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(2R)-2-azaniumyl-4-(methylsulfonimidoyl)butanoate

HCID 25201243
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1982-67-8
Standard SMILES
CS(=N)(=O)CCC([NH3+])C(=O)[O-]
InChIKey
SXTAYKAGBXMACB-UHFFFAOYSA-N
Molecular formula
C5H12N2O3S
Average molar mass
180.23 g/mol
Monoisotopic mass
180.05686342

Overview

methionine sulfoximine has been reported in Rourea minor, Cnestis polyphylla, and other organisms with data available.

Names & identifiers

Preferred name
(2R)-2-azaniumyl-4-(methylsulfonimidoyl)butanoate
IUPAC
2-azaniumyl-4-(methylsulfonimidoyl)butanoate
English name
DL-Methionine DL-sulfoximine
Molecular formula
C5H12N2O3S
Molecular weight
180.23

Names & synonyms

(2R)-2-azaniumyl-4-(methylsulfonimidoyl)butanoateCNESTINEdl-sulfoximinAURORA KA-705METHIONINESULPHOXIMEmethioninesulfoximineDL-METHIONINE SULFOXIMINEDL-LOBAMINE-DL-SULFOXIMINEdl-methionine-dl-sulfoximinL-METHIONINE-RS-SULPHOXIMINEDL-Methionine DL-sulfoximine

Database identifiers

CAS
1982-67-8
PubChem CID
25201243

Properties

Computed structural properties

XLogP
-1.2
Topological polar surface area
117 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
11
Formal charge
0
Complexity
239

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
color
White to off-white
FDA UNII
9 P6YZ6JX9 · M9P6YZ6JX9
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319-H315-H335
Precautionary statements
264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36
WGK Germany
3 · 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

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
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36
Hazard statements
H319-H315-H335
Precautionary statements
P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm
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4000665055 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
RTECS
3560000 · WS3560000
HS Code
29252900 · 29252900
Toxicity
50 · mouse,LD50,intraperitoneal,218mg/kg (218mg/kg),Proceedings of the Society for Experimental Biology and Medicine. Vol. 94, Pg. 12, 1957.
江苏洪珉药业有限公司18221292452 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
Nextpeptide Inc+86-0571-81612335 +8613336028439 · [email protected]
重庆卡兰医药有限公司[email protected]
广州优南科技有限公司020-82000279 18988941452 · [email protected]
南京世洲生物科技有限公司025-85563444 15850508050 · [email protected]

Additional notes

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