2-(2-Hydroxypropan-2-yl)-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one

Details

• Internal ID: 0c53f3e7-e4cd-46dc-9a2c-74cc70fcc64c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-g]coumarins
• IUPAC Name: 2-(2-hydroxypropan-2-yl)-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one
• InChI: InChI=1S/C14H14O5/c1-14(2,16)12-7-17-10-6-9-8(5-11(10)18-12)3-4-13(15)19-9/h3-6,12,16H,7H2,1-2H3
• InChI Key: RILVIGNCCZGIIC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 5
• 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	+	0.9860	98.60%
Caco-2	+	0.6436	64.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8021	80.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5232	52.32%
P-glycoprotein inhibitior	-	0.8875	88.75%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	-	0.5848	58.48%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.8966	89.66%
CYP2C9 inhibition	-	0.8201	82.01%
CYP2C19 inhibition	-	0.7990	79.90%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.5548	55.48%
CYP2C8 inhibition	-	0.8339	83.39%
CYP inhibitory promiscuity	-	0.9447	94.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6357	63.57%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.6816	68.16%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4902	49.02%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7842	78.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7592	75.92%
Acute Oral Toxicity (c)	III	0.6748	67.48%
Estrogen receptor binding	+	0.8715	87.15%
Androgen receptor binding	+	0.5634	56.34%
Thyroid receptor binding	-	0.6023	60.23%
Glucocorticoid receptor binding	-	0.5310	53.10%
Aromatase binding	+	0.5713	57.13%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.9240	92.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9195	91.95%

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	93.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.74%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.81%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.82%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.34%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Acritopappus heterolepis
• Acritopappus longifolius
• Acritopappus prunifolius
• Cneorum tricoccon
• Eupatorium lancifolium
• Eupatorium prasiifolium

Cross-Links

• PubChem: 163024299
• LOTUS: LTS0099926
• wikiData: Q105236961