(3R)-3-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-g][1,4]benzodioxin-7-one

Details

• Internal ID: 8dbc47e4-4e91-4973-a2b8-9f49fbfd04c5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-g]coumarins
• IUPAC Name: (3R)-3-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-g][1,4]benzodioxin-7-one
• SMILES (Canonical): CC(C)(C1COC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)OC)O
• SMILES (Isomeric): CC(C)([C@H]1COC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)OC)O
• InChI: InChI=1S/C15H16O6/c1-15(2,17)10-7-19-9-6-8-4-5-11(16)21-12(8)14(18-3)13(9)20-10/h4-6,10,17H,7H2,1-3H3/t10-/m1/s1
• InChI Key: JDBHDTATRRGHRW-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.7208	72.08%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7660	76.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6765	67.65%
P-glycoprotein inhibitior	-	0.7080	70.80%
P-glycoprotein substrate	-	0.8813	88.13%
CYP3A4 substrate	-	0.5487	54.87%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.8814	88.14%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.7084	70.84%
CYP2D6 inhibition	-	0.8207	82.07%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.9221	92.21%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.6815	68.15%
Skin irritation	-	0.8254	82.54%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3602	36.02%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8321	83.21%
Acute Oral Toxicity (c)	III	0.7031	70.31%
Estrogen receptor binding	+	0.8946	89.46%
Androgen receptor binding	+	0.6679	66.79%
Thyroid receptor binding	+	0.7113	71.13%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	+	0.5525	55.25%
PPAR gamma	+	0.8274	82.74%
Honey bee toxicity	-	0.8749	87.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8752	87.52%

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	96.35%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.70%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.90%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.11%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.79%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.35%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.78%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.70%	98.75%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 162890423
• LOTUS: LTS0169022
• wikiData: Q105125326