3-(4-Hydroxyphenyl)-1-pyrrol-1-ylpropan-1-one

Details

• Internal ID: 0f1a7d2c-f62e-4124-81e4-8e8e3f7fdeae
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 3-(4-hydroxyphenyl)-1-pyrrol-1-ylpropan-1-one
• SMILES (Canonical): C1=CN(C=C1)C(=O)CCC2=CC=C(C=C2)O
• SMILES (Isomeric): C1=CN(C=C1)C(=O)CCC2=CC=C(C=C2)O
• InChI: InChI=1S/C13H13NO2/c15-12-6-3-11(4-7-12)5-8-13(16)14-9-1-2-10-14/h1-4,6-7,9-10,15H,5,8H2
• InChI Key: KDWRPVMKVYOUMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 42.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.8721	87.21%
Blood Brain Barrier	+	0.9567	95.67%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7567	75.67%
BSEP inhibitior	-	0.8037	80.37%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.9116	91.16%
CYP3A4 substrate	-	0.6102	61.02%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.7586	75.86%
CYP2C9 inhibition	+	0.5354	53.54%
CYP2C19 inhibition	-	0.5913	59.13%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.5980	59.80%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5473	54.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.4866	48.66%
Eye corrosion	-	0.9708	97.08%
Eye irritation	+	0.8140	81.40%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.8898	88.98%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8956	89.56%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7162	71.62%
Nephrotoxicity	-	0.6585	65.85%
Acute Oral Toxicity (c)	III	0.6606	66.06%
Estrogen receptor binding	+	0.6137	61.37%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	-	0.6311	63.11%
Glucocorticoid receptor binding	-	0.5887	58.87%
Aromatase binding	+	0.6093	60.93%
PPAR gamma	+	0.5616	56.16%
Honey bee toxicity	-	0.9077	90.77%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.9203	92.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.44%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.79%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.12%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.67%	94.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.86%	97.21%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 24741402
• LOTUS: LTS0182225
• wikiData: Q105139424