5,9-Dimethoxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: 514842a3-de2e-4af3-9b30-0f9c6c85f6e7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 5,9-dimethoxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): COC1=CC(=O)OC2=C1C=C3C=COC3=C2OC
• SMILES (Isomeric): COC1=CC(=O)OC2=C1C=C3C=COC3=C2OC
• InChI: InChI=1S/C13H10O5/c1-15-9-6-10(14)18-12-8(9)5-7-3-4-17-11(7)13(12)16-2/h3-6H,1-2H3
• InChI Key: KAWXJSCFXZDZAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.21 g/mol
• Exact Mass: 246.05282342 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• 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	+	0.9862	98.62%
Caco-2	+	0.8401	84.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6440	64.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9731	97.31%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7193	71.93%
P-glycoprotein inhibitior	-	0.7722	77.22%
P-glycoprotein substrate	-	0.8913	89.13%
CYP3A4 substrate	-	0.6125	61.25%
CYP2C9 substrate	-	0.8499	84.99%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.7521	75.21%
CYP2C19 inhibition	+	0.9101	91.01%
CYP2D6 inhibition	+	0.9047	90.47%
CYP1A2 inhibition	+	0.9237	92.37%
CYP2C8 inhibition	-	0.6893	68.93%
CYP inhibitory promiscuity	+	0.7534	75.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Warning	0.4385	43.85%
Eye corrosion	-	0.9176	91.76%
Eye irritation	-	0.8297	82.97%
Skin irritation	-	0.6792	67.92%
Skin corrosion	-	0.9829	98.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4748	47.48%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6316	63.16%
Acute Oral Toxicity (c)	III	0.5132	51.32%
Estrogen receptor binding	+	0.8658	86.58%
Androgen receptor binding	+	0.7990	79.90%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6199	61.99%
Aromatase binding	+	0.7863	78.63%
PPAR gamma	+	0.6806	68.06%
Honey bee toxicity	-	0.8511	85.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8721	87.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.12%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.09%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.76%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.13%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.81%	94.03%
CHEMBL4040	P28482	MAP kinase ERK2	82.70%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.11%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	81.17%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.90%	96.00%

Plants that contains it

• Kitagawia praeruptora

Cross-Links

• PubChem: 6428799
• LOTUS: LTS0019372
• wikiData: Q105138013