2-[(4-Hydroxyphenyl)methyl]-4-oxoazetidine-2-carboxylic acid

Details

• Internal ID: b7f3d331-d87a-4619-b033-7f10c4d6598e
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-[(4-hydroxyphenyl)methyl]-4-oxoazetidine-2-carboxylic acid
• SMILES (Canonical): C1C(=O)NC1(CC2=CC=C(C=C2)O)C(=O)O
• SMILES (Isomeric): C1C(=O)NC1(CC2=CC=C(C=C2)O)C(=O)O
• InChI: InChI=1S/C11H11NO4/c13-8-3-1-7(2-4-8)5-11(10(15)16)6-9(14)12-11/h1-4,13H,5-6H2,(H,12,14)(H,15,16)
• InChI Key: IPIBASNVKYAKDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.06880783 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.5559	55.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8046	80.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9525	95.25%
P-glycoprotein inhibitior	-	0.9892	98.92%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.6266	62.66%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	-	0.8242	82.42%
CYP inhibitory promiscuity	-	0.9881	98.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8535	85.35%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.5259	52.59%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8655	86.55%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5194	51.94%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	-	0.8618	86.18%
Androgen receptor binding	+	0.6797	67.97%
Thyroid receptor binding	-	0.8325	83.25%
Glucocorticoid receptor binding	-	0.6401	64.01%
Aromatase binding	-	0.6466	64.66%
PPAR gamma	-	0.5086	50.86%
Honey bee toxicity	-	0.9572	95.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6629	66.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.97%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.73%	85.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.66%	89.67%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.38%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 121434164
• LOTUS: LTS0194796
• wikiData: Q77280491