2-Amino-3-[3-(hydroxymethyl)phenyl]propanoic acid

Details

• Internal ID: 6d3fff34-10e5-4634-81b3-1183d837297b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: 2-amino-3-[3-(hydroxymethyl)phenyl]propanoic acid
• SMILES (Canonical): C1=CC(=CC(=C1)CO)CC(C(=O)O)N
• SMILES (Isomeric): C1=CC(=CC(=C1)CO)CC(C(=O)O)N
• InChI: InChI=1S/C10H13NO3/c11-9(10(13)14)5-7-2-1-3-8(4-7)6-12/h1-4,9,12H,5-6,11H2,(H,13,14)
• InChI Key: OGLFMTLLZNGZPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21 g/mol
• Exact Mass: 195.08954328 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• AKOS006317494

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.7078	70.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5267	52.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8130	81.30%
P-glycoprotein inhibitior	-	0.9927	99.27%
P-glycoprotein substrate	-	0.9430	94.30%
CYP3A4 substrate	-	0.7545	75.45%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7409	74.09%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.9569	95.69%
CYP2C19 inhibition	-	0.9553	95.53%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.9281	92.81%
CYP2C8 inhibition	-	0.8793	87.93%
CYP inhibitory promiscuity	-	0.9904	99.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.7748	77.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.5834	58.34%
Skin irritation	-	0.6927	69.27%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9166	91.66%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8595	85.95%
Acute Oral Toxicity (c)	III	0.5814	58.14%
Estrogen receptor binding	-	0.9119	91.19%
Androgen receptor binding	-	0.6933	69.33%
Thyroid receptor binding	-	0.7983	79.83%
Glucocorticoid receptor binding	-	0.6766	67.66%
Aromatase binding	-	0.8846	88.46%
PPAR gamma	-	0.5328	53.28%
Honey bee toxicity	-	0.9696	96.96%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5586	55.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	90.81%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.29%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.77%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.13%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.73%	91.11%
CHEMBL233	P35372	Mu opioid receptor	82.01%	97.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.84%	96.95%

Plants that contains it

• Iris sibirica

Cross-Links

• PubChem: 22326421
• LOTUS: LTS0249076
• wikiData: Q105191687