(r)-3-Hydroxy-5-phenylvaleric acid

Details

• Internal ID: 425b1e5d-ce38-4d3c-91de-3e61243ee75e
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (3R)-3-hydroxy-5-phenylpentanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CCC(CC(=O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC[C@H](CC(=O)O)O
• InChI: InChI=1S/C11H14O3/c12-10(8-11(13)14)7-6-9-4-2-1-3-5-9/h1-5,10,12H,6-8H2,(H,13,14)/t10-/m1/s1
• InChI Key: IMMRMPAXYUIDLR-SNVBAGLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• (r)-3-hydroxy-5-phenylvaleric acid
• (r)-(-)-3-hydroxy-5-phenylvaleric acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9103	91.03%
Caco-2	+	0.8795	87.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8445	84.45%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9601	96.01%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8841	88.41%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	-	0.6726	67.26%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.8707	87.07%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8614	86.14%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.8640	86.40%
CYP2C8 inhibition	-	0.9690	96.90%
CYP inhibitory promiscuity	-	0.9090	90.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8931	89.31%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9519	95.19%
Eye irritation	+	0.8846	88.46%
Skin irritation	+	0.6598	65.98%
Skin corrosion	-	0.6916	69.16%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6337	63.37%
Micronuclear	-	0.9241	92.41%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.7736	77.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5060	50.60%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	-	0.6900	69.00%
Androgen receptor binding	-	0.5836	58.36%
Thyroid receptor binding	-	0.7934	79.34%
Glucocorticoid receptor binding	-	0.7203	72.03%
Aromatase binding	-	0.6881	68.81%
PPAR gamma	+	0.6163	61.63%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.3852	38.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.87%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.28%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.03%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.98%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.47%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	80.69%	90.20%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 9815528
• NPASS: NPC147043