L-Homocitrulline - 10mM in Water , CAS No.1190-49-4

CAS: 1190-49-4 Cat. No.: L420843 Molecular Weight: 189.21

GRADE & PURITY 10mM in Water

Synonyms

L-Homocitrulline|1190-49-4|Homocitrulline|(S)-2-Amino-6-ureidohexanoic acid|Homo-L-citrulline|(2S)-2-amino-6-(carbamoylamino)hexanoic acid|L-Lysine, N6-(aminocarbonyl)-|N(6)-carbamoyl-L-lysine|DL-Homocitrulline|N6-carbamoyl-L-Lysine|N(6)-(aminocarbonyl)-L

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

L-Homocitrulline | 1190-49-4 | Homocitrulline | (S)-2-Amino-6-ureidohexanoic acid | Homo-L-citrulline | (2S)-2-amino-6-(carbamoylamino)hexanoic acid | L-Lysine, N6-(aminocarbonyl)- | N(6)-carbamoyl-L-lysine | DL-Homocitrulline | N6-carbamoyl-L-Lysine | N(6)-(aminocarbonyl)-L

Specifications & Purity

10mM in Water

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C(CCNC(=O)N)CC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-6-(carbamoylamino)hexanoic acid
• InChIKey: XIGSAGMEBXLVJJ-YFKPBYRVSA-N
• INCHI: 1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1
• Isomeric SMILES: C(CCNC(=O)N)C[C@@H](C(=O)O)N
• Molecular Weight: 189.21
• Reaxy-Rn: 1726130
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1726130&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 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• 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 - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Medium-chain fatty acids Amino fatty acids Ureas Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Medium-chain fatty acid - Amino fatty acid - Fatty acyl - Fatty acid - Carbonic acid derivative - Amino acid - Urea - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: ureas - non-proteinogenic L-alpha-amino acid - L-lysine derivative

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

• Melt Point(°C): 211-212 ºC
• Molecular Weight: 189.210 g/mol
• XLogP3: -3.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 189.111 Da
• Monoisotopic Mass: 189.111 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 184.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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. Chi Yan, Xingyu Chen, Wenqing Gao, Chunlan Tang, Liwen Du, Chengyi Xie, Feng Xu, Keqi Tang, Jiancheng Yu.  (2025)  Chiral Derivatization Enables High-Resolution Ion Mobility Spectrometry of 30 Amino Acid Enantiomers.  ANALYTICAL CHEMISTRY,      [PMID:41451537] [10.1021/acs.analchem.5c06382]

2. Jie Du, Chaoqun Li, Li Chai, Fabao Zhao, Lin Lv, Zongcheng Yang, Zhiyuan Zhao, Rong Gong, Liu Yang, Meng Wu, Meng Nie, Jihui Jia, Dongwei Kang, Chengjiang Gao, Wei Zhao, Mutian Jia.  (2026)  Asparagine sensing by TBK1 controls its phase separation to drive antiviral innate immune responses.  MOLECULAR CELL,  86  (4): (722-739).  [PMID:41653919] [10.1016/j.molcel.2026.01.010]