4',5'-Dihydropsoralen

Details

• Internal ID: b5bc2dbe-9ea9-48f3-a3dc-4385c8c0f312
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C11H8O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-2,5-6H,3-4H2
• InChI Key: VXGRJERITKFWPL-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₃
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.047344113 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 7535-48-0
• 1I75S82SD2
• 7H-Furo(3,2-g)(1)benzopyran-7-one, 2,3-dihydro-
• Psoralen, derivative of
• UNII-1I75S82SD2
• SCHEMBL3277376
• DTXSID60226325
• VXGRJERITKFWPL-UHFFFAOYSA-N
• 2,3-DIHYDROFURO(3,2-G)CHROMEN-7-ONE
• 2,3-DIHYDRO-7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8709	87.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8240	82.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9524	95.24%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8739	87.39%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	-	0.6832	68.32%
CYP2C9 substrate	-	0.8420	84.20%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	+	0.7694	76.94%
CYP2C19 inhibition	+	0.8488	84.88%
CYP2D6 inhibition	+	0.5914	59.14%
CYP1A2 inhibition	+	0.8949	89.49%
CYP2C8 inhibition	-	0.9154	91.54%
CYP inhibitory promiscuity	-	0.6783	67.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9392	93.92%
Eye irritation	+	0.9582	95.82%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5300	53.00%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.5038	50.38%
Estrogen receptor binding	+	0.5770	57.70%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	-	0.7767	77.67%
Glucocorticoid receptor binding	-	0.6404	64.04%
Aromatase binding	+	0.7756	77.56%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7634	76.34%

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	95.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.71%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.12%	85.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.49%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.91%	86.33%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	80.66%	81.14%

Plants that contains it

• Ficus carica

Cross-Links

• PubChem: 151467
• LOTUS: LTS0111260
• wikiData: Q83105704