[(2S)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-4-yl)oxybutan-2-yl] acetate

Details

• Internal ID: 1de5455e-761a-444f-a691-d899ecbeda35
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: [(2S)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-4-yl)oxybutan-2-yl] acetate
• InChI: InChI=1S/C18H18O7/c1-10(19)24-15(18(2,3)21)9-23-17-11-4-5-16(20)25-14(11)8-13-12(17)6-7-22-13/h4-8,15,21H,9H2,1-3H3/t15-/m0/s1
• InChI Key: FIRPBVQSJRSDFK-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 95.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.62
• 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	+	0.9757	97.57%
Caco-2	+	0.5946	59.46%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	-	0.2551	25.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7397	73.97%
P-glycoprotein inhibitior	-	0.4599	45.99%
P-glycoprotein substrate	-	0.7085	70.85%
CYP3A4 substrate	+	0.5262	52.62%
CYP2C9 substrate	-	0.8175	81.75%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.5710	57.10%
CYP2C19 inhibition	-	0.6804	68.04%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.7513	75.13%
CYP2C8 inhibition	-	0.6229	62.29%
CYP inhibitory promiscuity	-	0.8254	82.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.8286	82.86%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8013	80.13%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.8283	82.83%
skin sensitisation	-	0.7987	79.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8175	81.75%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	+	0.8764	87.64%
Androgen receptor binding	+	0.8251	82.51%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.5796	57.96%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9567	95.67%

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	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.12%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.87%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.85%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.22%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.19%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.41%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.04%	97.21%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.93%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.65%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.26%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.01%	96.00%

Plants that contains it

• Prangos pabularia

Cross-Links

• PubChem: 163193611
• LOTUS: LTS0259106
• wikiData: Q104995834