4-[3-(5,5-Dimethyl-4-oxofuran-2-yl)-3-hydroxybutoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: 011ec019-6dd8-4d1b-aac0-9f48f1c497ca
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[3-(5,5-dimethyl-4-oxofuran-2-yl)-3-hydroxybutoxy]furo[3,2-g]chromen-7-one
• InChI: InChI=1S/C21H20O7/c1-20(2)16(22)11-17(28-20)21(3,24)7-9-26-19-12-4-5-18(23)27-15(12)10-14-13(19)6-8-25-14/h4-6,8,10-11,24H,7,9H2,1-3H3
• InChI Key: XMZIWYVGSYCTAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 95.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.6205	62.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	-	0.2457	24.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8045	80.45%
P-glycoprotein inhibitior	+	0.6982	69.82%
P-glycoprotein substrate	-	0.6340	63.40%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.5638	56.38%
CYP2C9 inhibition	-	0.6641	66.41%
CYP2C19 inhibition	-	0.8172	81.72%
CYP2D6 inhibition	-	0.8814	88.14%
CYP1A2 inhibition	-	0.7061	70.61%
CYP2C8 inhibition	+	0.6655	66.55%
CYP inhibitory promiscuity	-	0.8089	80.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4886	48.86%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8566	85.66%
Skin irritation	-	0.7125	71.25%
Skin corrosion	-	0.9208	92.08%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7875	78.75%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	+	0.6729	67.29%
skin sensitisation	-	0.8064	80.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8879	88.79%
Acute Oral Toxicity (c)	III	0.4259	42.59%
Estrogen receptor binding	+	0.8775	87.75%
Androgen receptor binding	+	0.8636	86.36%
Thyroid receptor binding	+	0.7230	72.30%
Glucocorticoid receptor binding	+	0.8305	83.05%
Aromatase binding	+	0.6124	61.24%
PPAR gamma	+	0.6871	68.71%
Honey bee toxicity	-	0.8110	81.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.92%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.26%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	92.13%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.76%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.89%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.54%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.53%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.82%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.14%	80.78%

Plants that contains it

• Dorstenia elliptica

Cross-Links

• PubChem: 12997757
• LOTUS: LTS0152851
• wikiData: Q105331525