(2R)-6-hydroxy-2-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one

Details

• Internal ID: 55f685cb-1720-4c3d-b8c5-9c2331864649
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-h]coumarins
• IUPAC Name: (2R)-6-hydroxy-2-(2-hydroxypropan-2-yl)-5-methoxy-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• InChI: InChI=1S/C15H16O7/c1-15(2,18)8-6-20-13-12(19-3)10(17)7-4-5-9(16)22-11(7)14(13)21-8/h4-5,8,17-18H,6H2,1-3H3/t8-/m1/s1
• InChI Key: WNUVTZZRMSEUGI-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	-	0.5326	53.26%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.8823	88.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7261	72.61%
P-glycoprotein inhibitior	-	0.6595	65.95%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.5272	52.72%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.7688	76.88%
CYP2D6 inhibition	-	0.8436	84.36%
CYP1A2 inhibition	+	0.5601	56.01%
CYP2C8 inhibition	-	0.7390	73.90%
CYP inhibitory promiscuity	-	0.8963	89.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.6478	64.78%
Skin irritation	-	0.8222	82.22%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5989	59.89%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8825	88.25%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.9446	94.46%
Androgen receptor binding	+	0.5770	57.70%
Thyroid receptor binding	-	0.5079	50.79%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	+	0.5818	58.18%
PPAR gamma	+	0.8569	85.69%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9269	92.69%

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	98.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.39%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.85%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.28%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.85%	97.09%

Plants that contains it

• Pterocaulon purpurascens

Cross-Links

• PubChem: 162892575
• LOTUS: LTS0098867
• wikiData: Q105309307