450 2D6 isoform 1Homo sapiens (human)Potency25.11890.00207.533739.8107AID891
cytochrome P450 2C19 precursorHomo sapiens (human)Potency0.07940.00255.840031.6228AID899
cytochrome P450 2C9 precursorHomo sapiens (human)Potency12.58930.00636.904339.8107AID883
chromobox protein homolog 1Homo sapiens (human)Potency50.11870.006026.168889.1251AID488953
muscarinic acetylcholine receptor M1Rattus norvegicus (Norway rat)Potency0.17780.00106.000935.4813AID943
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency12.58930.00638.235039.8107AID883
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay
AID588378qHTS for Inhibitors of ATXN expression: Validation
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID430782Displacement of [3H]glycine from strychnine-insensitive glycine recognition site of NMDA receptor in rat brain cortex membrane2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Drug design, in vitro pharmacology, and structure-activity relationships of 3-acylamino-2-aminopropionic acid derivatives, a novel class of partial agonists at the glycine site on the N-methyl-D-aspartate (NMDA) receptor complex.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (34)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (8.82)18.7374
1990's1 (2.94)18.2507
2000's12 (35.29)29.6817
2010's12 (35.29)24.3611
2020's6 (17.65)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.67

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.67 (24.57)
Research Supply Index3.56 (2.92)
Research Growth Index5.64 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.67)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other34 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]