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

Details

• Internal ID: 0b4d043d-f1fa-487e-9dd8-6de2d2e28013
• 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) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)O)C(=C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)O)C(=C)C
• InChI: InChI=1S/C18H20O5/c1-6-10(4)18(21)23-17-13-7-12(11(5)19)14(20)8-15(13)22-16(17)9(2)3/h6-8,16-17,20H,2H2,1,3-5H3
• InChI Key: DECAFQNQVVPXBG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.7360	73.60%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.8983	89.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6692	66.92%
P-glycoprotein inhibitior	-	0.6705	67.05%
P-glycoprotein substrate	-	0.8297	82.97%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7072	70.72%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	+	0.5410	54.10%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	+	0.7188	71.88%
CYP2C8 inhibition	-	0.5729	57.29%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4281	42.81%
Eye corrosion	-	0.9561	95.61%
Eye irritation	-	0.5472	54.72%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5273	52.73%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5953	59.53%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.4637	46.37%
Estrogen receptor binding	+	0.5855	58.55%
Androgen receptor binding	-	0.5942	59.42%
Thyroid receptor binding	-	0.5280	52.80%
Glucocorticoid receptor binding	-	0.7178	71.78%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	-	0.5760	57.60%
Honey bee toxicity	-	0.6708	67.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	98.61%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.06%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.98%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.68%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.33%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.10%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Eupatorium cannabinum
• Hartwrightia floridana
• Liatris scariosa
• Ligularia fischeri
• Morithamnus crassus

Cross-Links

• PubChem: 169347
• LOTUS: LTS0037975
• wikiData: Q104977096