(2R)-2-(1,3-benzodioxol-5-yl)-2,3-dihydrofuro[2,3-h]chromen-4-one

Details

• Internal ID: 0602b942-a552-4388-bc25-90ea12e7e045
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: (2R)-2-(1,3-benzodioxol-5-yl)-2,3-dihydrofuro[2,3-h]chromen-4-one
• InChI: InChI=1S/C18H12O5/c19-13-8-16(10-1-3-15-17(7-10)22-9-21-15)23-18-11(13)2-4-14-12(18)5-6-20-14/h1-7,16H,8-9H2/t16-/m1/s1
• InChI Key: SXFFQMAXCHJUIA-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.06847348 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6009	60.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7678	76.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7163	71.63%
P-glycoprotein inhibitior	+	0.7688	76.88%
P-glycoprotein substrate	-	0.8443	84.43%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7529	75.29%
CYP3A4 inhibition	+	0.7898	78.98%
CYP2C9 inhibition	+	0.6467	64.67%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	+	0.5778	57.78%
CYP1A2 inhibition	+	0.7529	75.29%
CYP2C8 inhibition	-	0.7853	78.53%
CYP inhibitory promiscuity	+	0.7349	73.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4772	47.72%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.4940	49.40%
Skin irritation	-	0.6270	62.70%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3598	35.98%
Micronuclear	+	0.7333	73.33%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	-	0.7188	71.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5881	58.81%
Acute Oral Toxicity (c)	III	0.6109	61.09%
Estrogen receptor binding	+	0.9480	94.80%
Androgen receptor binding	+	0.7337	73.37%
Thyroid receptor binding	+	0.5854	58.54%
Glucocorticoid receptor binding	+	0.7426	74.26%
Aromatase binding	+	0.6735	67.35%
PPAR gamma	+	0.8039	80.39%
Honey bee toxicity	-	0.6804	68.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8785	87.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.33%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.01%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.02%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	93.17%	92.51%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.35%	82.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.57%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.26%	80.96%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.36%	85.00%

Plants that contains it

• Lonchocarpus heptaphyllus

Cross-Links

• PubChem: 163044678
• LOTUS: LTS0196366
• wikiData: Q105263093