4-Methoxy-9-(2-methoxy-3-methylbutoxy)furo[3,2-g]chromen-7-one

Details

• Internal ID: 6c17e129-475a-4ae6-8b79-c15a5ad2b090
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 4-methoxy-9-(2-methoxy-3-methylbutoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)C(COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2)OC
• SMILES (Isomeric): CC(C)C(COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2)OC
• InChI: InChI=1S/C18H20O6/c1-10(2)13(20-3)9-23-18-16-12(7-8-22-16)15(21-4)11-5-6-14(19)24-17(11)18/h5-8,10,13H,9H2,1-4H3
• InChI Key: KEOFOHNLDLZSGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 67.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.7670	76.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7424	74.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	-	0.2772	27.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	+	0.5976	59.76%
P-glycoprotein substrate	-	0.7470	74.70%
CYP3A4 substrate	-	0.5143	51.43%
CYP2C9 substrate	-	0.6742	67.42%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.7709	77.09%
CYP2C9 inhibition	-	0.6609	66.09%
CYP2C19 inhibition	+	0.6515	65.15%
CYP2D6 inhibition	+	0.5344	53.44%
CYP1A2 inhibition	+	0.5435	54.35%
CYP2C8 inhibition	-	0.8010	80.10%
CYP inhibitory promiscuity	+	0.5642	56.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5181	51.81%
Eye corrosion	-	0.9693	96.93%
Eye irritation	-	0.8418	84.18%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6568	65.68%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7495	74.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8118	81.18%
Acute Oral Toxicity (c)	III	0.7140	71.40%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.8101	81.01%
Aromatase binding	+	0.7722	77.22%
PPAR gamma	+	0.7079	70.79%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8994	89.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	92.55%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.14%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.03%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.69%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.41%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.36%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.12%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.96%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	80.78%	83.82%

Plants that contains it

• Angelica pachycarpa

Cross-Links

• PubChem: 163061711
• LOTUS: LTS0152374
• wikiData: Q105140082