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

Details

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Internal ID 529deee9-827c-4c65-9258-84fdf6ee377c
Taxonomy Benzenoids > Benzene and substituted derivatives > Acetophenones
IUPAC Name [(2S,3R)-5-acetyl-2-(2-hydroxypropan-2-yl)-6-methoxy-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(OC2=CC(=C(C=C12)C(=O)C)OC)C(C)(C)O
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)O
InChI InChI=1S/C19H24O6/c1-7-10(2)18(21)25-16-13-8-12(11(3)20)14(23-6)9-15(13)24-17(16)19(4,5)22/h7-9,16-17,22H,1-6H3/b10-7+/t16-,17+/m1/s1
InChI Key VQAQKFCCZBQUKJ-CFMJQPPZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H24O6
Molecular Weight 348.40 g/mol
Exact Mass 348.15728848 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R)-5-acetyl-2-(2-hydroxypropan-2-yl)-6-methoxy-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 + 0.8001 80.01%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7445 74.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9238 92.38%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4598 45.98%
P-glycoprotein inhibitior - 0.4414 44.14%
P-glycoprotein substrate - 0.7889 78.89%
CYP3A4 substrate + 0.5579 55.79%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition - 0.5816 58.16%
CYP2C9 inhibition - 0.6515 65.15%
CYP2C19 inhibition - 0.5493 54.93%
CYP2D6 inhibition - 0.9099 90.99%
CYP1A2 inhibition + 0.5147 51.47%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.5146 51.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Danger 0.4692 46.92%
Eye corrosion - 0.9718 97.18%
Eye irritation - 0.8023 80.23%
Skin irritation - 0.7061 70.61%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7403 74.03%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.7058 70.58%
Respiratory toxicity - 0.8000 80.00%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.5953 59.53%
Acute Oral Toxicity (c) III 0.4676 46.76%
Estrogen receptor binding + 0.9007 90.07%
Androgen receptor binding - 0.6392 63.92%
Thyroid receptor binding + 0.5437 54.37%
Glucocorticoid receptor binding + 0.5538 55.38%
Aromatase binding - 0.5482 54.82%
PPAR gamma + 0.6219 62.19%
Honey bee toxicity - 0.7618 76.18%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9835 98.35%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 95.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.65% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.46% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.22% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.11% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.40% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 85.26% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 84.92% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.77% 95.56%
CHEMBL2535 P11166 Glucose transporter 84.52% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.43% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.25% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.06% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.63% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.53% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ageratina pichinchensis

Cross-Links

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PubChem 163190534
LOTUS LTS0204088
wikiData Q105291147