Structure via PubChem · Public domain (PubChem)
methylselenocysteine
Sign in to saveAlso known as Se-methylselenocysteine, Selenium-methylselenocystine, Selenohomocysteine, Selenium methyl cysteine, Se-methyl-seleno-L-cysteine, Se-Methyl-selenocysteine, Selenomethylselenocysteine
Methylselenocysteine (Me-Sec), also known as '''Se-methylselenocysteine' (SeMSC), is an analog of S''-methylcysteine in which the sulfur atom is replaced with a selenium atom.
In the Vinony graph
Within Vinony's link graph, methylselenocysteine is referenced by 9 other articles, and connects out to Astragalus, Onion and Allium sativum.
It is catalogued under topics including Amino acid derivatives, ECHA InfoCard ID from Wikidata and Selenium(−II) compounds.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C4H9NO2Se
- Molecular weight
- 182.09 g/mol
- IUPAC name
- (2R)-2-amino-3-methylselanylpropanoic acid
- SMILES
- C[Se]C[C@@H](C(=O)O)N
- InChIKey
- XDSSPSLGNGIIHP-VKHMYHEASA-N
- Polar surface area
- 63.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 1
- Molecule type
- Small molecule
- Indications
- lymphoma, prostate carcinoma, colorectal adenoma
via ChEMBL · EBI
Research
458 papers- L-Se-methylselenocysteine sensitizes lung carcinoma to chemotherapy.Cell proliferation · 2021
- Methylselenocysteine Potentiates Etoposide-Induced Cytotoxicity by Enhancing Gap Junction Activity.Biological & pharmaceutical bulletin · 2022
- Combining Sorafenib, Se-methylselenocysteine, and α-Ketoacid for synergistic cytotoxicity in Hepatocellular carcinoma cell lines.Biochemical pharmacology · 2025
- Se-methylselenocysteine: a new compound for chemoprevention of breast cancer.Nutrition and cancer · 2001
- Methylselenocysteine: a promising antiangiogenic agent for overcoming drug delivery barriers in solid malignancies for therapeutic synergy with anticancer drugs.Expert opinion on drug delivery · 2011
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 182.97985
Show 6 more facts
- found in taxon
- Astragalus bisulcatus
- isomeric SMILES
- C[Se]C[C@@H](C(=O)O)N
- canonical SMILES
- C[Se]CC(C(=O)O)N
- chemical formula
- C₄H₉NO₂Se
- subject has role
- primary metabolite
- Commons category
- Methylselenocysteine
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Occurrence
- Biosynthesis
- Function
- Dietary aspects
- Health claims
- References
Methylselenocysteine (Me-Sec), also known as '''Se-methylselenocysteine' (SeMSC), is an analog of S-methylcysteine in which the sulfur atom is replaced with a selenium atom.
== Occurrence == Methylselenocysteine is found in many vegetables: "as much as 80% of the total selenium" found in Allium species (onion, leek, garlic, ramps) Brassica species (broccoli, radish, Brussels sprouts, cabbage), and milk vetch (Astragalus species, Fabaceae) is present as Se-methylselenocysteine. It is also present in selenized yeast (Saccharomyces cerevisiae grown in a high-selenium culture).
Excerpted from Wikipedia’s “methylselenocysteine” article, available under the CC BY-SA 4.0 licence.