l-Dihydrophenylalanine

Details

• Internal ID: ebeefba3-270c-44ad-a71d-01ca3a654d58
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-3-cyclohexa-2,5-dien-1-ylpropanoic acid
• InChI: InChI=1S/C9H13NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h2-5,7-8H,1,6,10H2,(H,11,12)
• InChI Key: IZKPUUZAGQLNCR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.20 g/mol
• Exact Mass: 167.094628657 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 4-dihydrophenylalanine
• SCHEMBL5294591

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5538	55.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Lysosomes	0.5123	51.23%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9691	96.91%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8436	84.36%
P-glycoprotein inhibitior	-	0.9914	99.14%
P-glycoprotein substrate	-	0.9680	96.80%
CYP3A4 substrate	-	0.7370	73.70%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.7886	78.86%
CYP3A4 inhibition	-	0.9129	91.29%
CYP2C9 inhibition	-	0.9562	95.62%
CYP2C19 inhibition	-	0.9643	96.43%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.9594	95.94%
CYP2C8 inhibition	-	0.9764	97.64%
CYP inhibitory promiscuity	-	0.9845	98.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.7072	70.72%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8609	86.09%
Skin irritation	-	0.6345	63.45%
Skin corrosion	-	0.7876	78.76%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8611	86.11%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	+	0.6792	67.92%
skin sensitisation	-	0.7820	78.20%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8304	83.04%
Acute Oral Toxicity (c)	III	0.7366	73.66%
Estrogen receptor binding	-	0.9382	93.82%
Androgen receptor binding	-	0.8111	81.11%
Thyroid receptor binding	-	0.8398	83.98%
Glucocorticoid receptor binding	-	0.5972	59.72%
Aromatase binding	-	0.8904	89.04%
PPAR gamma	-	0.6518	65.18%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.5130	51.30%

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	97.59%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.98%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.39%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	85.94%	83.82%
CHEMBL2581	P07339	Cathepsin D	82.84%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.45%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.20%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 27662
• LOTUS: LTS0267618
• wikiData: Q105123274