[8-(2-Acetyloxypropan-2-yl)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] acetate

Details

• Internal ID: 02f509c8-bea6-457d-88ec-32878c85e8b2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: [8-(2-acetyloxypropan-2-yl)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1C(OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)OC(=O)C
• InChI: InChI=1S/C18H18O7/c1-9(19)22-16-14-12(23-17(16)18(3,4)25-10(2)20)7-5-11-6-8-13(21)24-15(11)14/h5-8,16-17H,1-4H3
• InChI Key: CCWSYXLJKBFVDL-UHFFFAOYSA-N
• Popularity: 0 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): 88.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 7
• 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	+	0.9804	98.04%
Caco-2	-	0.5897	58.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6479	64.79%
P-glycoprotein inhibitior	+	0.7258	72.58%
P-glycoprotein substrate	-	0.8129	81.29%
CYP3A4 substrate	+	0.5189	51.89%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.5084	50.84%
CYP2C9 inhibition	-	0.7001	70.01%
CYP2C19 inhibition	+	0.5362	53.62%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	+	0.5894	58.94%
CYP2C8 inhibition	-	0.7522	75.22%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.3673	36.73%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7512	75.12%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.7984	79.84%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	-	0.6349	63.49%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	+	0.6017	60.17%
PPAR gamma	+	0.5726	57.26%
Honey bee toxicity	-	0.8040	80.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.67%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.62%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.02%	95.71%

Plants that contains it

• Tordylium apulum

Cross-Links

• PubChem: 85087488
• LOTUS: LTS0139512
• wikiData: Q104953906