S-trans-1-propenyl-L-cysteine

Details

• Internal ID: eeecce01-5200-4a77-8405-9325a1cc91e2
• 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-azaniumyl-3-[(E)-prop-1-enyl]sulfanylpropanoate
• SMILES (Canonical): CC=CSCC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C/C=C/SC[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2-3,5H,4,7H2,1H3,(H,8,9)/b3-2+/t5-/m0/s1
• InChI Key: HYGGRRPFVXHQQW-HRJJCQLASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₂S
• Molecular Weight: 161.22 g/mol
• Exact Mass: 161.05104977 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8378	83.78%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5459	54.59%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8937	89.37%
P-glycoprotein inhibitior	-	0.9905	99.05%
P-glycoprotein substrate	-	0.9407	94.07%
CYP3A4 substrate	-	0.6462	64.62%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.9801	98.01%
CYP2C9 inhibition	-	0.9466	94.66%
CYP2C19 inhibition	-	0.9402	94.02%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.7670	76.70%
CYP2C8 inhibition	-	0.9670	96.70%
CYP inhibitory promiscuity	-	0.9180	91.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.5588	55.88%
Eye irritation	-	0.9083	90.83%
Skin irritation	+	0.6510	65.10%
Skin corrosion	+	0.7529	75.29%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.8297	82.97%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5374	53.74%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	-	0.9741	97.41%
Androgen receptor binding	-	0.8228	82.28%
Thyroid receptor binding	-	0.8448	84.48%
Glucocorticoid receptor binding	-	0.7366	73.66%
Aromatase binding	-	0.8881	88.81%
PPAR gamma	-	0.6256	62.56%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.6010	60.10%

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	94.16%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.58%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.30%	97.21%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.26%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.70%	99.17%

Plants that contains it

• Allium sativum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Digitalis sceptrum
• Herbertus sakuraii
• Nauclea latifolia
• Orthopappus angustifolius
• Scurrula parasitica

Cross-Links

• PubChem: 91820358
• NPASS: NPC298934