4-Oxo-5-phenylpentanoic acid

Details

• Internal ID: 3e742a45-1533-4448-b1ba-9b185eb6edef
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Medium-chain keto acids and derivatives
• IUPAC Name: 4-oxo-5-phenylpentanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CC(=O)CCC(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC(=O)CCC(=O)O
• InChI: InChI=1S/C11H12O3/c12-10(6-7-11(13)14)8-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,13,14)
• InChI Key: LTNSOYZGFPWHOF-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 5-phenyllevulinic acid
• 3183-15-1
• 5-PhenyllevulinicAcid
• 4-oxo-5-phenyl-pentanoic Acid
• 5 -phenyllevulinic acid
• CHEMBL431317
• MEGxm0_000067
• SCHEMBL2131696
• ACon1_000294
• CHEBI:183438
• LTNSOYZGFPWHOF-UHFFFAOYSA-N
• AKOS004120863
• BS-1367
• NCGC00180701-01
• PD131489
• 4-Oxo-5-phenylpentanoic acid, >=90% (LC/MS-UV)
• BRD-K04362049-001-01-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8961	89.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.9934	99.34%
P-glycoprotein substrate	-	0.9839	98.39%
CYP3A4 substrate	-	0.7412	74.12%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8163	81.63%
CYP3A4 inhibition	-	0.9528	95.28%
CYP2C9 inhibition	-	0.9735	97.35%
CYP2C19 inhibition	-	0.9597	95.97%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.8221	82.21%
CYP2C8 inhibition	-	0.8427	84.27%
CYP inhibitory promiscuity	-	0.9822	98.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7457	74.57%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.7766	77.66%
Eye irritation	+	0.9387	93.87%
Skin irritation	+	0.7809	78.09%
Skin corrosion	-	0.7251	72.51%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7415	74.15%
Micronuclear	-	0.9297	92.97%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6537	65.37%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7040	70.40%
Acute Oral Toxicity (c)	III	0.4309	43.09%
Estrogen receptor binding	-	0.8443	84.43%
Androgen receptor binding	-	0.8997	89.97%
Thyroid receptor binding	-	0.8514	85.14%
Glucocorticoid receptor binding	-	0.8236	82.36%
Aromatase binding	-	0.5830	58.30%
PPAR gamma	+	0.6212	62.12%
Honey bee toxicity	-	0.9827	98.27%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7490	74.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.66%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.95%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.61%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL1781	P11387	DNA topoisomerase I	81.10%	97.00%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Picea rubens

Cross-Links

• PubChem: 10375311
• LOTUS: LTS0037053
• wikiData: Q77422720