9-(2-Hydroxyethoxy)-6H-1,3-dioxolo[4,5-g][1]benzopyran-6-one

Details

• Internal ID: 83096913-2df6-49c3-ae35-0d042d8f8d03
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 9-(2-hydroxyethoxy)-[1,3]dioxolo[4,5-g]chromen-6-one
• SMILES (Canonical): C1OC2=C(O1)C(=C3C=CC(=O)OC3=C2)OCCO
• SMILES (Isomeric): C1OC2=C(O1)C(=C3C=CC(=O)OC3=C2)OCCO
• InChI: InChI=1S/C12H10O6/c13-3-4-15-11-7-1-2-10(14)18-8(7)5-9-12(11)17-6-16-9/h1-2,5,13H,3-4,6H2
• InChI Key: CSXXAOZXMKFXOO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₆
• Molecular Weight: 250.20 g/mol
• Exact Mass: 250.04773803 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• 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	+	0.9701	97.01%
Caco-2	+	0.7785	77.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7701	77.01%
P-glycoprotein inhibitior	-	0.8520	85.20%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	-	0.5437	54.37%
CYP2C9 substrate	-	0.8318	83.18%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.5291	52.91%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.5457	54.57%
CYP2D6 inhibition	+	0.6278	62.78%
CYP1A2 inhibition	+	0.5776	57.76%
CYP2C8 inhibition	-	0.6246	62.46%
CYP inhibitory promiscuity	-	0.5620	56.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4574	45.74%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.9467	94.67%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6269	62.69%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	-	0.7772	77.72%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7497	74.97%
Acute Oral Toxicity (c)	III	0.6300	63.00%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.8900	89.00%
Thyroid receptor binding	-	0.5925	59.25%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.8756	87.56%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5628	56.28%

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	98.81%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.97%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.13%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.79%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.94%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.69%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.55%	83.57%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.22%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.85%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	82.48%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.38%	86.33%

Plants that contains it

• Pterocaulon polystachyum

Cross-Links

• PubChem: 91585468
• LOTUS: LTS0038072
• wikiData: Q104969633