(5-Acetyl-6-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 3-methylbutanoate

Details

• Internal ID: 32c98e5d-65ac-42ca-a752-112614d88763
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (5-acetyl-6-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)O)C(=C)C
• SMILES (Isomeric): CC(C)CC(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)O)C(=C)C
• InChI: InChI=1S/C18H22O5/c1-9(2)6-16(21)23-18-13-7-12(11(5)19)14(20)8-15(13)22-17(18)10(3)4/h7-9,17-18,20H,3,6H2,1-2,4-5H3
• InChI Key: BOJDQFPKZMFDKY-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): 72.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.5404	54.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7016	70.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.8233	82.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6786	67.86%
P-glycoprotein inhibitior	-	0.7391	73.91%
P-glycoprotein substrate	-	0.6790	67.90%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	+	0.6173	61.73%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.7066	70.66%
CYP2C9 inhibition	+	0.5075	50.75%
CYP2C19 inhibition	+	0.6198	61.98%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	+	0.6078	60.78%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	-	0.5391	53.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5019	50.19%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.5842	58.42%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5957	59.57%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5074	50.74%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6476	64.76%
Acute Oral Toxicity (c)	III	0.4105	41.05%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5639	56.39%
Thyroid receptor binding	-	0.5776	57.76%
Glucocorticoid receptor binding	-	0.6442	64.42%
Aromatase binding	-	0.5152	51.52%
PPAR gamma	-	0.5590	55.90%
Honey bee toxicity	-	0.7534	75.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.92%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.90%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.13%	97.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.03%	99.15%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.20%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.14%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.62%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.96%	96.95%

Plants that contains it

• Encelia canescens

Cross-Links

• PubChem: 163065970
• LOTUS: LTS0104368
• wikiData: Q104939254