Cycloleucine
Also known as 1-Aminocyclopentanecarboxylic acid, 1-Aminocyclopentane-1-carboxylic acid, Cycloleucin
Key facts
What buyers check first
- Appearance
- Crystals from ethanol & water
- Melting point
- 330 ยฐC
- Solubility
- SOL IN WATER APPROX 5 G/100 ML
- HS code
- 292249
- Category
- Impurities and reference standards

What is Cycloleucine?
Plain description, key identifiers and synonyms
1-aminocyclopentanecarboxylic acid is a non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups. It has a role as an EC 2.5.1.6 (methionine adenosyltransferase) inhibitor.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 1-aminocyclopentane-1-carboxylic acid
- CAS number
- 52-52-8 CAS number cross-checked
- EC number
- 200-144-6
- Molecular formula
- C6H11NO2
- UNII
- 0TQU7668EI
- MDL number
- MFCD00001381
- InChIKey
- NILQLFBWTXNUOE-UHFFFAOYSA-N
- InChI
- InChI=1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
- SMILES (canonical and isomeric)
- C1CCC(C1)(C(=O)O)N
Synonyms
- 1-Aminocyclopentanecarboxylic acid
- 1-Aminocyclopentane-1-carboxylic acid
- Cycloleucin
- 1-Amino-1-cyclopentanecarboxylic acid
- Cyclo-leucine
- 1-Amino-1-carboxycyclopentane
- 1-Amino-cyclopentanecarboxylic acid
- Cyclopentanecarboxylic acid, 1-amino-
- CB 1639
- 1-Aminocyclopentanecarboxylate
- WR 14,997
- aminocyclopentanecarboxylic acid
- Acid, aminocyclopentanecarboxylic
- 1 Aminocyclopentanecarboxylic acid
- Acid, 1-aminocyclopentanecarboxylic
- 1-aminocyclopentane
- 1-amino-1-cyclopentane carboxylic acid
- WR 14997
- Cycloleucine1-Amino-cyclopentanecarboxylic acid
- Irbesartan Impurity 37
- 1-aminocyclopentane-1-carboxylate
- 1-azaniumylcyclopentane-1-carboxylate
- Cyclopentanecarboxylic acid, 1-amino-, L-
- Leucine, Cyclo-
- Amino-1-cyclopentanecarboxylic acid
Show all 33 synonymsShow fewer synonyms
- Cycloleucine, 97%
- (2E)-Decenoyl-ACP
- Irbesartan Impurity N5
- 1y1m
- Biomol-NT_000201
- 4-14-00-00974 (Beilstein Handbook Reference)
- DivK1c_000723
- 1-amino-Cyclopentanecarboxylate
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from ethanol & waterexp.Measured value |
|---|---|
| Melting point | 330 ยฐCexp.Measured value |
| Solubility | SOL IN WATER APPROX 5 G/100 MLexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 129.16 g/molcalc.Computed value |
|---|---|
| Exact mass | 129.079 Dacalc.Computed value |
| LogP (octanol/water) | 0.34calc.Computed value |
| Topological polar surface area | 63.32 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 9calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.83calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
Precautionary statements (7)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCycloleucine suppliers
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- United StatesUnclaimed profileCycloleucineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
86 suppliers in 13 countries
- United States33
- China30
- Germany4
- United Kingdom4
- Hong Kong4
- Canada2
- and 7 more countries
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Cycloleucine price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Biological testing materials for immunosuppressive properties in mice, for amino acid transport studies.
As exptl tumor screening agent.
Veterinary medication:.
Roles
- enzyme inhibitor
Pharmacology
Cycloleucine is a non-metabolizable synthetic amino acid, formed through the cyclization of the amino acid leucine, with immunosuppressive, antineoplastic, and cytostatic activities. Cycloleucine competitively inhibits the enzyme methionine adenosyltransferase, resulting in the inhibition of S-adenosylmethionine (SAM) synthesis from methionine and ATP, and subsequent nucleic acid methylation and polyamine production, RNA, and perhaps to a lesser extent, DNA biosyntheses and cell cycle progression are finally disrupted. This agent is also a competitive inhibitor at the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor.
How it is made
Zelinsky, stadnikoff, z physiol chem 75, 350 (1911), connors, ross, j chem soc 1960, 2119, cremlyn, j chem soc 1962, 3977, sudo, ichihara, bull chem soc japan 36, 34 (1963). Manufacture: netherland patent application 6,607,754 (1966 to rohm & haas), ca 67, 73159b (1967).
Regulatory status
Inventories, regulations and trade controls that list this substance
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cycloleucine is traded under.
Amino-acids, other than those containing more than one kind of oxygen function, andโฆ
- United States13.4%
- Germany11.1%
- Japan6.6%
* Partner reported figures, a lower bound.
The HS code shown for Cycloleucine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cycloleucine, based on the data on this page
What is Cycloleucine?
What is the CAS number of Cycloleucine?
What is the molecular formula and weight of Cycloleucine?
What is Cycloleucine used for?
Is Cycloleucine hazardous?
What is the HS code of Cycloleucine?
Where can I buy Cycloleucine?
What is the price of Cycloleucine?
Guides for buyers
Practical guides that help when you source, ship or handle Cycloleucine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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