[(2S,3R)-5-acetyl-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: bdcffb3b-52a9-4dfc-8c4f-873f5717e495
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2S,3R)-5-acetyl-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=C1C=C(C=C2)C(=O)C)C(C)(C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@H](OC2=C1C=C(C=C2)C(=O)C)C(C)(C)O
• InChI: InChI=1S/C18H22O5/c1-6-10(2)17(20)23-15-13-9-12(11(3)19)7-8-14(13)22-16(15)18(4,5)21/h6-9,15-16,21H,1-5H3/b10-6+/t15-,16+/m1/s1
• InChI Key: FQXIHYUDYIZZGU-ZLAMNEIASA-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: 2.30
• Atomic LogP (AlogP): 2.97
• 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	+	0.9918	99.18%
Caco-2	+	0.7328	73.28%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5259	52.59%
P-glycoprotein inhibitior	-	0.5401	54.01%
P-glycoprotein substrate	-	0.8237	82.37%
CYP3A4 substrate	+	0.5242	52.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.5378	53.78%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	+	0.6138	61.38%
CYP2C8 inhibition	+	0.6020	60.20%
CYP inhibitory promiscuity	+	0.5413	54.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4012	40.12%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.7997	79.97%
Skin irritation	-	0.6635	66.35%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7423	74.23%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.6225	62.25%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.5342	53.42%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	-	0.5949	59.49%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	-	0.5718	57.18%
Aromatase binding	-	0.6130	61.30%
PPAR gamma	-	0.6010	60.10%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5852	58.52%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.87%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.82%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.83%	91.19%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.51%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.45%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.97%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.29%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.60%	95.71%

Plants that contains it

• Ageratina pichinchensis

Cross-Links

• PubChem: 163187938
• LOTUS: LTS0030867
• wikiData: Q104999980