S-Vinylcysteine

Details

• Internal ID: 9ad064aa-6b65-4135-8b7f-7a115f856618
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives > L-cysteine-S-conjugates
• IUPAC Name: (2R)-2-amino-3-ethenylsulfanylpropanoic acid
• SMILES (Canonical): C=CSCC(C(=O)O)N
• SMILES (Isomeric): C=CSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H9NO2S/c1-2-9-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)/t4-/m0/s1
• InChI Key: ZENDESMGBVKRRL-BYPYZUCNSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₉NO₂S
• Molecular Weight: 147.20 g/mol
• Exact Mass: 147.03539970 g/mol
• Topological Polar Surface Area (TPSA): 88.60 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Cysteine, S-ethenyl-
• 5692-87-5
• S-ethenyl cysteine
• DTXSID10205468
• CHEBI:180508
• AKOS006361518
• (2R)-2-amino-3-ethenylsulanylpropanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.8472	84.72%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5798	57.98%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9586	95.86%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9220	92.20%
P-glycoprotein inhibitior	-	0.9889	98.89%
P-glycoprotein substrate	-	0.9887	98.87%
CYP3A4 substrate	-	0.7463	74.63%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.9450	94.50%
CYP2C19 inhibition	-	0.9505	95.05%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.9437	94.37%
CYP2C8 inhibition	-	0.9682	96.82%
CYP inhibitory promiscuity	-	0.9870	98.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6682	66.82%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.5386	53.86%
Skin irritation	-	0.6470	64.70%
Skin corrosion	-	0.6964	69.64%
Ames mutagenesis	+	0.5022	50.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.8162	81.62%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.7387	73.87%
Estrogen receptor binding	-	0.9630	96.30%
Androgen receptor binding	-	0.8752	87.52%
Thyroid receptor binding	-	0.8848	88.48%
Glucocorticoid receptor binding	-	0.8527	85.27%
Aromatase binding	-	0.8457	84.57%
PPAR gamma	-	0.8369	83.69%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.5645	56.45%

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	96.63%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.05%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.94%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	80.40%	95.93%

Plants that contains it

• Olax phyllanthi

Cross-Links

• PubChem: 6453418
• LOTUS: LTS0209823
• wikiData: Q83079053