(3Z)-3-[1-[2-(4-hydroxyphenyl)ethylamino]ethylidene]-6-methylpyran-2,4-dione

Details

• Internal ID: cdcf1a4f-cee9-4913-8e3c-54a1aab1997a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: (3Z)-3-[1-[2-(4-hydroxyphenyl)ethylamino]ethylidene]-6-methylpyran-2,4-dione
• InChI: InChI=1S/C16H17NO4/c1-10-9-14(19)15(16(20)21-10)11(2)17-8-7-12-3-5-13(18)6-4-12/h3-6,9,17-18H,7-8H2,1-2H3/b15-11-
• InChI Key: CKQAISMRSOWOPL-PTNGSMBKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.31 g/mol
• Exact Mass: 287.11575802 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9416	94.16%
Caco-2	+	0.7619	76.19%
Blood Brain Barrier	-	0.5822	58.22%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7280	72.80%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6425	64.25%
P-glycoprotein inhibitior	-	0.8148	81.48%
P-glycoprotein substrate	+	0.5212	52.12%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.7753	77.53%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.7614	76.14%
CYP2D6 inhibition	-	0.7638	76.38%
CYP1A2 inhibition	-	0.6704	67.04%
CYP2C8 inhibition	+	0.5365	53.65%
CYP inhibitory promiscuity	-	0.7988	79.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8418	84.18%
Carcinogenicity (trinary)	Non-required	0.5504	55.04%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5809	58.09%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8227	82.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6347	63.47%
Acute Oral Toxicity (c)	III	0.6370	63.70%
Estrogen receptor binding	+	0.6318	63.18%
Androgen receptor binding	+	0.7867	78.67%
Thyroid receptor binding	-	0.6047	60.47%
Glucocorticoid receptor binding	-	0.5460	54.60%
Aromatase binding	-	0.5187	51.87%
PPAR gamma	-	0.5406	54.06%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8164	81.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.99%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.82%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.75%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.72%	92.29%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.45%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.16%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57408891
• LOTUS: LTS0025949
• wikiData: Q104962674