2-(6-Acetyl-5-hydroxy-1-benzofuran-2-yl)propyl 3-methylbutanoate

Details

• Internal ID: 29abab71-fe7d-4df4-a765-a3a4b2bc9072
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-(6-acetyl-5-hydroxy-1-benzofuran-2-yl)propyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC(C)C1=CC2=CC(=C(C=C2O1)C(=O)C)O
• SMILES (Isomeric): CC(C)CC(=O)OCC(C)C1=CC2=CC(=C(C=C2O1)C(=O)C)O
• InChI: InChI=1S/C18H22O5/c1-10(2)5-18(21)22-9-11(3)16-7-13-6-15(20)14(12(4)19)8-17(13)23-16/h6-8,10-11,20H,5,9H2,1-4H3
• InChI Key: HVJJUTRMYHBMSA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.6312	63.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8440	84.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6941	69.41%
P-glycoprotein inhibitior	-	0.4713	47.13%
P-glycoprotein substrate	-	0.6611	66.11%
CYP3A4 substrate	-	0.5189	51.89%
CYP2C9 substrate	+	0.8175	81.75%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	+	0.7318	73.18%
CYP2C19 inhibition	+	0.5617	56.17%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	+	0.7669	76.69%
CYP2C8 inhibition	-	0.8260	82.60%
CYP inhibitory promiscuity	-	0.7858	78.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.8806	88.06%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4834	48.34%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.7228	72.28%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6465	64.65%
Acute Oral Toxicity (c)	III	0.5085	50.85%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.5803	58.03%
Thyroid receptor binding	-	0.5856	58.56%
Glucocorticoid receptor binding	+	0.7281	72.81%
Aromatase binding	+	0.7197	71.97%
PPAR gamma	+	0.5539	55.39%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8050	80.50%
Fish aquatic toxicity	+	0.9944	99.44%

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	97.50%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.58%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.19%	97.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.56%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.54%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.31%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.91%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.41%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.30%	85.14%

Plants that contains it

• Ageratum houstonianum
• Eupatorium cannabinum

Cross-Links

• PubChem: 14186903
• LOTUS: LTS0185339
• wikiData: Q105034303