DL-Methionine-DL-sulfoximine

HCID 16118
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Basic information

CAS
1982-67-8
Standard SMILES
CS(=N)(=O)CCC(N)C(=O)O
InChIKey
SXTAYKAGBXMACB-UHFFFAOYSA-N
Molecular formula
C5H12N2O3S
Average molar mass
180.23 g/mol
Monoisotopic mass
180.05686342

Names & identifiers

Preferred name
DL-Methionine-DL-sulfoximine
IUPAC
2-amino-4-(methylsulfonimidoyl)butanoic acid
English name
DL-Methionine DL-sulfoximine
Molecular formula
C5H12N2O3S
Molecular weight
180.23

Names & synonyms

1982-67-8DL-Methionine-DL-sulfoximineMFCD000630942-amino-4-[imino(methyl)oxo-lambda6-sulfanyl]butanoic acidMethionine-DL-sulfoximine, DL-(2S)-2-AMINO-4-(METHYLSULFONIMIDOYL)BUTANOIC ACIDDL-Methionine DL-sulfoximineDL-METHIONINE SULFOXIMINEL-Methionine-RS-sulfoximineDL-(3-Amino-3-carboxypropyl) methyl sulfoximineSCHEMBL187873L -S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine
Show more names
CNESTINEdl-sulfoximinAURORA KA-705METHIONINESULPHOXIMEmethioninesulfoximineDL-LOBAMINE-DL-SULFOXIMINEdl-methionine-dl-sulfoximinL-METHIONINE-RS-SULPHOXIMINE
orb1739464CHEMBL1615096Sulfoximine, S-(3-amino-3-carboxypropyl)-S-methyl-, DL-NSC49169CCG-42326NSC-49169SBB049569STK501262

Database identifiers

CAS
1982-67-8
PubChem CID
16118
DTXSID
DTXSID201031266
ChEMBL
CHEMBL1615096
ChEBI
CHEBI:47833
Nikkaji
J199.798J

Properties

Computed structural properties

XLogP
-1.8
Topological polar surface area
113 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
11

Experimental & physicochemical properties

Collision Cross Section · 1 item

136.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；138.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；136.2 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

Physicochemical properties

Melting point
214 · 214-218 °C (decomp)
Boiling point
352.2 · 352.2±52.0 °C(Predicted)
Density
1.215 · 1.215 (estimate)
refractive index
1.643 · 1.6430 (estimate)
storage temp.
2 · 2-8°C
form
Solid

Safety & regulation

Safety data

wgk
3
rtecs
WS3560000
hs_code
29252900
Toxicity
mouse,LD50,intraperitoneal,218mg/kg (218mg/kg),Proceedings of the Society for Experimental Biology and Medicine. Vol. 94, Pg. 12, 1957.
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm；Extracellular
Applications · 1 item

UsesMethionine sulfoximine (2-Amino-4-(S-methylsulfonimidoyl)butanoic acid) is an irreversible inhibitor of glutamine synthetase with convulsive effects. Methionine sulfoximine is able to affect the metabolism of glutamate and glutamine, which may provide important insights in neurobiological research. Methionine sulfoximine has also been used to study mechanisms related to epilepsy and its inhibitory potential[1].

Suppliers16 total

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]

Additional notes

DefinitionChEBI: A non-proteinogenic alpha-amino acid that is the sulfoximine derivative of methionine .

Related reactions

1 records
New reaction record

Compound notes

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