9-Hydroxy-4-(3-methyl-2-oxobutoxy)furo[3,2-g]chromen-7-one

Details

• Internal ID: 4ec0cb00-f699-4d39-a80a-4bf244575641
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-hydroxypsoralens
• IUPAC Name: 9-hydroxy-4-(3-methyl-2-oxobutoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)C(=O)COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O
• SMILES (Isomeric): CC(C)C(=O)COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O
• InChI: InChI=1S/C16H14O6/c1-8(2)11(17)7-21-14-9-3-4-12(18)22-16(9)13(19)15-10(14)5-6-20-15/h3-6,8,19H,7H2,1-2H3
• InChI Key: KGWXNHPCJQBFOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.6511	65.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	-	0.3203	32.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6124	61.24%
P-glycoprotein inhibitior	-	0.7177	71.77%
P-glycoprotein substrate	-	0.7578	75.78%
CYP3A4 substrate	-	0.5344	53.44%
CYP2C9 substrate	-	0.5821	58.21%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.5151	51.51%
CYP2C19 inhibition	-	0.6266	62.66%
CYP2D6 inhibition	-	0.7685	76.85%
CYP1A2 inhibition	-	0.6978	69.78%
CYP2C8 inhibition	-	0.7207	72.07%
CYP inhibitory promiscuity	-	0.7279	72.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5573	55.73%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.7490	74.90%
Skin irritation	-	0.8194	81.94%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6470	64.70%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	+	0.8158	81.58%
skin sensitisation	-	0.7790	77.90%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8675	86.75%
Acute Oral Toxicity (c)	III	0.7032	70.32%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.6806	68.06%
Thyroid receptor binding	-	0.5272	52.72%
Glucocorticoid receptor binding	+	0.6485	64.85%
Aromatase binding	+	0.7269	72.69%
PPAR gamma	+	0.8079	80.79%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9486	94.86%

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	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.51%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.05%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.66%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.79%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.67%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.71%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.14%	90.71%

Plants that contains it

• Niphogeton ternata

Cross-Links

• PubChem: 163023120
• LOTUS: LTS0019009
• wikiData: Q105141016