8-hydroxy-3-[(E)-2-phenylethenyl]-3,4-dihydroisochromen-1-one

Details

• Internal ID: e2e7dafa-5c2a-4f38-b945-a6da4708d755
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-3-[(E)-2-phenylethenyl]-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C17H14O3/c18-15-8-4-7-13-11-14(20-17(19)16(13)15)10-9-12-5-2-1-3-6-12/h1-10,14,18H,11H2/b10-9+
• InChI Key: CIRUTPJYXFRYFS-MDZDMXLPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₃
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 8-hydroxy-3-[(E)-2-phenylethenyl]-3,4-dihydroisochromen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6036	60.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6073	60.73%
P-glycoprotein inhibitior	-	0.9151	91.51%
P-glycoprotein substrate	-	0.9187	91.87%
CYP3A4 substrate	-	0.5437	54.37%
CYP2C9 substrate	-	0.5590	55.90%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	+	0.5593	55.93%
CYP2C19 inhibition	+	0.5747	57.47%
CYP2D6 inhibition	-	0.8402	84.02%
CYP1A2 inhibition	-	0.5193	51.93%
CYP2C8 inhibition	-	0.7699	76.99%
CYP inhibitory promiscuity	-	0.7558	75.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.4605	46.05%
Eye corrosion	-	0.9772	97.72%
Eye irritation	+	0.8207	82.07%
Skin irritation	+	0.6581	65.81%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.5692	56.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6363	63.63%
Acute Oral Toxicity (c)	II	0.4614	46.14%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	-	0.5742	57.42%
Glucocorticoid receptor binding	-	0.6896	68.96%
Aromatase binding	+	0.7801	78.01%
PPAR gamma	+	0.5961	59.61%
Honey bee toxicity	-	0.8733	87.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9178	91.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.62%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.75%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.11%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	89.91%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	88.16%	95.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.26%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.09%	96.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.74%	94.08%

Plants that contains it

• Typha capensis

Cross-Links

• PubChem: 5322184
• LOTUS: LTS0167267
• wikiData: Q104960167