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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:02:42 UTC

Update Date

2023-02-21 17:18:36 UTC

HMDB ID

HMDB0028838

Secondary Accession Numbers

HMDB28838

Metabolite Identification

Common Name

Glycyl-Cysteine

Description

Glycyl-Cysteine is a dipeptide composed of glycine and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
g-C Dipeptide	HMDB
GC Dipeptide	HMDB
Gly-cys	HMDB
Glycine cysteine dipeptide	HMDB
Glycine-cysteine dipeptide	HMDB
Glycylcysteine	HMDB
L-Glycyl-L-cysteine	HMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-3-sulfanylpropanoate	HMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-3-sulphanylpropanoate	HMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-3-sulphanylpropanoic acid	HMDB

Chemical Formula

C₅H₁₀N₂O₃S

Average Molecular Weight

178.21

Monoisotopic Molecular Weight

178.041212886

IUPAC Name

2-(2-aminoacetamido)-3-sulfanylpropanoic acid

Traditional Name

2-(2-aminoacetamido)-3-sulfanylpropanoic acid

CAS Registry Number

Not Available

SMILES

NCC(=O)NC(CS)C(O)=O

InChI Identifier

InChI=1S/C5H10N2O3S/c6-1-4(8)7-3(2-11)5(9)10/h3,11H,1-2,6H2,(H,7,8)(H,9,10)

