4-Ethoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol

Details

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Internal ID 2630e3a3-e124-4b2d-acde-97c7f0f50bf0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 4-ethoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol
SMILES (Canonical) CCOC1C2=C(CC3(C1(C(CCC3)C)C)O)OC=C2C
SMILES (Isomeric) CCOC1C2=C(CC3(C1(C(CCC3)C)C)O)OC=C2C
InChI InChI=1S/C17H26O3/c1-5-19-15-14-11(2)10-20-13(14)9-17(18)8-6-7-12(3)16(15,17)4/h10,12,15,18H,5-9H2,1-4H3
InChI Key RLRWPRQGRHRIES-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H26O3
Molecular Weight 278.40 g/mol
Exact Mass 278.18819469 g/mol
Topological Polar Surface Area (TPSA) 42.60 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Ethoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8726 87.26%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6117 61.17%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7291 72.91%
BSEP inhibitior - 0.6771 67.71%
P-glycoprotein inhibitior - 0.8347 83.47%
P-glycoprotein substrate - 0.8300 83.00%
CYP3A4 substrate + 0.6134 61.34%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.7026 70.26%
CYP3A4 inhibition - 0.6302 63.02%
CYP2C9 inhibition + 0.6413 64.13%
CYP2C19 inhibition + 0.5996 59.96%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.6979 69.79%
CYP2C8 inhibition + 0.4689 46.89%
CYP inhibitory promiscuity - 0.5513 55.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6127 61.27%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.7633 76.33%
Skin irritation - 0.7464 74.64%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.7079 70.79%
Human Ether-a-go-go-Related Gene inhibition - 0.5730 57.30%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5567 55.67%
skin sensitisation - 0.8734 87.34%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8410 84.10%
Acute Oral Toxicity (c) III 0.4931 49.31%
Estrogen receptor binding + 0.8177 81.77%
Androgen receptor binding + 0.6183 61.83%
Thyroid receptor binding + 0.6952 69.52%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.5696 56.96%
PPAR gamma + 0.6450 64.50%
Honey bee toxicity - 0.8600 86.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9809 98.09%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.58% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.83% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.34% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.71% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.37% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.76% 95.34%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.50% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 82.75% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.66% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.57% 90.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.17% 96.21%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.13% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.10% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.98% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.51% 86.33%

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.
Farfugium japonicum
Ligularia kanaitzensis
Ligularia lamarum
Ligularia subspicata

Cross-Links

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PubChem 162984442
LOTUS LTS0247123
wikiData Q105240475