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(L) -Canavanine

CAT: 0013-GTR19200046-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19200046-02Size:50 mg
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Description
(L) -Canavanine is a natural non-proteinogenic amino acid exhibiting antimutagenic properties. It serves as a research tool for studying mutagenesis and cellular stress responses in both in vitro assays and in vivo models, including investigations into its potential chemopreventive effects.
CAS Number
543-38-4
Field of Research
Metabolism Research
Smiles
C (CONC (=N) N) [C@@H] (C (O) =O) N
Molecular Formula
C5H12N4O3
Molecular Weight
176.17
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Canavanine

L-canavanine is a non-proteinogenic L-alpha-amino acid that is L-homoserine substituted at oxygen with a guanidino (carbamimidamido) group. Although structurally related to L-arginine, it is non-proteinogenic. It has a role as a phytogenic insecticide and a plant metabolite. It is functionally related to a L-homoserine. It is a conjugate base of a L-canavanine(1+). It is a tautomer of a L-canavanine zwitterion.

CAS Number543-38-4
PubChem CID439202
IUPAC Name(2S)-2-amino-4-(diaminomethylideneamino)oxybutanoic acid
Molecular FormulaC5H12N4O3
Molecular Weight176.17
XLogP-4.8
Topological Polar Surface Area137
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count12
Formal Charge0
Complexity178
SMILES
C(CON=C(N)N)[C@@H](C(=O)O)N
InChI
InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1
InChIKey
FSBIGDSBMBYOPN-VKHMYHEASA-N
Chemical Structure
2D Structure
2D structure of Canavanine
CAS: 543-38-4
CID: 439202
Formula: C5H12N4O3
MW: 176.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight176.17
XLogP3-4.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass176.09094026
Monoisotopic Mass176.09094026
Topological Polar Surface Area137 Ų
Heavy Atom Count12
Formal Charge0
Complexity178
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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