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

Details

• Internal ID: e745674e-e83b-40cd-96e5-7e944ebd8049
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-hydroxy-9-methoxy-[1,3]dioxolo[4,5-g]chromen-6-one
• InChI: InChI=1S/C11H8O6/c1-14-9-5-2-3-6(12)17-8(5)7(13)10-11(9)16-4-15-10/h2-3,13H,4H2,1H3
• InChI Key: LLZDWECOZLDTQR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₆
• Molecular Weight: 236.18 g/mol
• Exact Mass: 236.03208797 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 6
• 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	+	0.9673	96.73%
Caco-2	+	0.5310	53.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8468	84.68%
P-glycoprotein inhibitior	-	0.9046	90.46%
P-glycoprotein substrate	-	0.8986	89.86%
CYP3A4 substrate	-	0.5935	59.35%
CYP2C9 substrate	-	0.8212	82.12%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	+	0.8069	80.69%
CYP2C9 inhibition	+	0.8120	81.20%
CYP2C19 inhibition	+	0.8230	82.30%
CYP2D6 inhibition	+	0.8014	80.14%
CYP1A2 inhibition	+	0.7378	73.78%
CYP2C8 inhibition	-	0.8302	83.02%
CYP inhibitory promiscuity	+	0.7615	76.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3948	39.48%
Eye corrosion	-	0.9723	97.23%
Eye irritation	+	0.9242	92.42%
Skin irritation	-	0.6943	69.43%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7311	73.11%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8510	85.10%
Acute Oral Toxicity (c)	III	0.4859	48.59%
Estrogen receptor binding	+	0.7168	71.68%
Androgen receptor binding	-	0.4902	49.02%
Thyroid receptor binding	-	0.6397	63.97%
Glucocorticoid receptor binding	+	0.5972	59.72%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	+	0.7547	75.47%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8204	82.04%

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	99.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.17%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.69%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.45%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.36%	93.99%

Plants that contains it

• Artemisia capillaris

Cross-Links

• PubChem: 10105508
• LOTUS: LTS0037308
• wikiData: Q105153796