L-Homophenylalanine

Details

• Internal ID: 2cf15b0e-26fb-4704-bba8-f0106628e0b2
• 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: (2S)-2-amino-4-phenylbutanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CCC(C(=O)O)N
• SMILES (Isomeric): C1=CC=C(C=C1)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
• InChI Key: JTTHKOPSMAVJFE-VIFPVBQESA-N
• Popularity: 139 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:151891
• L-Homophenylalanine
• 943-73-7
• (S)-2-Amino-4-phenylbutyric Acid
• (2S)-2-amino-4-phenylbutanoic acid
• Homophenylalanine
• h-hophe-oh
• homophenylalanine, l-
• (L)-Homophenylalanine
• MFCD00002619
• (2S)-2-amino-4-phenyl-butanoic acid
• (+)-2-amino-4-phenylbutyric acid
• (s)-homophenylalanine
• L-HPA
• 8JYL44CC06
• L-hph
• l-homophe
• UNII-8JYL44CC06
• h-homophe-oh
• h-hfe-oh
• EINECS 213-403-3
• L-BENZYLALANINE
• (L)-homo-phenylalanine
• l-(+)-homophenylalanine
• H-HPhe-OH, H-Hfe-OH
• SCHEMBL44311
• orb2940162
• (+)-L-HOMOPHENYLALANINE
• CHEMBL1233389
• L-.GAMMA.-PHENYLBUTYRINE
• CHEBI:43103
• HOMOPHENYLALANINE, (+)-
• DTXSID001315729
• (+)-(S)-HOMOPHENYLALANINE
• Benzenebutanoicacid,b-amino-,(bs)-
• CS-M2900
• HY-I1029
• (S)alpha-amino4-phenyl-butyric acid
• EBC-14673
• SBB063155
• AKOS015854054
• AKOS015888227
• Ethyl(+/-)-alpha-aminobenzenebutyrate
• AC-9967
• CS-W000258
• (alphaS)-alpha-Aminobenzenebutanoic Acid
• AS-14310
• SY012060
• H0985
• EN300-98697
• C17235
• MLS-0466785.0001
• F011758
• BENZENEBUTANOIC ACID, .ALPHA.-AMINO-, (S)-
• (.ALPHA.S)-.ALPHA.-AMINOBENZENEBUTANOIC ACID
• Q27120508
• Z1255434715
• BENZENEBUTANOIC ACID, .ALPHA.-AMINO-, (.ALPHA.S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.7184	71.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4876	48.76%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9752	97.52%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8515	85.15%
P-glycoprotein inhibitior	-	0.9928	99.28%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	-	0.7441	74.41%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.7197	71.97%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.9733	97.33%
CYP2C19 inhibition	-	0.9699	96.99%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.9502	95.02%
CYP2C8 inhibition	-	0.9540	95.40%
CYP inhibitory promiscuity	-	0.9795	97.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6811	68.11%
Carcinogenicity (trinary)	Non-required	0.7307	73.07%
Eye corrosion	-	0.9981	99.81%
Eye irritation	-	0.9451	94.51%
Skin irritation	-	0.6640	66.40%
Skin corrosion	+	0.6721	67.21%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8281	82.81%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5318	53.18%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9004	90.04%
Acute Oral Toxicity (c)	III	0.4664	46.64%
Estrogen receptor binding	-	0.9021	90.21%
Androgen receptor binding	-	0.5773	57.73%
Thyroid receptor binding	-	0.8662	86.62%
Glucocorticoid receptor binding	+	0.5628	56.28%
Aromatase binding	-	0.7783	77.83%
PPAR gamma	-	0.6715	67.15%
Honey bee toxicity	-	0.9618	96.18%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.7403	74.03%

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	95.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.81%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	88.74%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.80%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.82%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	81.08%	90.20%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.04%	94.08%
CHEMBL2327	P21452	Neurokinin 2 receptor	80.68%	98.89%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.18%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 2724505
• LOTUS: LTS0085823
• wikiData: Q27120508