3,6-Dimethoxyfuro[2,3-h]chromen-2-one

Details

• Internal ID: 62da8688-6a23-4e07-a5a8-dd38caa73783
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 3,6-dimethoxyfuro[2,3-h]chromen-2-one
• SMILES (Canonical): COC1=CC2=CC(=C3C(=C2OC1=O)C=CO3)OC
• SMILES (Isomeric): COC1=CC2=CC(=C3C(=C2OC1=O)C=CO3)OC
• InChI: InChI=1S/C13H10O5/c1-15-9-5-7-6-10(16-2)13(14)18-11(7)8-3-4-17-12(8)9/h3-6H,1-2H3
• InChI Key: YKWJIXYVRWNDRX-UHFFFAOYSA-N
• Popularity: 1 reference 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: 2.50
• 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	+	0.9857	98.57%
Caco-2	+	0.7076	70.76%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6582	65.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9545	95.45%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7449	74.49%
P-glycoprotein inhibitior	-	0.6034	60.34%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	+	0.7206	72.06%
CYP2C9 inhibition	-	0.6599	65.99%
CYP2C19 inhibition	+	0.9452	94.52%
CYP2D6 inhibition	+	0.5728	57.28%
CYP1A2 inhibition	+	0.9499	94.99%
CYP2C8 inhibition	-	0.6353	63.53%
CYP inhibitory promiscuity	+	0.8133	81.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3731	37.31%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.6276	62.76%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4033	40.33%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6068	60.68%
Acute Oral Toxicity (c)	II	0.5601	56.01%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.7815	78.15%
PPAR gamma	+	0.5394	53.94%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9426	94.26%

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	95.72%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.91%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.31%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.48%	94.03%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.59%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.79%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	82.63%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.54%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%

Plants that contains it

• Pilocarpus riedelianus

Cross-Links

• PubChem: 86173048
• LOTUS: LTS0046134
• wikiData: Q104201805