InChI Key

MFBYPDKTAJXHNI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Alkylthiol
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0028838)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.9	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.82 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3.9	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	8.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	41.03 m³·mol⁻¹	ChemAxon
Polarizability	16.79 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.486	31661259
DarkChem	[M-H]-	136.089	31661259
DeepCCS	[M+H]+	139.65	30932474
DeepCCS	[M-H]-	135.848	30932474
DeepCCS	[M-2H]-	172.693	30932474
DeepCCS	[M+Na]+	148.37	30932474
AllCCS	[M+H]+	138.9	32859911
AllCCS	[M+H-H2O]+	135.2	32859911
AllCCS	[M+NH4]+	142.4	32859911
AllCCS	[M+Na]+	143.4	32859911
AllCCS	[M-H]-	133.9	32859911
AllCCS	[M+Na-2H]-	135.9	32859911
AllCCS	[M+HCOO]-	138.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycyl-Cysteine	NCC(=O)NC(CS)C(O)=O	2562.2	Standard polar	33892256
Glycyl-Cysteine	NCC(=O)NC(CS)C(O)=O	1718.1	Standard non polar	33892256
Glycyl-Cysteine	NCC(=O)NC(CS)C(O)=O	1969.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycyl-Cysteine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS)NC(=O)CN	1810.4	Semi standard non polar	33892256
Glycyl-Cysteine,1TMS,isomer #2	C[Si](C)(C)SCC(NC(=O)CN)C(=O)O	1876.3	Semi standard non polar	33892256
Glycyl-Cysteine,1TMS,isomer #3	C[Si](C)(C)NCC(=O)NC(CS)C(=O)O	1840.3	Semi standard non polar	33892256
Glycyl-Cysteine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)CN)C(CS)C(=O)O	1785.1	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)NC(=O)CN	1943.4	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)NC(=O)CN	1807.1	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #2	C[Si](C)(C)NCC(=O)NC(CS)C(=O)O[Si](C)(C)C	1903.6	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #2	C[Si](C)(C)NCC(=O)NC(CS)C(=O)O[Si](C)(C)C	1758.3	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)N(C(=O)CN)[Si](C)(C)C	1777.6	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)N(C(=O)CN)[Si](C)(C)C	1780.1	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #4	C[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C)C(=O)O	1980.7	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #4	C[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C)C(=O)O	1942.5	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #5	C[Si](C)(C)SCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C	1913.6	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #5	C[Si](C)(C)SCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C	1951.7	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #6	C[Si](C)(C)N(CC(=O)NC(CS)C(=O)O)[Si](C)(C)C	2038.0	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #6	C[Si](C)(C)N(CC(=O)NC(CS)C(=O)O)[Si](C)(C)C	1859.3	Standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #7	C[Si](C)(C)NCC(=O)N(C(CS)C(=O)O)[Si](C)(C)C	1904.9	Semi standard non polar	33892256
Glycyl-Cysteine,2TMS,isomer #7	C[Si](C)(C)NCC(=O)N(C(CS)C(=O)O)[Si](C)(C)C	1836.5	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #1	C[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2014.9	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #1	C[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	1939.7	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	1928.1	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	1958.3	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	2073.8	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	1948.4	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #4	C[Si](C)(C)NCC(=O)N(C(CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1901.0	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #4	C[Si](C)(C)NCC(=O)N(C(CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1902.4	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #5	C[Si](C)(C)SCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2176.5	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #5	C[Si](C)(C)SCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2138.4	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #6	C[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2021.9	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #6	C[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2067.2	Standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CS)C(=O)O	2056.4	Semi standard non polar	33892256
Glycyl-Cysteine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CS)C(=O)O	2016.0	Standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	2167.0	Semi standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	2113.2	Standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #2	C[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2007.0	Semi standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #2	C[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2042.3	Standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2062.4	Semi standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)C(CS)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2075.8	Standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #4	C[Si](C)(C)SCC(C(=O)O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2174.2	Semi standard non polar	33892256
Glycyl-Cysteine,4TMS,isomer #4	C[Si](C)(C)SCC(C(=O)O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2206.7	Standard non polar	33892256
Glycyl-Cysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2199.1	Semi standard non polar	33892256
Glycyl-Cysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CS[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2190.1	Standard non polar	33892256
Glycyl-Cysteine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS)NC(=O)CN	2071.3	Semi standard non polar	33892256
Glycyl-Cysteine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)SCC(NC(=O)CN)C(=O)O	2121.7	Semi standard non polar	33892256
Glycyl-Cysteine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS)C(=O)O	2100.1	Semi standard non polar	33892256
Glycyl-Cysteine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CN)C(CS)C(=O)O	2053.2	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)NC(=O)CN	2433.7	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)NC(=O)CN	2272.4	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS)C(=O)O[Si](C)(C)C(C)(C)C	2378.5	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS)C(=O)O[Si](C)(C)C(C)(C)C	2207.0	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2282.7	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2220.1	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O	2473.9	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O	2379.1	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2434.9	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2361.8	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CC(=O)NC(CS)C(=O)O)[Si](C)(C)C(C)(C)C	2492.4	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CC(=O)NC(CS)C(=O)O)[Si](C)(C)C(C)(C)C	2259.8	Standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS)C(=O)O)[Si](C)(C)C(C)(C)C	2397.3	Semi standard non polar	33892256
Glycyl-Cysteine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS)C(=O)O)[Si](C)(C)C(C)(C)C	2272.3	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2684.2	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2591.3	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2626.3	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2576.5	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2739.8	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2531.7	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2590.6	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2531.1	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SCC(NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2837.4	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)SCC(NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2701.2	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2732.2	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2644.9	Standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CS)C(=O)O	2716.2	Semi standard non polar	33892256
Glycyl-Cysteine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CS)C(=O)O	2582.5	Standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3051.3	Semi standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2873.3	Standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2927.8	Semi standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2817.3	Standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2916.1	Semi standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CS)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2823.5	Standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)SCC(C(=O)O)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3051.7	Semi standard non polar	33892256
Glycyl-Cysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)SCC(C(=O)O)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2899.3	Standard non polar	33892256
Glycyl-Cysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3249.8	Semi standard non polar	33892256
Glycyl-Cysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CS[Si](C)(C)C(C)(C)C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3075.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-Cysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9300000000-c9c5b4a7b971b7506850	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-Cysteine GC-MS (1 TMS) - 70eV, Positive	splash10-05gi-9110000000-51b00ee4529161cfdd1a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycyl-Cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 10V, Positive-QTOF	splash10-01u0-4900000000-571c4759bb6977bbf258	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 20V, Positive-QTOF	splash10-053r-9400000000-c4237f7c3a0caaf2f043	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 40V, Positive-QTOF	splash10-053r-9000000000-6eff1d4eba4c2850abd1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 10V, Negative-QTOF	splash10-004i-1900000000-0bcd0243ab34aeb07a3a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 20V, Negative-QTOF	splash10-05cv-6900000000-997a3e75d1cfd3a48645	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 40V, Negative-QTOF	splash10-008c-9200000000-1dd53e166690f264d890	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 10V, Positive-QTOF	splash10-05fr-0900000000-134cd417662a188be713	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 20V, Positive-QTOF	splash10-0ab9-3900000000-a8d2e7054fc50258df31	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 40V, Positive-QTOF	splash10-00b9-9000000000-3cef2dca4dd87682cee6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 10V, Negative-QTOF	splash10-000i-8900000000-5331a9083e67f1c90748	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 20V, Negative-QTOF	splash10-0089-9100000000-b77ef0d84b96e446ae9d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycyl-Cysteine 40V, Negative-QTOF	splash10-0536-9000000000-e2d5b7bb0a404a2a9220	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111877

