Canaline
PubChem CID: 441443
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| Compound Synonyms | Canaline, L-Canaline, 496-93-5, O-Amino-L-homoserine, (S)-2-Amino-4-(aminooxy)butanoic acid, L-Homoserine, O-amino-, (2S)-2-amino-4-(aminooxy)butanoic acid, (2S)-2-amino-4-aminooxybutanoic acid, T7H2XP1ZNS, 1-Amino-3-amino-oxybutyric acid, L-2-amino-4-(aminooxy)butyric acid, L-Canaline base, CHEBI:41401, DTXSID60197925, 2-Amino-4-(aminooxy)butyric acid, L-a-amino-g-(aminooxy)-n-butyric acid, L-2-amino-4-(aminooxy)butyrate, .GAMMA.-(AMINOOXY)-.ALPHA.-AMINOBUTYRIC ACID, (2S)-4-aminooxy-2-azaniumylbutanoate, UNII-T7H2XP1ZNS, SCHEMBL440859, CHEMBL1231652, DTXCID20120416, FQPGMQABJNQLLF-VKHMYHEASA-N, AKOS006274866, (S)-2-Amino-4-(aminooxy)butanoicacid, DB02821, (2S)-2-amino-4-(aminooxy)butyric acid, HY-129476, CS-0105722, NS00068558, L-alpha-amino-gamma-(aminooxy)-n-butyric acid, C08270, EN300-128726, G12153, GAMMA-(AMINOOXY)-ALPHA-AMINOBUTYRIC ACID, Q5031083, 863-088-7 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 98.6 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Np Classifier Class | Aminoacids |
| Deep Smiles | N[C@H]C=O)O))CCON |
| Heavy Atom Count | 9.0 |
| Classyfire Class | Carboxylic acids and derivatives |
| Description | L-canaline, also known as L-2-amino-4-(aminooxy)butyric acid, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-canaline is soluble (in water) and a moderately acidic compound (based on its pKa). L-canaline can be found in a number of food items such as mulberry, rape, grape, and black chokeberry, which makes L-canaline a potential biomarker for the consumption of these food products. L-canaline is a substrate for ornithine aminotransferase resulting in the synthesis of L-ureidohomoserine (the corresponding analog of L-citrulline). In turn, the latter forms L-canavaninosuccinic acid in a reaction mediated by argininosuccinic acid synthetase. L-Canavaninosuccinic acid is cleaved to form L-canavanine by argininosuccinic acid synthetase. By these sequential reactions, the canaline-urea cycle (analogous to the ornithine-urea cycle) is formed. Every time a canavanine molecule runs through the canaline-urea cycle, the two terminal nitrogen atoms are released as urea. Urea is an important by-product of this reaction sequence because it makes ammonicial ammonia (urease-mediated) that is available to support intermediary nitrogen metabolism. L-canaline can by reductively cleaved to L-homoserine, a non-protein amino acid of great importance in the formation of a host of essential amino acids. In this way, the third nitrogen atom of canavanine enters into the reactions of nitrogen metabolism of the plant. As homoserine, its carbon skeleton also finds an important use . |
| Classyfire Subclass | Amino acids, peptides, and analogues |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 95.8 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Uniprot Id | P04181 |
| Iupac Name | (2S)-2-amino-4-aminooxybutanoic acid |
| Class | Carboxylic acids and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organic acids and derivatives |
| Xlogp | -4.6 |
| Superclass | Organic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Gsk 4 400 Rule | True |
| Molecular Formula | C4H10N2O3 |
| Inchi Key | FQPGMQABJNQLLF-VKHMYHEASA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Synonyms | (2S)-2-Amino-4-(aminooxy)butanoic acid, (2S)-2-Amino-4-(aminooxy)butyric acid, Canaline, L-2-Amino-4-(aminooxy)butyric acid, (2S)-2-Amino-4-(aminooxy)butanoate, (2S)-2-Amino-4-(aminooxy)butyrate, L-2-Amino-4-(aminooxy)butyrate, L-a-Amino-g-(aminooxy)-N-butyric acid, L-alpha-Amino-gamma-(aminooxy)-N-butyric acid, 1-Amino-3-amino-oxybutyric acid, L-Canaline, canaline, l-canaline |
| Esol Class | Highly soluble |
| Functional Groups | CC(=O)O, CN, CON |
| Compound Name | Canaline |
| Kingdom | Organic compounds |
| Exact Mass | 134.069 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 134.069 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 134.13 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1 |
| Smiles | C(CON)[C@@H](C(=O)O)N |
| Np Classifier Biosynthetic Pathway | Amino acids and Peptides |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | L-alpha-amino acids |
| Np Classifier Superclass | Small peptides |
- 1. Outgoing r'ship
FOUND_INto/from Canavalia Gladiata (Plant) Rel Props:Reference:ISBN:9788172360481