4-(3,4-dihydro-2H-furo[2,3-h]chromen-2-yl)phenol

Details

• Internal ID: e5c7f099-6d1d-4e7f-824a-75d5cad6bdab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: 4-(3,4-dihydro-2H-furo[2,3-h]chromen-2-yl)phenol
• SMILES (Canonical): C1CC2=C(C3=C(C=C2)OC=C3)OC1C4=CC=C(C=C4)O
• SMILES (Isomeric): C1CC2=C(C3=C(C=C2)OC=C3)OC1C4=CC=C(C=C4)O
• InChI: InChI=1S/C17H14O3/c18-13-5-1-11(2-6-13)15-7-3-12-4-8-16-14(9-10-19-16)17(12)20-15/h1-2,4-6,8-10,15,18H,3,7H2
• InChI Key: ORRBKWYKNTUWQC-UHFFFAOYSA-N
• Popularity: 0 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): 42.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7388	73.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8552	85.52%
P-glycoprotein inhibitior	-	0.7317	73.17%
P-glycoprotein substrate	-	0.8219	82.19%
CYP3A4 substrate	+	0.5158	51.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7436	74.36%
CYP2C9 inhibition	+	0.7012	70.12%
CYP2C19 inhibition	+	0.7438	74.38%
CYP2D6 inhibition	-	0.7074	70.74%
CYP1A2 inhibition	+	0.8630	86.30%
CYP2C8 inhibition	+	0.6963	69.63%
CYP inhibitory promiscuity	-	0.5061	50.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.3744	37.44%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.7385	73.85%
Skin irritation	-	0.5722	57.22%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7180	71.80%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7509	75.09%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8348	83.48%
Acute Oral Toxicity (c)	III	0.5780	57.80%
Estrogen receptor binding	+	0.8824	88.24%
Androgen receptor binding	+	0.8687	86.87%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.6097	60.97%
Aromatase binding	+	0.8666	86.66%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5432	54.32%
Fish aquatic toxicity	-	0.4507	45.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.88%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.10%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.05%	95.78%
CHEMBL3438	Q05513	Protein kinase C zeta	82.67%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.61%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.10%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.29%	94.03%

Plants that contains it

• Brosimum acutifolium

Cross-Links

• PubChem: 86091023
• LOTUS: LTS0088883
• wikiData: Q105198392