L-Cysteinylglycine

HCID 439498

Basic information

CAS
19246-18-5
Standard SMILES
N[C@@H](CS)C(=O)NCC(=O)O
InChIKey
ZUKPVRWZDMRIEO-VKHMYHEASA-N
Molecular formula
C5H10N2O3S
Average molar mass
178.21 g/mol
Monoisotopic mass
178.04121336

Names & identifiers

Preferred name
L-Cysteinylglycine
IUPAC
2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]acetic acid
English name
Cys-Gly
Molecular formula
C5H10N2O3S
Molecular weight
178.21

Names & synonyms

Cysteinylglycine19246-18-5L-CysteinylglycineCys-GlyL-Cysteinyl-glycineN-L-cysteinylglycinecysteinyl-glycineGlycine, N-L-cysteinyl-QUINTESCINEDTXSID108648772-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]acetic acid384644SZ9T
Show more names
Gly-CysL-CYSTEINYL GLYCINECys-Gly-OHH-CYS-GLY-OHL-Cys-Gly-OHCYS-GLY USP/EP/BPN-Cysteinylglycineglycine,n-cysteinyl
2-[(2R)-2-amino-3-sulfanylpropanamido]acetic acidCHEBI:40472-((2R)-2-amino-3-sulfanylpropanamido)acetic acid2-(((2R)-2-amino-3-sulfanylpropanoyl)amino)acetic acid2-(((2R)-2-azaniumyl-3-sulfanylpropanoyl)amino)acetate2-[[(2R)-2-azaniumyl-3-sulfanylpropanoyl]amino]acetateRefChem:581400DTXCID901333734

Database identifiers

CAS
19246-18-5
PubChem CID
439498
DTXSID
DTXSID10864877
ChEMBL
CHEMBL371579
ChEBI
CHEBI:4047
UNII
384644SZ9T
EC Number
633-715-7
Nikkaji
J36.789C

Properties

Computed structural properties

XLogP
-3.7
Topological polar surface area
93.4 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
11

Experimental & physicochemical properties

Physical DescriptionSolid
Collision Cross Section131.77 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

Melting point
158 · 158 - 160oC
Boiling point
459 · 459.0±45.0 °C(Predicted)
Density
1.373 · 1.373±0.06 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka
3.02 · 3.02±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%);Eye Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
MB9285800
risk_code
22-36
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta
Cellular LocationsCytoplasm;Extracellular
Metabolite Pathways5-oxoprolinase deficiency;5-Oxoprolinuria;Gamma-glutamyl-transpeptidase deficiency;Gamma-Glutamyltransferase Deficiency;Glutathione metabolism;Glutathione Synthetase Deficiency

Applications

UsesCys-Gly has been used for derivatization by p-hydroxymercury benzoate (PHMB) for calibration of reversed phase chromatography coupled on-line and sequentially with a UVvisible diode array detector (RPLC-DAD).

General DescriptionCys-Gly, a dipeptide is a catabolic byproduct of glutathione.

Suppliers100 total

苏州道澜生物医药科技有限公司15952404857 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]

Additional notes

DefinitionChEBI: A dipeptide consisting of glycine having an L-cysteinyl attached to its alpha-amino group. It is an intermediate metabolite in glutathione metabolism.

Related reactions

2 records

Compound notes

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