2-(2-Oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl 3-methylbutanoate

Details

• Internal ID: 52917023-9b83-4587-9e65-8e2db996a8ce
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 2-(2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• SMILES (Isomeric): CC(C)CC(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3
• InChI: InChI=1S/C19H22O5/c1-11(2)9-17(21)24-19(3,4)15-10-13-14(22-15)7-5-12-6-8-16(20)23-18(12)13/h5-8,11,15H,9-10H2,1-4H3
• InChI Key: WVSQICLNODAULX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.7863	78.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8228	82.28%
P-glycoprotein inhibitior	+	0.6142	61.42%
P-glycoprotein substrate	-	0.7644	76.44%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.7775	77.75%
CYP2C9 inhibition	-	0.6486	64.86%
CYP2C19 inhibition	-	0.5526	55.26%
CYP2D6 inhibition	-	0.8650	86.50%
CYP1A2 inhibition	-	0.6604	66.04%
CYP2C8 inhibition	-	0.8173	81.73%
CYP inhibitory promiscuity	-	0.6926	69.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4911	49.11%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8085	80.85%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7595	75.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.6148	61.48%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	+	0.6872	68.72%
Thyroid receptor binding	+	0.6142	61.42%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.6145	61.45%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.06%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.92%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.93%	91.11%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.05%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	85.31%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.13%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.57%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.79%	100.00%

Plants that contains it

• Cnidium monnieri
• Valeriana officinalis

Cross-Links

• PubChem: 5318684
• NPASS: NPC206478