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

Details

• Internal ID: 32dce629-d354-41dd-a53a-4ab1922b9a3e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2R,3S)-5-acetyl-6-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)OC)C(=C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H](OC2=CC(=C(C=C12)C(=O)C)OC)C(=C)C
• InChI: InChI=1S/C19H22O5/c1-7-11(4)19(21)24-18-14-8-13(12(5)20)15(22-6)9-16(14)23-17(18)10(2)3/h7-9,17-18H,2H2,1,3-6H3/b11-7-/t17-,18+/m1/s1
• InChI Key: GIHOQEXRAZGPDD-GCNOGIOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.8115	81.15%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5794	57.94%
P-glycoprotein inhibitior	-	0.4621	46.21%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.5070	50.70%
CYP2C9 inhibition	-	0.8614	86.14%
CYP2C19 inhibition	+	0.6703	67.03%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	+	0.8208	82.08%
CYP2C8 inhibition	+	0.4565	45.65%
CYP inhibitory promiscuity	+	0.7119	71.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.5870	58.70%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.5847	58.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.7298	72.98%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6284	62.84%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.5017	50.17%
Estrogen receptor binding	+	0.7741	77.41%
Androgen receptor binding	-	0.6132	61.32%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	-	0.5452	54.52%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	-	0.5485	54.85%
Honey bee toxicity	-	0.6358	63.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	96.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.27%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.32%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.62%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.83%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%

Plants that contains it

• Acritopappus morii
• Ziziphus jujuba

Cross-Links

• PubChem: 163186281
• LOTUS: LTS0050927
• wikiData: Q105180651