4-Methoxy-7-phenyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isochromen-5-one

Details

• Internal ID: be9ded93-2761-40fc-8d05-f89da6afdfb8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 4-methoxy-7-phenyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isochromen-5-one
• SMILES (Canonical): COC1=C2C(=CC3=C1OCO3)CC(OC2=O)C4=CC=CC=C4
• SMILES (Isomeric): COC1=C2C(=CC3=C1OCO3)CC(OC2=O)C4=CC=CC=C4
• InChI: InChI=1S/C17H14O5/c1-19-16-14-11(8-13-15(16)21-9-20-13)7-12(22-17(14)18)10-5-3-2-4-6-10/h2-6,8,12H,7,9H2,1H3
• InChI Key: HIWRPYQCEDHZSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7067	70.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5677	56.77%
P-glycoprotein inhibitior	+	0.6871	68.71%
P-glycoprotein substrate	-	0.9310	93.10%
CYP3A4 substrate	+	0.5196	51.96%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	+	0.8905	89.05%
CYP2C9 inhibition	+	0.8772	87.72%
CYP2C19 inhibition	+	0.9340	93.40%
CYP2D6 inhibition	+	0.7689	76.89%
CYP1A2 inhibition	+	0.7106	71.06%
CYP2C8 inhibition	-	0.7079	70.79%
CYP inhibitory promiscuity	+	0.9017	90.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.4130	41.30%
Eye corrosion	-	0.9640	96.40%
Eye irritation	-	0.5059	50.59%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3765	37.65%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7323	73.23%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5281	52.81%
Acute Oral Toxicity (c)	III	0.7607	76.07%
Estrogen receptor binding	+	0.8451	84.51%
Androgen receptor binding	+	0.5265	52.65%
Thyroid receptor binding	+	0.6056	60.56%
Glucocorticoid receptor binding	+	0.6497	64.97%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8123	81.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.23%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.02%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.36%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.68%	97.09%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.41%	94.03%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	83.08%	81.29%

Plants that contains it

• Haloxylon scoparium

Cross-Links

• PubChem: 75149544
• LOTUS: LTS0038742
• wikiData: Q105029084