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500-44-7

500-44-7 structural image
Product Name: L-MIMOSINE
Formula: C8H10N2O4
Synonyms: (S)-α-Amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid;Leucenol
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CHEMICAL AND PHYSICAL PROPERTIES

Physical Description Solid
Color/Form CRYSTALS FROM WATER
Melting Point 228 dec °C
Solubility SLIGHTLY SOL IN WATER; INSOL IN ALC, ETHER, ACETONE, BENZENE, DIOXANE, ACETIC ACID, ORDINARY ORGANIC SOLVENTS; SOL IN DILUTED ACETONE, DILUTED ALKALI
LogP -2.5
Optical Rotation SPECIFIC OPTICAL ROTATION: -21 DEG @ 22 °C/D (WATER, C= 0.5); MAX ABSORPTION (WATER): 215 NM (LOG E= 4.6); 280 NM (LOG E= 4.6)
Collision Cross Section 143.47 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]

SAFETY INFORMATION

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

COMPUTED DESCRIPTORS

Molecular Weight 198.18 g/mol
XLogP3 -3.5
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 3
Exact Mass 198.06405680 g/mol
Monoisotopic Mass 198.06405680 g/mol
Topological Polar Surface Area 104 Ų
Heavy Atom Count 14
Formal Charge 0
Complexity 321
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

L-mimosine is an L-alpha-amino acid that is propionic acid substituted by an amino group at position 2 and a 3-hydroxy-4-oxopyridin-1(4H)-yl group at position 3 (the 2S-stereoisomer). It a non-protein plant amino acid isolated from Mimosa pudica. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor and a plant metabolite. It is a non-proteinogenic L-alpha-amino acid and a member of 4-pyridones. It is functionally related to a propionic acid. It is a conjugate acid of a L-mimosine(1-). It is a tautomer of a L-mimosine zwitterion.