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Methyl L-pyroglutamate

CAT: 0804-HY-32291-01Size: 10 gDry Ice: NoHazardous: No
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CAT#:0804-HY-32291-01Size:10 g
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Description
Methyl L-pyroglutamate ((S) -Methyl 5-oxopyrrolidine-2-carboxylate; L-Pyroglutamic acid methyl ester) is isolated from P. oleracea and has anti-inflammatory activity[1].
CAS Number
4931-66-2
Product Name Alternative
(S) -Methyl 5-oxopyrrolidine-2-carboxylate; L-Pyroglutamic acid methyl ester
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Fungal
Type
Reference compound
Related Pathways
Anti-infection
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/methyl-l-pyroglutamate.html
Purity
99.62
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(OC)[C@H](CC1)NC1=O
Molecular Formula
C6H9NO3
Molecular Weight
143.14
Precautions
H302, H315, H319, H335
References & Citations
[1]Kim KH, et al. 1-Carbomethoxy-β-Carboline, Derived from Portulaca oleracea L., Ameliorates LPS-Mediated Inflammatory Response Associated with MAPK Signaling and Nuclear Translocation of NF-κB.Molecules. 2019 Nov 7;24 (22) . pii: E4042.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Methyl 5-oxo-L-prolinate

Methyl L-pyroglutamate has been reported in Talaromyces pinophilus and Pseudostellaria heterophylla with data available.

CAS Number4931-66-2
PubChem CID78646
IUPAC Namemethyl (2S)-5-oxopyrrolidine-2-carboxylate
Molecular FormulaC6H9NO3
Molecular Weight143.14
XLogP-0.4
Topological Polar Surface Area55.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count10
Formal Charge0
Complexity166
SMILES
COC(=O)[C@@H]1CCC(=O)N1
InChI
InChI=1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey
HQGPKMSGXAUKHT-BYPYZUCNSA-N
Chemical Structure
2D Structure
2D structure of Methyl 5-oxo-L-prolinate
CAS: 4931-66-2
CID: 78646
Formula: C6H9NO3
MW: 143.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight143.14
XLogP3-0.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass143.058243149
Monoisotopic Mass143.058243149
Topological Polar Surface Area55.4 Ų
Heavy Atom Count10
Formal Charge0
Complexity166
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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