L-Cysteinylglycine

Details

• Internal ID: f47b7da6-e002-4ab3-9583-5046cc2e552f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]acetic acid
• InChI: InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1
• InChI Key: ZUKPVRWZDMRIEO-VKHMYHEASA-N
• Popularity: 1,198 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₀N₂O₃S
• Molecular Weight: 178.21 g/mol
• Exact Mass: 178.04121336 g/mol
• Topological Polar Surface Area (TPSA): 93.40 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 19246-18-5
• Cys-Gly
• L-Cysteinylglycine
• L-Cysteinyl-glycine
• N-L-cysteinylglycine
• cysteinyl-glycine
• Glycine, N-L-cysteinyl-
• QUINTESCINE
• DTXSID10864877
• 2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]acetic acid
• 384644SZ9T
• 2-[(2R)-2-amino-3-sulfanylpropanamido]acetic acid
• CHEBI:4047
• 2-((2R)-2-amino-3-sulfanylpropanamido)acetic acid
• 2-(((2R)-2-amino-3-sulfanylpropanoyl)amino)acetic acid
• 2-(((2R)-2-azaniumyl-3-sulfanylpropanoyl)amino)acetate
• 2-[[(2R)-2-azaniumyl-3-sulfanylpropanoyl]amino]acetate
• RefChem:581400
• DTXCID901333734
• 633-715-7
• Glycine, L-cysteinyl-
• (R)-2-(2-Amino-3-mercaptopropanamido)acetic acid
• H-Cys-Gly-OH
• Glutathione EP Impurity A
• MFCD00055567
• CHEMBL371579
• Glycine, N-cysteinyl
• CCRIS 2905
• UNII-384644SZ9T
• Dipeptide-4
• N-cysteinyl Glycine
• N-Cysteinyl-Glycine
• BRN 1724689
• N-L-cysteinyl-Glycine
• 4-04-00-03158 (Beilstein Handbook Reference)
• GLYCINE, N-CYSTEINYL-
• SCHEMBL213626
• orb1690010
• BDBM50169213
• MSK156785
• AKOS006272654
• EBC-616028
• BP-41265
• BS-52915
• FC108250
• SY345533
• HY-113110
• CS-0059601
• C01419
• EN300-6479304
• F547726
• Q27106297
• 1F802DB1-4F4D-4B9F-9C68-CA4998E23132
• 2-[[(2r)-2-amino-3-sulfanyl-propanoyl]amino]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5168	51.68%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5357	53.57%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9696	96.96%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9558	95.58%
P-glycoprotein inhibitior	-	0.9891	98.91%
P-glycoprotein substrate	-	0.9307	93.07%
CYP3A4 substrate	-	0.7501	75.01%
CYP2C9 substrate	-	0.6240	62.40%
CYP2D6 substrate	-	0.8141	81.41%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.9297	92.97%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	-	0.9514	95.14%
CYP2C8 inhibition	-	0.9779	97.79%
CYP inhibitory promiscuity	-	0.9863	98.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7168	71.68%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8232	82.32%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7970	79.70%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7909	79.09%
skin sensitisation	-	0.9263	92.63%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8184	81.84%
Acute Oral Toxicity (c)	III	0.6666	66.66%
Estrogen receptor binding	-	0.9129	91.29%
Androgen receptor binding	-	0.8412	84.12%
Thyroid receptor binding	-	0.7793	77.93%
Glucocorticoid receptor binding	-	0.5656	56.56%
Aromatase binding	-	0.8615	86.15%
PPAR gamma	-	0.6446	64.46%
Honey bee toxicity	-	0.9537	95.37%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9071	90.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.34%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.70%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.93%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.58%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.75%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.91%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.40%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.61%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.28%	91.19%
CHEMBL1255126	O15151	Protein Mdm4	81.20%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439498
• LOTUS: LTS0139720
• wikiData: Q27106297