CAS 26046-90-2|Methylselenocysteine

Introduction:Basic information about CAS 26046-90-2|Methylselenocysteine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMethylselenocysteine
CAS Number26046-90-2Molecular Weight182.080
Density/Boiling Point314.1±37.0 °C at 760 mmHg
Molecular FormulaC4H9NO2SeMelting Point177 °C(dec.)
MSDS/Flash Point143.7±26.5 °C

Names

Name(2R)-2-amino-3-methylselanylpropanoic acid
SynonymMore Synonyms

Methylselenocysteine BiologicalActivity

DescriptionSe-Methylselenocysteine, a precursor of Methylselenol, has potent cancer chemopreventive activity and anti-oxidant activity. Se-Methylselenocysteine is orally bioavailable, and induces apoptosis[1][2].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Cancer
In VitroSe-Methylselenocysteine (100-400 μM; 3 days) induces apoptosis in SKOV-33 cells[1]. Se-Methylselenocysteine (100-400 μM; 3 days) induces caspase-3 mediated apoptosis[1]. Apoptosis Analysis[1] Cell Line: SKOV-3 cells Concentration: 100, 200, 400 μM Incubation Time: 3 days Result: Resulted in a markedly increased accumulation of Sub-G1 phase, which occurred in both SeMSC concentration and culture time-dependent. Western Blot Analysis[1] Cell Line: SKOV-3 cells Concentration: 100, 200, 400 μM Incubation Time: 3 days Result: Resulted in a decrease in the expression of the 32 kDa form of procaspase-3.
In VivoSe-Methylselenocysteine (0.2 mg/mouse; p.o.; daily for 14 days) potentiates the antitumour activity of CDDP and Cyclophosphamide in nude mice bearing human FaDu and A253 head and neck xenografts[2]. Alzheimer's disease (AD) mice are treats with Se-Methylselenocysteine (0.75 mg/kg BW per day) in their drinking water for 10 months. Se-Methylselenocysteine reduces oxidative stress and neuro-inflammation; Se-Methylselenocysteine modulates the distribution and levels of several metal ions; Se-Methylselenocysteine decreases amyloid-β peptide (Aβ) generation by inhibiting the expression of its precursor protein APP and β-secretase (BACE1), and attenuates tau hyperphosphorylation and neurofibrillary tangles (NFT) formation via promoting protein phosphatase 2A (PP2A) activity, thereby preserving synaptic proteins and neuron activities and finally improving spatial learning and memory deficits in AD model mice[3]. Animal Model: Female athymic nude mice (bearing human A253 and FaDu squamous cell carcinoma xenografts)[2] Dosage: 0.2 mg/mouse Administration: p.o.; daily for 14 days (7 days before and 7 days after Cyclophosphamide or CDDP in a total of 14 days) Result:
References

[1]. Yeo JK, et al. Se-methylselenocysteine induces apoptosis through caspase activation and Bax cleavage mediated by calpain in SKOV-3 ovarian cancer cells. Cancer Lett. 2002 Aug 8;182(1):83-92.

[2]. Cao S, et al. Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models. Br J Cancer. 2014 Apr 2;110(7):1733-43.

[3]. Xie Y, et al. Se-Methylselenocysteine Ameliorates Neuropathology and Cognitive Deficits by Attenuating Oxidative Stress and Metal Dyshomeostasis in Alzheimer Model Mice. Mol Nutr Food Res. 2018 Jun;62(12):e1800107.

Chemical & Physical Properties

Boiling Point314.1±37.0 °C at 760 mmHg
Melting Point177 °C(dec.)
Molecular FormulaC4H9NO2Se
Molecular Weight182.080
Flash Point143.7±26.5 °C
Exact Mass182.979858
PSA63.32000
LogP-0.89
Vapour Pressure0.0±1.4 mmHg at 25°C
InChIKeyXDSSPSLGNGIIHP-VKHMYHEASA-N
SMILESC[Se]CC(N)C(=O)O
Storage condition−20°C

Safety Information

Hazard CodesT: Toxic;N: Dangerous for the environment;
Risk PhrasesR23/25;R33;R50/53
Safety PhrasesS20/21-S28-S45-S60-S61
RIDADRUN 3283
WGK Germany3
HS Code2922499990

Customs

HS Code2922499990
SummaryHS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Synonyms

Selenium-methylselenocystine
L-Alanine, 3-(methylseleno)-
3-(Methylselanyl)-L-alanine
Methylselenocysteine
Se-Methylseleno-L-Cysteine
Se-Methyl-seleno-L-cysteine
L-Se-methylselenocysteine
3-(Methylseleno)-L-alanine
Se-methylselenocysteine
Se-methyl selenocystein
(R)-2-Amino-3-(methylselanyl)propanoic acid
Se-Methyl-L-selenocysteine
MFCD00800565
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