(2S)-2-azaniumyl-4-(dimethylsulfaniumyl)butanoate

Details

• Internal ID: 5957e774-5ef7-40a8-9689-236811878173
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Methionine and derivatives
• IUPAC Name: (2S)-2-azaniumyl-4-dimethylsulfoniobutanoate
• SMILES (Canonical): C[S+](C)CCC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C[S+](C)CC[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H13NO2S/c1-10(2)4-3-5(7)6(8)9/h5H,3-4,7H2,1-2H3/p+1/t5-/m0/s1
• InChI Key: YDBYJHTYSHBBAU-YFKPBYRVSA-O
• Popularity: 191 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄NO₂S+
• Molecular Weight: 164.25 g/mol
• Exact Mass: 164.07452486 g/mol
• Topological Polar Surface Area (TPSA): 68.80 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• S-methylmethionine
• 34236-06-1
• S-methyl-L-methionine zwitterion
• CHEBI:58252
• L-METHIONINEMETHYLSULFONIUMIODIDE
• (2S)-2-azaniumyl-4-(dimethylsulfaniumyl)butanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6661	66.61%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.9491	94.91%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9609	96.09%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9280	92.80%
CYP3A4 substrate	-	0.6350	63.50%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9868	98.68%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.9282	92.82%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.8240	82.40%
CYP2C8 inhibition	-	0.9913	99.13%
CYP inhibitory promiscuity	-	0.9885	98.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6404	64.04%
Carcinogenicity (trinary)	Non-required	0.7271	72.71%
Eye corrosion	-	0.7372	73.72%
Eye irritation	-	0.5608	56.08%
Skin irritation	-	0.5668	56.68%
Skin corrosion	+	0.5247	52.47%
Ames mutagenesis	-	0.7428	74.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7642	76.42%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.7277	72.77%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.5879	58.79%
Estrogen receptor binding	-	0.9402	94.02%
Androgen receptor binding	-	0.8867	88.67%
Thyroid receptor binding	-	0.8762	87.62%
Glucocorticoid receptor binding	-	0.9064	90.64%
Aromatase binding	-	0.9396	93.96%
PPAR gamma	-	0.8951	89.51%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.6593	65.93%

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	99.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.12%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.06%	100.00%

Plants that contains it

• Brassica oleracea
• Camellia sinensis
• Hippophae rhamnoides
• Hordeum vulgare

Cross-Links

• PubChem: 7098638
• NPASS: NPC198215