Ethoxyclusin

Details

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Internal ID c3c120f2-e611-44c1-b391-d629b688f654
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactols
IUPAC Name (3R,4R)-4-[(7-ethoxy-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol
SMILES (Canonical) CCOC1=CC(=CC2=C1OCO2)CC3COC(C3CC4=CC(=C(C(=C4)OC)OC)OC)O
SMILES (Isomeric) CCOC1=CC(=CC2=C1OCO2)C[C@H]3COC([C@@H]3CC4=CC(=C(C(=C4)OC)OC)OC)O
InChI InChI=1S/C24H30O8/c1-5-29-20-10-14(11-21-23(20)32-13-31-21)6-16-12-30-24(25)17(16)7-15-8-18(26-2)22(28-4)19(9-15)27-3/h8-11,16-17,24-25H,5-7,12-13H2,1-4H3/t16-,17+,24?/m0/s1
InChI Key PPKABVGOUVBEEX-HSQXHLSASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O8
Molecular Weight 446.50 g/mol
Exact Mass 446.19406791 g/mol
Topological Polar Surface Area (TPSA) 84.80 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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CHEMBL480295
D0A1SJ
BDBM50259872

2D Structure

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2D Structure of Ethoxyclusin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9675 96.75%
Caco-2 + 0.6348 63.48%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7277 72.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9337 93.37%
OATP1B3 inhibitior + 0.9588 95.88%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9706 97.06%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate - 0.6058 60.58%
CYP3A4 substrate + 0.6360 63.60%
CYP2C9 substrate - 0.8114 81.14%
CYP2D6 substrate - 0.7024 70.24%
CYP3A4 inhibition + 0.8649 86.49%
CYP2C9 inhibition + 0.8421 84.21%
CYP2C19 inhibition + 0.8874 88.74%
CYP2D6 inhibition - 0.7753 77.53%
CYP1A2 inhibition + 0.5331 53.31%
CYP2C8 inhibition + 0.6235 62.35%
CYP inhibitory promiscuity + 0.8418 84.18%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4761 47.61%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8874 88.74%
Skin irritation - 0.8218 82.18%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8362 83.62%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7780 77.80%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7996 79.96%
Acute Oral Toxicity (c) III 0.5292 52.92%
Estrogen receptor binding + 0.8143 81.43%
Androgen receptor binding + 0.5540 55.40%
Thyroid receptor binding + 0.5942 59.42%
Glucocorticoid receptor binding + 0.6777 67.77%
Aromatase binding - 0.5812 58.12%
PPAR gamma + 0.7674 76.74%
Honey bee toxicity - 0.6490 64.90%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5149 51.49%
Fish aquatic toxicity + 0.9862 98.62%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL340 P08684 Cytochrome P450 3A4 440 nM
IC50
PMID: 15679319

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.68% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.27% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.11% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.91% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 89.91% 83.82%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.14% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.95% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.81% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.60% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.31% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL2581 P07339 Cathepsin D 84.87% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.19% 83.57%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.15% 94.80%
CHEMBL4208 P20618 Proteasome component C5 82.85% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.97% 97.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.43% 89.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.36% 82.67%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.68% 90.71%

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.
Piper cubeba

Cross-Links

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PubChem 44575400
NPASS NPC226547
ChEMBL CHEMBL480295
LOTUS LTS0152882
wikiData Q104399136