S-1-propenyl-L-cysteine sulfoxide

Details

• Internal ID: db13afe8-9520-4149-a49d-279907e04427
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (2R)-2-azaniumyl-3-[(E)-prop-1-enyl]sulfinylpropanoate
• InChI: InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2-3,5H,4,7H2,1H3,(H,8,9)/b3-2+/t5-,11?/m0/s1
• InChI Key: OKYHUOHBRKWCQJ-FTJYXMLISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₃S
• Molecular Weight: 177.22 g/mol
• Exact Mass: 177.04596439 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• PRENSCO
• (+)-trans-isoalliin
• 1-PRENCSO
• (+)-trans-isoalliin zwitterion
• CHEBI:183319
• S-1-propenyl-L-cysteine sulfoxide zwitterion

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9295	92.95%
Caco-2	-	0.7367	73.67%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4690	46.90%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8825	88.25%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9232	92.32%
CYP3A4 substrate	-	0.6281	62.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.8971	89.71%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	-	0.9538	95.38%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5288	52.88%
Carcinogenicity (trinary)	Non-required	0.6387	63.87%
Eye corrosion	-	0.8460	84.60%
Eye irritation	-	0.9496	94.96%
Skin irritation	-	0.6680	66.80%
Skin corrosion	-	0.7661	76.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8564	85.64%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5963	59.63%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	-	0.9726	97.26%
Androgen receptor binding	-	0.8929	89.29%
Thyroid receptor binding	-	0.8858	88.58%
Glucocorticoid receptor binding	-	0.7021	70.21%
Aromatase binding	-	0.8770	87.70%
PPAR gamma	-	0.7651	76.51%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4340	43.40%

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	98.46%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.32%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.88%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.63%	92.29%
CHEMBL2581	P07339	Cathepsin D	80.37%	98.95%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 90657185
• NPASS: NPC109494