4,9-Dimethoxy-[1,3]dioxolo[4,5-g]chromen-6-one

Details

• Internal ID: 9a4dc055-a31e-4575-9454-45145d78a457
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4,9-dimethoxy-[1,3]dioxolo[4,5-g]chromen-6-one
• SMILES (Canonical): COC1=C2C(=C(C3=C1C=CC(=O)O3)OC)OCO2
• SMILES (Isomeric): COC1=C2C(=C(C3=C1C=CC(=O)O3)OC)OCO2
• InChI: InChI=1S/C12H10O6/c1-14-8-6-3-4-7(13)18-9(6)10(15-2)12-11(8)16-5-17-12/h3-4H,5H2,1-2H3
• InChI Key: LDCAQGBKMDSYGC-UHFFFAOYSA-N
• Popularity: 4 references 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): 63.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7785	77.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9670	96.70%
OATP1B3 inhibitior	+	0.8943	89.43%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7325	73.25%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	-	0.6225	62.25%
CYP2C9 substrate	-	0.8464	84.64%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	+	0.9182	91.82%
CYP2C9 inhibition	+	0.8362	83.62%
CYP2C19 inhibition	+	0.9551	95.51%
CYP2D6 inhibition	+	0.9176	91.76%
CYP1A2 inhibition	+	0.8208	82.08%
CYP2C8 inhibition	-	0.9139	91.39%
CYP inhibitory promiscuity	+	0.9106	91.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4841	48.41%
Eye corrosion	-	0.9533	95.33%
Eye irritation	+	0.8784	87.84%
Skin irritation	-	0.7392	73.92%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5487	54.87%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6343	63.43%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6597	65.97%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.5821	58.21%
Thyroid receptor binding	-	0.6111	61.11%
Glucocorticoid receptor binding	-	0.4811	48.11%
Aromatase binding	-	0.4879	48.79%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8867	88.67%

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	96.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.31%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.00%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.00%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.39%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.59%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.78%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.63%	92.62%

Plants that contains it

• Artemisia capillaris
• Metrodorea flavida
• Ruta pinnata

Cross-Links

• PubChem: 46226658
• LOTUS: LTS0188858
• wikiData: Q105150153