2-[2-Hydroxy-1-(4-methyl-5-oxooxolan-2-yl)propan-2-yl]-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one

Details

• Internal ID: d02ad7c1-d2b3-4c30-a28e-af7d7fbb3634
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-h]coumarins
• IUPAC Name: 2-[2-hydroxy-1-(4-methyl-5-oxooxolan-2-yl)propan-2-yl]-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• SMILES (Canonical): CC1CC(OC1=O)CC(C)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O
• SMILES (Isomeric): CC1CC(OC1=O)CC(C)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O
• InChI: InChI=1S/C19H20O7/c1-10-7-12(24-18(10)21)8-19(2,22)14-9-23-13-5-3-11-4-6-15(20)26-16(11)17(13)25-14/h3-6,10,12,14,22H,7-9H2,1-2H3
• InChI Key: OXBZEUQGKLXVSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.6514	65.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7760	77.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7781	77.81%
P-glycoprotein inhibitior	-	0.6428	64.28%
P-glycoprotein substrate	-	0.5705	57.05%
CYP3A4 substrate	+	0.5482	54.82%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.6419	64.19%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.8318	83.18%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.7487	74.87%
CYP2C8 inhibition	-	0.7179	71.79%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.7185	71.85%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	+	0.6293	62.93%
Human Ether-a-go-go-Related Gene inhibition	+	0.6489	64.89%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	I	0.3647	36.47%
Estrogen receptor binding	+	0.8962	89.62%
Androgen receptor binding	+	0.7909	79.09%
Thyroid receptor binding	+	0.5444	54.44%
Glucocorticoid receptor binding	+	0.8816	88.16%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	+	0.7354	73.54%
Honey bee toxicity	-	0.8106	81.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.26%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.46%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.65%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.79%	89.00%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 11473870
• NPASS: NPC276043
• LOTUS: LTS0078538
• wikiData: Q105202484