Molecule

Canavanine

AlkaPlorer ID: AK007223

Synonym: None

IUPAC Name: (2S)-2-amino-4-(diaminomethylideneamino)oxybutanoic acid

Structure

SMILES: NC(N)=NOCC[C@H](N)C(=O)O

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

Reference

Formation of L-canavanine in in vitro cultures of Canavalia ensiformis (L.) DC.

PubChem CID: 46224610

CAS: 543-38-4

LOTUS: LTS0093855

SuperNatural Ⅲ: SN0094069-02

NPASS: NPC60672

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Canavalia gladiata	Canavalia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pulicaria arabica	Pulicaria	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sphaerostephanos arbuscula	Sphaerostephanos	Thelypteridaceae	Polypodiales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum chrysotrichum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Macaranga barteri	Macaranga	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Achillea moschata	Achillea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Deamia testudo	Deamia	Cactaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 176.17599999999996

TPSA？: 136.95

MolLogP？: -2.006599999999999

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Arachidonate 15-lipoxygenase	Potency	1995.3	nM	None
Homo sapiens	Ataxin-2	Potency	3548.1	nM	None
Homo sapiens	Chromobox protein homolog 1	Potency	6.0	nM	None
Homo sapiens	Cytochrome P450 1A2	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C19	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2D6	AC50	nan	None	None
Homo sapiens	Cytochrome P450 3A4	AC50	15848.93	nM	None
Homo sapiens	Cytochrome P450 3A4	AC50	nan	None	None
Homo sapiens	Cytochrome P450 3A4	Potency	15848.9	nM	None
Homo sapiens	HEK293	Potency	651.0	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	31622.8	nM	None
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	39810.7	nM	None
Homo sapiens	Nitric oxide synthase, inducible	Ki	220000.0	nM	10.1016/j.bmcl.2005.05.088
Homo sapiens	SH-SY5Y	Potency	3548.1	nM	None
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	101.56	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	91.69	%	10.1124/mol.112.084152
Homo sapiens	Thyroid stimulating hormone receptor	Potency	3981.1	nM	None
Homo sapiens	Ubiquitin carboxyl-terminal hydrolase 1	Potency	9466.2	nM	None
Mus musculus	Nitric oxide synthase, inducible	IC50	60000.0	nM	10.1016/j.bmc.2008.04.065
Mus musculus	Nitric oxide synthase, inducible	IC50	60000.0	nM	10.1016/j.bmcl.2008.10.006
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Potency	31.6	nM	None
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	1584.9	nM	None
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	2.77	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-0.09	%	10.6019/CHEMBL4495565
None	Unchecked	Inhibition	nan	%	10.1038/nchembio873
None	Unchecked	Potency	6510.4	nM	None

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT002063	CC(=O)C(=O)O.N=C(N)NOCC[C@H](N)C(=O)O>>C[C@@H](N[C@@H](CCONC(=N)N)C(=O)O)C(=O)O	enzymemap_22865
AKRT012824	C[C@@H](N[C@@H](CCONC(=N)N)C(=O)O)C(=O)O>>N=C(N)NOCC[C@H](N)C(=O)O	enzymemap_22876
AKRT016245	N=C(N)NOCC[C@H](N)C(=O)O.NCCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O	62444
AKRT016246	N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NO	enzymemap_28169
AKRT016247	N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NOCCC(=O)C(=O)O	enzymemap_22118
AKRT016248	N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NOCCC(N)=O	RXN-21800
AKRT016249	N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NOCCCN	enzymemap_81566
AKRT016250	N=C(N)NOCC[C@H](N)C(=O)O>>N=C(NOCC[C@H](N)C(=O)O)NP(=O)(O)O	enzymemap_47787
AKRT016251	N=C(N)NOCC[C@H](N)C(=O)O>>NC(=O)NOCC[C@H](N)C(=O)O	enzymemap_79002
AKRT016252	N=C(N)NOCC[C@H](N)C(=O)O>>NC(N)=O	RXN-34
AKRT016253	N=C(N)NOCC[C@H](N)C(=O)O>>NOCC[C@H](N)C(=O)O	RXN-34
AKRT016254	N=C(N)NOCC[C@H](N)C(=O)O>>O=C=O	enzymemap_10297
AKRT016300	N=C(NOCC[C@H](N)C(=O)O)NC(CC(=O)O)C(=O)O>>N=C(N)NOCC[C@H](N)C(=O)O	RXN-22
AKRT016301	N=C(NOCC[C@H](N)C(=O)O)NP(=O)(O)O>>N=C(N)NOCC[C@H](N)C(=O)O	enzymemap_47787
AKRT017626	NCC(=O)O.N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NCC(=O)O	enzymemap_28159
AKRT018225	NCCCON=C(N)N.O=C=O>>N=C(N)NOCC[C@H](N)C(=O)O	MNXR131091
AKRT018245	NCCC[C@H](N)C(=O)O.N=C(N)NOCC[C@H](N)C(=O)O>>N=C(N)NCCC[C@H](N)C(=O)O	enzymemap_28152
AKRT018552	NOCC[C@H](N)C(=O)O.N=C(N)NCC(=O)O>>N=C(N)NOCC[C@H](N)C(=O)O	enzymemap_28159
AKRT018553	NOCC[C@H](N)C(=O)O.N=C(N)NCCC[C@H](N)C(=O)O>>N=C(N)NOCC[C@H](N)C(=O)O	enzymemap_28152