S-Methylthiocysteine

Details

• Internal ID: f11e3a78-9298-4732-94d4-9922e86fc382
• 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-(methyldisulfanyl)propanoic acid
• SMILES (Canonical): CSSCC(C(=O)O)N
• SMILES (Isomeric): CSSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H9NO2S2/c1-8-9-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
• InChI Key: PYFNLWPQPNXHCS-VKHMYHEASA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₉NO₂S₂
• Molecular Weight: 167.30 g/mol
• Exact Mass: 167.00747088 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 33784-54-2
• S-Methylthio-L-cysteine
• (2R)-2-amino-3-(methyldisulfanyl)propanoic acid
• S-METHYL-THIO-CYSTEINE
• L-Alanine, 3-(methyldithio)-
• S-Methyl Thiocysteine Group
• S-(Methylthio)cysteine
• s-methylmercapto-l-cysteine
• SCHEMBL6575667
• DTXSID20187448
• DB02361
• EN300-7440084
• Q27465304

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.9414	94.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6554	65.54%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9548	95.48%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9273	92.73%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9675	96.75%
CYP3A4 substrate	-	0.7339	73.39%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8172	81.72%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.9369	93.69%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.9819	98.19%
CYP inhibitory promiscuity	-	0.9908	99.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9429	94.29%
Eye irritation	-	0.8585	85.85%
Skin irritation	-	0.7084	70.84%
Skin corrosion	-	0.7290	72.90%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.8008	80.08%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6424	64.24%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	-	0.8675	86.75%
Androgen receptor binding	-	0.8703	87.03%
Thyroid receptor binding	-	0.8401	84.01%
Glucocorticoid receptor binding	-	0.8819	88.19%
Aromatase binding	-	0.9312	93.12%
PPAR gamma	-	0.8621	86.21%
Honey bee toxicity	-	0.9707	97.07%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.7604	76.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.77%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.29%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	86.93%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.61%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%

Plants that contains it

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

Cross-Links

• PubChem: 3080775
• NPASS: NPC196333
• LOTUS: LTS0041146
• wikiData: Q27465304