MIMOSINE

Synonyms. Mimosine; (L)-Mimosine; (S)-alpha-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionic acid; Leucenol; (2S)-2-Amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid; beta-[N-(3-Hydroxy-4-pyridone)]-alpha-aminopropionic acid;

MIMOSINE

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PRODUCT IDENTIFICATION

CAS RN

500-44-7

EINECS RN

207-905-1

FORMULA

C8H10N2O4

MOLE WEIGHT

198.18

H.S CODE

2933.39.6190

SMILES

c1(c(=O)ccn(c1)C[C@H](N)C(=O)O)O

CLASSIFICATION

Alkaloid

EXTRA NOTES

3-Hydroxy-4-oxo-1(4H)-pyridinealanine. An antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca MeSH
Other RN: 27678-82-6

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

228 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY

 

VAPOR DENSITY

 

log P(octanol-water)

-4.72

VAPOR PRESSURE

 

AUTOIGNITION TEMP

 
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 1, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - Mimosine

Wikipedia Linking - Mimosine

Google Scholar Search - Mimosine

U.S. National Library of Medicine - Mimosine

PubChem Compound Summary - Mimosine

Drug Bank -  Mimosine

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Mimosine

ChEBI (http://www.ebi.ac.uk/chebi/) -  Mimosine

NCBI (http://www.ncbi.nlm.nih.gov/) -  Mimosine

Hazardous Substances Data Bank - Mimosine

EPA - Substance Registry Services - Mimosine

Biochem/physiol Actions L-Mimosine is a plant amino acid and potential inhibitor of the cell cycle giving rise to growth arrest in G1-phase. An iron chelator that inhibits DNA replication in mammalian cells. Has been shown to have apoptotic activity in xenotransplanted human pancreatic cancer. L-Mimosine is also used as a hypoxia-mimetic agent to stabilize Hypoxia Inducible Factor 1 (HIF-1). L-Mimosine stabilizes HIF-1 through the inhibition of Prolyl Hydroxylases (PHDs) which target HIF-1 through degradation. The mechanism of inhibition is likely through the chelation of Fe2+ bound to the active site of PHD which is required for enzymatic activity. sigmaaldrich

 

SALES SPECIFICATION (L-Form)

APPEARANCE

white to off-white crystalline powder

ASSAY

99% min

MELTING POINT

223 ~ 225 C

OPTICAL ROTATION

-19° ~ -21°

LOSS ON DRYING

1% max

HEAVY METALS

10ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

 

HAZARD CLASS

 

PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Acute toxicity (Oral). Acute toxicity (Inhalation). Acute toxicity (Dermal). Hazard statements: Harmful if swallowed or in contact with skin. Harmful if inhaled.

SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H302 + H312-H332

P STATEMENTS

P261-P264-P270-P271-P280-P301 + P312-P302 + P352-P304 + P340-P312-P322-P330-P363-P501

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

20/21/22

SAFETY PHRASES

22-36

 

PACKING

Preserve in light-resistant and well-closed containers