4,6-dihydroxy-5-(3-methylbut-2-enyl)-7-(2-methylpropanoyl)-3H-1-benzofuran-2-one

Details

• Internal ID: 5ac0be90-27d3-468a-bdf7-9e5546b02664
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4,6-dihydroxy-5-(3-methylbut-2-enyl)-7-(2-methylpropanoyl)-3H-1-benzofuran-2-one
• SMILES (Canonical): CC(C)C(=O)C1=C2C(=C(C(=C1O)CC=C(C)C)O)CC(=O)O2
• SMILES (Isomeric): CC(C)C(=O)C1=C2C(=C(C(=C1O)CC=C(C)C)O)CC(=O)O2
• InChI: InChI=1S/C17H20O5/c1-8(2)5-6-10-15(20)11-7-12(18)22-17(11)13(16(10)21)14(19)9(3)4/h5,9,20-21H,6-7H2,1-4H3
• InChI Key: JRPKKUNUGNXHLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.9023	90.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6150	61.50%
P-glycoprotein inhibitior	-	0.7723	77.23%
P-glycoprotein substrate	-	0.8257	82.57%
CYP3A4 substrate	-	0.5164	51.64%
CYP2C9 substrate	+	0.6398	63.98%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	+	0.5416	54.16%
CYP2C19 inhibition	-	0.5352	53.52%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	+	0.6821	68.21%
CYP2C8 inhibition	-	0.9126	91.26%
CYP inhibitory promiscuity	+	0.5087	50.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.6768	67.68%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4752	47.52%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6025	60.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.3954	39.54%
Estrogen receptor binding	+	0.7316	73.16%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6255	62.55%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.5559	55.59%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	99.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.92%	89.34%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.05%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.44%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.52%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.63%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%

Plants that contains it

• Anaphalis lactea

Cross-Links

• PubChem: 162894423
• LOTUS: LTS0218945
• wikiData: Q105134030