(2R,3aR,7aS)-2-(3,4-dimethoxyphenyl)-7a-hydroxy-3a-prop-2-enyl-3,4-dihydro-2H-1-benzofuran-7-one

Details

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Internal ID 47f6fe82-df36-4dc4-a9ad-6f76c4452d46
Taxonomy Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
IUPAC Name (2R,3aR,7aS)-2-(3,4-dimethoxyphenyl)-7a-hydroxy-3a-prop-2-enyl-3,4-dihydro-2H-1-benzofuran-7-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2CC3(CC=CC(=O)C3(O2)O)CC=C)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)[C@H]2C[C@]3(CC=CC(=O)[C@]3(O2)O)CC=C)OC
InChI InChI=1S/C19H22O5/c1-4-9-18-10-5-6-17(20)19(18,21)24-16(12-18)13-7-8-14(22-2)15(11-13)23-3/h4-8,11,16,21H,1,9-10,12H2,2-3H3/t16-,18-,19-/m1/s1
InChI Key MDAFJZZXGONJGA-BHIYHBOVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O5
Molecular Weight 330.40 g/mol
Exact Mass 330.14672380 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 5
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 (2R,3aR,7aS)-2-(3,4-dimethoxyphenyl)-7a-hydroxy-3a-prop-2-enyl-3,4-dihydro-2H-1-benzofuran-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 + 0.7241 72.41%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7821 78.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9182 91.82%
OATP1B3 inhibitior + 0.8470 84.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6448 64.48%
P-glycoprotein inhibitior - 0.5443 54.43%
P-glycoprotein substrate - 0.7229 72.29%
CYP3A4 substrate + 0.6115 61.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8246 82.46%
CYP3A4 inhibition + 0.8531 85.31%
CYP2C9 inhibition + 0.6910 69.10%
CYP2C19 inhibition + 0.6024 60.24%
CYP2D6 inhibition - 0.8697 86.97%
CYP1A2 inhibition - 0.7901 79.01%
CYP2C8 inhibition - 0.6010 60.10%
CYP inhibitory promiscuity + 0.7601 76.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.3747 37.47%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.7289 72.89%
Skin corrosion - 0.9087 90.87%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4465 44.65%
Micronuclear + 0.6677 66.77%
Hepatotoxicity - 0.6073 60.73%
skin sensitisation - 0.7923 79.23%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5461 54.61%
Acute Oral Toxicity (c) III 0.4475 44.75%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.5463 54.63%
Thyroid receptor binding + 0.7413 74.13%
Glucocorticoid receptor binding + 0.6537 65.37%
Aromatase binding + 0.6689 66.89%
PPAR gamma + 0.6518 65.18%
Honey bee toxicity - 0.8829 88.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.90% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.88% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.93% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.99% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.64% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.20% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.47% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.97% 97.14%
CHEMBL4530 P00488 Coagulation factor XIII 84.33% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.79% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.27% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.58% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.18% 92.62%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.78% 92.38%

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.
Ocotea catharinensis

Cross-Links

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PubChem 101619553
LOTUS LTS0076234
wikiData Q105161558