KNApSAcK ID

Not Available

Chemspider ID

11360432

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22342009

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Daly TA, Almeida PF, Regen SL: Sorting of lipidated peptides in fluid bilayers: a molecular-level investigation. J Am Chem Soc. 2012 Oct 17;134(41):17245-52. doi: 10.1021/ja3074825. Epub 2012 Oct 4. [PubMed:22998217 ]
Ferro VA, O'Grady JE, Notman J, Stimson WH: Development of a hormone neutralizing vaccine, using GnRH-glycys-PPD, for use in the treatment of oestrogen-dependent disorders. Ther Immunol. 1995 Jun;2(3):147-57. [PubMed:8885133 ]
Ferro VA, Stimson WH: Effects of adjuvant, dose and carrier pre-sensitisation on the immunisation efficacy of a GnRH analogue. Drug Des Discov. 1996 Dec;14(3):179-95. [PubMed:9017362 ]
Ferro VA, Stimson WH: Investigation into suitable carrier molecules for use in an anti-gonadotrophin releasing hormone vaccine. Vaccine. 1998 Jul;16(11-12):1095-102. [PubMed:9682364 ]
Ke Y, Zhao J, Siu KW, Hopkinson AC: Dissociation of copper(II) ternary complexes containing cystine. Phys Chem Chem Phys. 2010 Aug 21;12(31):9017-28. doi: 10.1039/c001908a. Epub 2010 Jun 10. [PubMed:20539872 ]
Greenfield NJ, Stafford WF, Hitchcock-DeGregori SE: The effect of N-terminal acetylation on the structure of an N-terminal tropomyosin peptide and alpha alpha-tropomyosin. Protein Sci. 1994 Mar;3(3):402-10. [PubMed:8019411 ]
Ferro VA, Stimson WH: Immunoneutralisation of gonadotrophin releasing hormone: a potential treatment for oestrogen-dependent breast cancer. Eur J Cancer. 1997 Aug;33(9):1468-78. [PubMed:9337691 ]
Ferro VA, O'Grady JE, Notman J, Stimson WH: An investigation into the immunogenicity of a GnRH analogue in male rats: a comparison of the toxicity of various adjuvants used in conjunction with GnRH-glycys. Vaccine. 1996 Apr;14(5):451-7. [PubMed:8735559 ]
Green DE: The reduction potentials of cysteine, glutathione and glycylcysteine. Biochem J. 1933;27(3):678-89. [PubMed:16745144 ]
Dringen R, Kranich O, Loschmann PA, Hamprecht B: Use of dipeptides for the synthesis of glutathione by astroglia-rich primary cultures. J Neurochem. 1997 Aug;69(2):868-74. [PubMed:9231749 ]

Showing metabocard for Glycyl-Cysteine (HMDB0028838)

MOL for HMDB0028838 (Glycyl-Cysteine)

3D MOL for HMDB0028838 (Glycyl-Cysteine)

3D SDF for HMDB0028838 (Glycyl-Cysteine)

3D-SDF for HMDB0028838 (Glycyl-Cysteine)

PDB for HMDB0028838 (Glycyl-Cysteine)

3D PDB for HMDB0028838 (Glycyl-Cysteine)

SMILES for HMDB0028838 (Glycyl-Cysteine)

INCHI for HMDB0028838 (Glycyl-Cysteine)

Structure for HMDB0028838 (Glycyl-Cysteine)

3D Structure for HMDB0028838 (Glycyl-Cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra