4-[(3,3-Dimethyl-2-oxiranyl)methyl]-9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one

Details

• Internal ID: 3403057e-c02d-4923-ab49-3eacbe04a532
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 4-[(3,3-dimethyloxiran-2-yl)methyl]-9-methoxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC1(C(O1)CC2=C3C=CC(=O)OC3=C(C4=C2C=CO4)OC)C
• SMILES (Isomeric): CC1(C(O1)CC2=C3C=CC(=O)OC3=C(C4=C2C=CO4)OC)C
• InChI: InChI=1S/C17H16O5/c1-17(2)12(22-17)8-11-9-4-5-13(18)21-15(9)16(19-3)14-10(11)6-7-20-14/h4-7,12H,8H2,1-3H3
• InChI Key: DYTDXCDHHYDPRO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 61.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 4-[(3,3-Dimethyl-2-oxiranyl)methyl]-9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
• 10523-62-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.6553	65.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5499	54.99%
P-glycoprotein inhibitior	-	0.6036	60.36%
P-glycoprotein substrate	-	0.7752	77.52%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8114	81.14%
CYP3A4 inhibition	+	0.6099	60.99%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	+	0.5205	52.05%
CYP2D6 inhibition	-	0.8139	81.39%
CYP1A2 inhibition	-	0.7093	70.93%
CYP2C8 inhibition	+	0.5457	54.57%
CYP inhibitory promiscuity	-	0.6189	61.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4076	40.76%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.7517	75.17%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7591	75.91%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7376	73.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8235	82.35%
Acute Oral Toxicity (c)	III	0.5161	51.61%
Estrogen receptor binding	+	0.8468	84.68%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	+	0.6850	68.50%
PPAR gamma	+	0.6943	69.43%
Honey bee toxicity	-	0.7742	77.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9498	94.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.73%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	92.73%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.81%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.81%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.53%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.09%	97.28%
CHEMBL1871	P10275	Androgen Receptor	82.83%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%

Plants that contains it

• Thamnosma texana

Cross-Links

• PubChem: 14991976
• LOTUS: LTS0064404
• wikiData: Q104991560