(2R)-2-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one

Details

• Internal ID: 5ca41133-a150-40f9-b754-30d3c7fab035
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-h]coumarins
• IUPAC Name: (2R)-2-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• InChI: InChI=1S/C15H16O6/c1-15(2,17)10-7-19-13-9(18-3)6-8-4-5-11(16)21-12(8)14(13)20-10/h4-6,10,17H,7H2,1-3H3/t10-/m1/s1
• InChI Key: MZKOYZNRGQIMIE-SNVBAGLBSA-N
• Popularity: 2 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	+	0.5695	56.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7660	76.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6726	67.26%
P-glycoprotein inhibitior	-	0.7079	70.79%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	-	0.5274	52.74%
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	-	0.7106	71.06%
CYP inhibitory promiscuity	-	0.9221	92.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.5699	56.99%
Skin irritation	-	0.8254	82.54%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6700	67.00%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7355	73.55%
Acute Oral Toxicity (c)	III	0.7031	70.31%
Estrogen receptor binding	+	0.9328	93.28%
Androgen receptor binding	+	0.6537	65.37%
Thyroid receptor binding	-	0.5755	57.55%
Glucocorticoid receptor binding	+	0.6133	61.33%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.8278	82.78%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
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	95.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.87%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.94%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.74%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.65%	92.62%
CHEMBL2581	P07339	Cathepsin D	82.18%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.04%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	80.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.90%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.09%	89.62%

Plants that contains it

• Pterocaulon purpurascens

Cross-Links

• PubChem: 163055118
• LOTUS: LTS0144209
• wikiData: Q105175765