[(2R,3S)-5-acetyl-6-hydroxy-7-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 3d279c11-9648-4e7c-a4bc-60d573bd7171
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2R,3S)-5-acetyl-6-hydroxy-7-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C19H22O6/c1-7-10(4)19(22)25-16-13-8-12(11(5)20)14(21)18(23-6)17(13)24-15(16)9(2)3/h7-8,15-16,21H,2H2,1,3-6H3/b10-7-/t15-,16+/m1/s1
• InChI Key: AEOPRIJRFYKAQT-SELBCVKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 6
• 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	+	0.9889	98.89%
Caco-2	+	0.6981	69.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7962	79.62%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6038	60.38%
P-glycoprotein substrate	-	0.7519	75.19%
CYP3A4 substrate	+	0.5725	57.25%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6301	63.01%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	+	0.6483	64.83%
CYP2C8 inhibition	+	0.5251	52.51%
CYP inhibitory promiscuity	-	0.5466	54.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4146	41.46%
Eye corrosion	-	0.9544	95.44%
Eye irritation	-	0.5865	58.65%
Skin irritation	-	0.6984	69.84%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6132	61.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.5849	58.49%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.6851	68.51%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7127	71.27%
Acute Oral Toxicity (c)	II	0.6101	61.01%
Estrogen receptor binding	+	0.7009	70.09%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5998	59.98%
Glucocorticoid receptor binding	-	0.6471	64.71%
Aromatase binding	-	0.6123	61.23%
PPAR gamma	+	0.5530	55.30%
Honey bee toxicity	-	0.6564	65.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.57%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	86.44%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.90%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.50%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%

Plants that contains it

• Disynaphia halimifolia

Cross-Links

• PubChem: 163194773
• LOTUS: LTS0197916
• wikiData: Q104910288