(S)-3-(Allylsulphinyl)-L-alanine

Details

• Internal ID: 8d1a9ba1-d600-4257-bac2-86d9d48d0eff
• 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-[(S)-prop-2-enylsulfinyl]propanoate
• SMILES (Canonical): C=CCS(=O)CC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C=CC[S@](=O)C[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11-/m0/s1
• InChI Key: XUHLIQGRKRUKPH-DYEAUMGKSA-N
• Popularity: 3 references 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: -2.90
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (S)-allyl-L-cystein-S-oxide
• (S)-3-(Allylsulphinyl)-L-alanine
• alliin zwitterion
• CHEBI:132987
• (2R)-2-azaniumyl-3-[(S)-prop-2-ene-1-sulfinyl]propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7951	79.51%
Caco-2	-	0.9045	90.45%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5420	54.20%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.9804	98.04%
P-glycoprotein substrate	-	0.9447	94.47%
CYP3A4 substrate	-	0.6412	64.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.7544	75.44%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.7562	75.62%
CYP2C8 inhibition	-	0.9318	93.18%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5073	50.73%
Carcinogenicity (trinary)	Non-required	0.6560	65.60%
Eye corrosion	-	0.8638	86.38%
Eye irritation	-	0.8560	85.60%
Skin irritation	-	0.6602	66.02%
Skin corrosion	-	0.8213	82.13%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8284	82.84%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6400	64.00%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4563	45.63%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	-	0.9324	93.24%
Androgen receptor binding	-	0.8765	87.65%
Thyroid receptor binding	-	0.8447	84.47%
Glucocorticoid receptor binding	-	0.6235	62.35%
Aromatase binding	-	0.8769	87.69%
PPAR gamma	-	0.6960	69.60%
Honey bee toxicity	-	0.6787	67.87%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.3701	37.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.45%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.24%	92.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.04%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.01%	89.34%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.94%	97.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.89%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.37%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.84%	98.75%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 51380903
• NPASS: NPC219978