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L-Canaline

L-Canaline structure

CAS No:
496-93-5
Formula:
C4H10N2O3
Chemical Name:
L-Canaline
Synonyms:
L-Homoserine,O-amino-;Butyric acid,2-amino-4-(aminooxy)-;L-Canaline;O-Amino-L-homoserine;1-Amino-3-(aminooxy)butyric acid;γ-(Aminooxy)-α-aminobutyric acid;Canalin;α-Amino-γ-(aminooxy)butyric acid;(S)-2-Amino-4-(aminooxy)butanoicacid;(2S)-2-Amino-4-(aminooxy)butanoic acid;(S)-2-Amino-4-(aminooxy)butanoic acid;13147-24-5
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

L-Canaline is a nonprotein amino acid stored in many leguminous plants. L-Canaline is a cytotoxic metabolite catalyzed by L-canavanine and its arginase. L-Canaline is a potent and irreversible inhibitor of ornithine aminotransferase. L-Canaline inhibits the growth of the malaria parasite Plasmodium falciparum with an IC50 of 297 nM. L-Canaline has anticancer and antiproliferative effects[1][2][3].

Solid

L-canaline is a non-proteinogenic L-alpha-amino acid that is L-homoserine in which the hydroxy group at position 4 is substituted by an aminooxy group. It has been isolated from legumes and plays an essential role in lugume chemical defense against insects. It has a role as a plant metabolite, an antineoplastic agent, an antimetabolite and a phytogenic insecticide. It derives from a L-homoserine. It is a tautomer of a L-canaline zwitterion.

L-Canaline Basic Attributes

Molecular Weight：

134.13

Exact Mass：

134.13

UNII：

T7H2XP1ZNS

DSSTox ID：

DTXSID60197925

HScode：

2922509090

Characteristics

PSA：

98.57000

XLogP3：

0.07930

Appearance：

Solid

Density：

1.298g/cm3

Boiling Point：

378.1ºC at 760mmHg

Flash Point：

182.5ºC

Refractive Index：

1.51

Safety Information

safety instructions：

22-24/25

GHS Classification：

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P362, P363, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

1-amino-3-amino-oxybutyric acid

Computed Properties

Molecular Weight:134.13
XLogP3:-4.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:134.06914219
Monoisotopic Mass:134.06914219
Topological Polar Surface Area:98.6
Heavy Atom Count:9
Complexity:95.8
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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O-Amino-L-homoserine

CAS No.: 496-93-5

Content: 99.00%

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Guide of L-Canaline

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Computed Properties
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L-Canaline

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