(+)-S-Allylcysteine

Details

• Internal ID: a0f03941-17ae-49be-9899-f7f74d24be99
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: (2R)-2-amino-3-prop-2-enylsulfanylpropanoic acid
• InChI: InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
• InChI Key: ZFAHNWWNDFHPOH-YFKPBYRVSA-N
• Popularity: 475 references 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): 88.60 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 21593-77-1
• S-Allylcysteine
• (R)-3-(Allylthio)-2-aminopropanoic acid
• L-DEOXYALLIIN
• S-Allyl cysteine
• L-Cysteine, S-2-propenyl-
• allyl-cysteine
• DEOXYALLIIN
• S-prop-2-en-1-yl-L-cysteine
• S-2-propenyl-L-cysteine
• CHEBI:74077
• S-allyl-laevo-cysteine
• 81R3X99M15
• CCRIS 7667
• FEMA NO. 4322
• L-Cysteine, S-2-propen-1-yl
• UNII-81R3X99M15
• 3-(ALLYLTHIO)-L-ALANINE
• DTXSID20894862
• ALANINE, 3-(ALLYLTHIO)-
• S-(2-PROPENYL)-L-CYSTEINE
• NSC 96449
• NSC-96449
• ALANINE, 3-(ALLYLTHIO)-, L-
• L-CYSTEINE, S-2-PROPEN-1-YL-
• (R)-ALLYLTHIO-2-AMINOPROPANOIC ACID
• (2R)-2-amino-3-prop-2-enylsulfanylpropanoic acid
• (2R)-3-(ALLYLTHIO)-2-AMINOPROPANOIC ACID
• (2R)-2-AMINO-3-(PROP-2-EN-1-YLSULFANYL) PROPANOIC ACID
• S-ALLYL-L-CYSTEINE (USP-RS)
• S-ALLYL-L-CYSTEINE [USP-RS]
• (+)-S-ALLYLCYSTEINE
• NSC96449
• (R)-Allylthio-2-aminopropionic Acid
• MFCD00151975
• SCHEMBL119989
• S-ALLYLCYSTEINE [INCI]
• CHEMBL2048654
• ZFAHNWWNDFHPOH-YFKPBYRVSA-N
• DTXCID901324424
• S-ALLYL-L-CYSTEINE [FHFI]
• s4791
• AKOS002683883
• AKOS015839120
• CCG-266290
• CS-W014289
• DS-3406
• HY-W013573
• S-Allyl-L-cysteine, >=98% (HPLC)
• (R)-3-(Allylthio)-2-aminopropanoicacid
• AC-31029
• AM20090195
• F10957
• S-ALLYL-L-CYSTEINE (CONSTITUENT OF GARLIC)
• Q7387047
• S-ALLYL-L-CYSTEINE (CONSTITUENT OF GARLIC) [DSC]
• S-Allyl-L-cysteine, United States Pharmacopeia (USP) Reference Standard
• I3L

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.9015	90.15%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6771	67.71%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8973	89.73%
P-glycoprotein inhibitior	-	0.9860	98.60%
P-glycoprotein substrate	-	0.9839	98.39%
CYP3A4 substrate	-	0.7043	70.43%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.9418	94.18%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9295	92.95%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9393	93.93%
CYP2C8 inhibition	-	0.9283	92.83%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.6793	67.93%
Eye corrosion	-	0.9348	93.48%
Eye irritation	+	0.5886	58.86%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.6365	63.65%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.8373	83.73%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7479	74.79%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7458	74.58%
Acute Oral Toxicity (c)	III	0.7380	73.80%
Estrogen receptor binding	-	0.9275	92.75%
Androgen receptor binding	-	0.8760	87.60%
Thyroid receptor binding	-	0.8116	81.16%
Glucocorticoid receptor binding	-	0.6291	62.91%
Aromatase binding	-	0.8917	89.17%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.6492	64.92%

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	93.07%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.06%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	89.10%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.43%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	84.24%	90.17%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	82.19%	82.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.59%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.33%	95.93%

Plants that contains it

• Allium sativum
• Allium tuberosum

Cross-Links

• PubChem: 9793905
• LOTUS: LTS0136939
• wikiData: Q7387047