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

Details

• Internal ID: 25f6950e-cfa0-4dd9-a8d0-a0666cf7a121
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 9-methoxy-4-(3-methylbut-2-enoyl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CC(=O)C1=C2C=CC(=O)OC2=C(C3=C1C=CO3)OC)C
• SMILES (Isomeric): CC(=CC(=O)C1=C2C=CC(=O)OC2=C(C3=C1C=CO3)OC)C
• InChI: InChI=1S/C17H14O5/c1-9(2)8-12(18)14-10-4-5-13(19)22-16(10)17(20-3)15-11(14)6-7-21-15/h4-8H,1-3H3
• InChI Key: RKUPGCCAMPFOAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.6933	69.33%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	-	0.2174	21.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4836	48.36%
P-glycoprotein inhibitior	-	0.4387	43.87%
P-glycoprotein substrate	-	0.8234	82.34%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	+	0.8066	80.66%
CYP2C9 inhibition	-	0.7133	71.33%
CYP2C19 inhibition	+	0.8275	82.75%
CYP2D6 inhibition	-	0.5569	55.69%
CYP1A2 inhibition	+	0.5892	58.92%
CYP2C8 inhibition	-	0.6320	63.20%
CYP inhibitory promiscuity	+	0.8107	81.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5919	59.19%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7001	70.01%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7161	71.61%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7722	77.22%
Acute Oral Toxicity (c)	III	0.4289	42.89%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	+	0.8162	81.62%
Thyroid receptor binding	+	0.5170	51.70%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.7596	75.96%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	97.79%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.97%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.55%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.33%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.76%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.89%	96.00%

Plants that contains it

• Esenbeckia grandiflora

Cross-Links

• PubChem: 163094837
• LOTUS: LTS0202857
• wikiData: Q105239273