cis-4-Aminocyclohexanecarboxylic Acid - ≥98% , CAS No.3685-23-2

CAS: 3685-23-2 Cat. No.: C153750 Molecular Weight: 143.19 Beilstein Registry Number: 14301 EC Number: 626-259-5

GRADE & PURITY ≥98%

Synonyms

4-Aminocyclohexanecarboxylic acid | 4-Amino-cyclohexanecarboxylic acid | 4-aminocyclohexane-carboxylic acid | SY029216 | Cefapirin (BAN) | J-525018 | NoName_367 | trans 4-amino-cyclohexanecarboxylic acid | cis-4-Aminocyclohexanecarboxylic acid | cis-4-ami

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

cis-4-aminocyclohexanecarboxylic acid (C4-ACHC, cis-ACCA) exists in zwitterionic form. Cyclohexane ring in the molecule of cis-4-aminocyclohexanecarboxylic acid is present in chair conformation. The carboxylate and ammonium groups in the molecule occupy axial and equatorial positions, respectively. It co-crystallizes with water molecules in a 2:1 (amino acid:water ratio). H-Cys-Leu-Gly-Gly-Leu-Leu-Thr-Met-Val-OH (CLG) peptide analogue containing cis-ACCA has been prepared and its activity has been studied.
cis-4-Aminocyclohexanecarboxylic acid may be used in the synthesis of new analogs of arginine Vasotocin (AVP). It may be used in the synthesis of cis-4-[[[(2-chloroethyl)nitrosoamino]carbonyl]methylamino]cyclohexanecarboxylic acid.

Specifications

Synonyms

4-Aminocyclohexanecarboxylic acid | 4-Amino-cyclohexanecarboxylic acid | 4-aminocyclohexane-carboxylic acid | SY029216 | Cefapirin (BAN) | J-525018 | NoName_367 | trans 4-amino-cyclohexanecarboxylic acid | cis-4-Aminocyclohexanecarboxylic acid | cis-4-ami

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CC(CCC1C(=O)O)N
• IUPAC Name: 4-aminocyclohexane-1-carboxylic acid
• InChIKey: DRNGLYHKYPNTEA-UHFFFAOYSA-N
• INCHI: 1S/C7H13NO2/c8-6-3-1-5(2-4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)
• Isomeric SMILES: C1CC(CCC1C(=O)O)N
• Molecular Weight: 143.19
• Beilstein: 14301
• Reaxy-Rn: 1562988
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1562988&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Delta amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Delta amino acids and derivatives
• Alternative Parents: Cyclohexylamines Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Delta amino acid or derivatives - Cyclohexylamine - Amino acid - Monocarboxylic acid or derivatives - Carboxylic acid - Organic oxide - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Organopnictogen compound - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as delta amino acids and derivatives. These are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: Moisture sensitive.
• Melt Point(°C): 299-301℃
• Molecular Weight: 143.180 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.095 Da
• Monoisotopic Mass: 143.095 Da
• Topological Polar Surface Area: 63.300 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 128.000
• 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

References

1. Wenhao Zhang, Weihua Zhang, Kai Wang, Yanmeng Chu, Jiankang Du, Anyi Mei, Yaoguang Rong, Yue Hu, Hongwei Han.  (2021)  Revealing the Role of Bifunctional Molecules in Crystallizing Methylammonium Lead Iodide through Geometric Isomers.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.1c00391]