Vitamin U

Details

• Internal ID: 3c5c099c-7e64-41a9-8f4b-e29f1942ee76
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Methionine and derivatives
• IUPAC Name: [(3S)-3-amino-3-carboxypropyl]-dimethylsulfanium chloride
• InChI: InChI=1S/C6H13NO2S.ClH/c1-10(2)4-3-5(7)6(8)9;/h5H,3-4,7H2,1-2H3;1H/t5-;/m0./s1
• InChI Key: MYGVPKMVGSXPCQ-JEDNCBNOSA-N
• Popularity: 189 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄ClNO₂S
• Molecular Weight: 199.70 g/mol
• Exact Mass: 199.0433776 g/mol
• Topological Polar Surface Area (TPSA): 64.30 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Methylmethionine sulfonium chloride
• Merastom
• Ardesyl
• Cabagin
• Vitamin U
• Yucron
• Cabagin U
• U-Vit
• Vitas U
• Epadyn U
• METHYLMETHIONINE CHLORIDE
• Methylmethioninesulfonium chloride
• S-Methymethionine chloride
• FEMA No. 3445
• G9CUR2204U
• Chloride, Methionine Methylsulfonium
• S Methylmethionine
• ((3S)-3-amino-3-carboxy-propyl)-dimethyl-sulfonium;chloride
• RefChem:818653
• Chloride, Methylmethioninesulfonium
• Methionine Methylsulfonium Chloride
• Methylsulfonium Chloride, Methionine
• 214-231-1
• (2S)-2-amino-4-dimethylsulfoniobutanoate
• Sulfonium, ((3S)-3-Amino-3-Carboxypropyl)Dimethyl-, Inner Salt
• L-Methionine-S-methylSulfoniumChloride
• methiosulfonium chloride
• (S)-(3-Amino-3-carboxypropyl)dimethylsulfonium chloride
• Cabagin U (TN)
• L-Methionine-S-methyl Sulfonium Chloride
• Vitamin U (chloride)
• Methylmethionine sulfonium chloride [JAN]
• Methylmethionine sulfonium salt
• CHEBI:6884
• L-Methylmethionine sulfonium chloride
• Methylmethionine sulfonium chloride (JAN)
• S-Methylmethioninium chloride
• Epadyn-U
• [(3S)-3-amino-3-carboxypropyl]-dimethylsulfanium;chloride
• UNII-G9CUR2204U
• Methyl-methionine sulphonium chloride
• EINECS 214-231-1
• SCHEMBL232285
• CHEMBL1797128
• DTXSID80274005
• Sulfonium, (3-amino-3-carboxypropyl)dimethyl-, chloride, L-
• HY-N2551
• Sulfonium, (3-amino-3-carboxypropyl)dimethyl-, chloride, (S)-
• AKOS024319296
• DB13250
• FM25160
• METHIOSULFONIUM CHLORIDE [MART.]
• S-ethylmethionine sulfonium chloride; U-i
• CS-0022823
• C04078
• D00177
• S-METHYLMETHIONINE L-FORM CHLORIDE [MI]
• Vitamin UL-Methionine-S-methyl Sulfonium Chloride
• Q27107348
• (S)-(3-Amino-3-carboxypropyl)dimethylsulfoniumchloride
• SULFONIUM, ((3S)-3-AMINO-3-CARBOXYPROPYL)DIMETHYL-, CHLORIDE (1:1)
• [(3S)-3-Amino-3-carboxypropyl](dimethyl)sulfonium chloride;SMMS;L-(3-Amino-3-carboxypropyl)(dimethyl)sulfonium chloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9303	93.03%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.7398	73.98%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.9702	97.02%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9609	96.09%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9549	95.49%
CYP3A4 substrate	-	0.7237	72.37%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9347	93.47%
CYP2C9 inhibition	-	0.8891	88.91%
CYP2C19 inhibition	-	0.8677	86.77%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.7794	77.94%
CYP2C8 inhibition	-	0.9895	98.95%
CYP inhibitory promiscuity	-	0.9903	99.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6604	66.04%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9383	93.83%
Eye irritation	-	0.5608	56.08%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.6559	65.59%
Ames mutagenesis	-	0.8028	80.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7642	76.42%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5589	55.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7365	73.65%
Acute Oral Toxicity (c)	III	0.5427	54.27%
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	-	0.9816	98.16%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.6177	61.77%

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	99.86%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.33%	92.29%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.76%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.32%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	81.14%	93.31%

Plants that contains it

• Brassica oleracea
• Camellia sinensis
• Hippophae rhamnoides

Cross-Links

• PubChem: 16217806
• NPASS: NPC143741