2-(9-Hydroxy-2-oxo-8,9-dihydrouro[2,3-h]chromen-8-yl)propan-2-yl acetate

Details

• Internal ID: e9200d8d-d867-4d08-8e8e-1d8c5773f7d7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 2-(9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl acetate
• SMILES (Canonical): CC(=O)OC(C)(C)C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O
• SMILES (Isomeric): CC(=O)OC(C)(C)C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O
• InChI: InChI=1S/C16H16O6/c1-8(17)22-16(2,3)15-13(19)12-10(20-15)6-4-9-5-7-11(18)21-14(9)12/h4-7,13,15,19H,1-3H3
• InChI Key: GZMKMMSCOHLOLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-(9-hydroxy-2-oxo-8,9-dihydrouro[2,3-h]chromen-8-yl)propan-2-yl acetate
• 2-{9-hydroxy-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.8979	89.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5243	52.43%
P-glycoprotein inhibitior	-	0.4445	44.45%
P-glycoprotein substrate	-	0.8604	86.04%
CYP3A4 substrate	-	0.5094	50.94%
CYP2C9 substrate	-	0.8175	81.75%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.6670	66.70%
CYP2C9 inhibition	-	0.6513	65.13%
CYP2C19 inhibition	-	0.7233	72.33%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.6234	62.34%
CYP2C8 inhibition	-	0.8431	84.31%
CYP inhibitory promiscuity	-	0.7510	75.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4139	41.39%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4264	42.64%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5220	52.20%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.6112	61.12%
Thyroid receptor binding	-	0.6134	61.34%
Glucocorticoid receptor binding	+	0.5718	57.18%
Aromatase binding	+	0.7552	75.52%
PPAR gamma	-	0.5375	53.75%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9820	98.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.10%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.62%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.38%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%

Plants that contains it

• Tordylium apulum

Cross-Links

• PubChem: 131835378
• LOTUS: LTS0002766
• wikiData: Q105024451