4,9-Dimethoxy-6-(3-methylbut-2-enyl)furo[3,2-g]chromen-7-one

Details

• Internal ID: 313028a0-1dba-4e6e-bee3-982a73a139d1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 4,9-dimethoxy-6-(3-methylbut-2-enyl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCC1=CC2=C(C3=C(C(=C2OC1=O)OC)OC=C3)OC)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C3=C(C(=C2OC1=O)OC)OC=C3)OC)C
• InChI: InChI=1S/C18H18O5/c1-10(2)5-6-11-9-13-14(20-3)12-7-8-22-15(12)17(21-4)16(13)23-18(11)19/h5,7-9H,6H2,1-4H3
• InChI Key: OHPPUYMAEOCFNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.9186	91.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6006	60.06%
P-glycoprotein inhibitior	+	0.6463	64.63%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	+	0.6396	63.96%
CYP2C9 inhibition	-	0.5736	57.36%
CYP2C19 inhibition	+	0.9477	94.77%
CYP2D6 inhibition	-	0.5984	59.84%
CYP1A2 inhibition	+	0.7999	79.99%
CYP2C8 inhibition	-	0.6402	64.02%
CYP inhibitory promiscuity	+	0.9348	93.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4467	44.67%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.4791	47.91%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7771	77.71%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7284	72.84%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7897	78.97%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	+	0.7625	76.25%
Androgen receptor binding	+	0.6933	69.33%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	+	0.7348	73.48%
Aromatase binding	+	0.7178	71.78%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.89%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.69%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.41%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.40%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.81%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.09%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.14%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.91%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.19%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.09%	97.28%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 12044293
• LOTUS: LTS0170899
• wikiData: Q105192200