Isoalliin

Details

• Internal ID: e1aabe46-4bb0-4d1b-9748-db13fcad9d5f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: (2R)-2-amino-3-[(R)-[(E)-prop-1-enyl]sulfinyl]propanoic acid
• InChI: InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2-3,5H,4,7H2,1H3,(H,8,9)/b3-2+/t5-,11-/m0/s1
• InChI Key: OKYHUOHBRKWCQJ-UUEXCLNXSA-N
• Popularity: 4 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): 99.60 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 16718-23-3
• DTXSID501318580
• RefChem:923619
• (2R)-2-amino-3-((E)-prop-1-enyl)sulfinylpropanoic acid
• DTXCID401748386
• (2R)-2-azaniumyl-3-((E)-prop-1-enyl)sulfinylpropanoate
• (R)-1-PeCSO
• L-Cysteine, S-(1E)-1-propen-1-yl-, S-oxide, [S(R)]-
• [S(R)?-?]?-?S-?(1E)?-?1-?Propen-?1-?Yl-?L-?Cysteine S-?Oxide
• HY-111825A
• 3-[(R)-(1E)-Prop-1-ene-1-sulfinyl]-L-alanine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	-	0.7367	73.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5203	52.03%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8825	88.25%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9530	95.30%
CYP3A4 substrate	-	0.7214	72.14%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.7943	79.43%
CYP2C9 inhibition	-	0.9037	90.37%
CYP2C19 inhibition	-	0.9068	90.68%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	-	0.9683	96.83%
CYP inhibitory promiscuity	-	0.9943	99.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5104	51.04%
Carcinogenicity (trinary)	Non-required	0.6222	62.22%
Eye corrosion	-	0.9426	94.26%
Eye irritation	-	0.9496	94.96%
Skin irritation	-	0.7750	77.50%
Skin corrosion	-	0.8618	86.18%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8564	85.64%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8145	81.45%
Acute Oral Toxicity (c)	III	0.6139	61.39%
Estrogen receptor binding	-	0.9726	97.26%
Androgen receptor binding	-	0.8929	89.29%
Thyroid receptor binding	-	0.8858	88.58%
Glucocorticoid receptor binding	-	0.7021	70.21%
Aromatase binding	-	0.8770	87.70%
PPAR gamma	-	0.7651	76.51%
Honey bee toxicity	-	0.9631	96.31%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.5463	54.63%

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	97.25%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.85%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.27%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.49%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 118989467
• LOTUS: LTS0198411
• wikiData: Q105193826