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ethyl (E,3R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-4-formylhex-4-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7ae0dfb6-624d-454a-8b95-1e7f5c3ddf6e
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name ethyl (E,3R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-4-formylhex-4-enoate
SMILES (Canonical) CCOC(=O)CC(CC1OCC2C(O1)C(C(C(O2)OCCC3=CC=C(C=C3)O)O)O)C(=CC)C=O
SMILES (Isomeric) CCOC(=O)C[C@@H](C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)OCCC3=CC=C(C=C3)O)O)O)/C(=C\C)/C=O
InChI InChI=1S/C25H34O10/c1-3-16(13-26)17(11-20(28)31-4-2)12-21-33-14-19-24(35-21)22(29)23(30)25(34-19)32-10-9-15-5-7-18(27)8-6-15/h3,5-8,13,17,19,21-25,27,29-30H,4,9-12,14H2,1-2H3/b16-3-/t17-,19+,21+,22+,23+,24+,25+/m0/s1
InChI Key AYZCBQNBHQBRIG-QKTSWWOXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O10
Molecular Weight 494.50 g/mol
Exact Mass 494.21519728 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of ethyl (E,3R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-4-formylhex-4-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7370 73.70%
Caco-2 - 0.8126 81.26%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8777 87.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8333 83.33%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6293 62.93%
P-glycoprotein inhibitior - 0.4613 46.13%
P-glycoprotein substrate + 0.5399 53.99%
CYP3A4 substrate + 0.6714 67.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition - 0.8013 80.13%
CYP2C9 inhibition - 0.7075 70.75%
CYP2C19 inhibition - 0.5349 53.49%
CYP2D6 inhibition - 0.8768 87.68%
CYP1A2 inhibition - 0.6011 60.11%
CYP2C8 inhibition + 0.6745 67.45%
CYP inhibitory promiscuity - 0.6010 60.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5346 53.46%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9525 95.25%
Skin irritation - 0.7713 77.13%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4738 47.38%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6697 66.97%
skin sensitisation - 0.8156 81.56%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6183 61.83%
Acute Oral Toxicity (c) III 0.6621 66.21%
Estrogen receptor binding + 0.8214 82.14%
Androgen receptor binding + 0.5198 51.98%
Thyroid receptor binding - 0.5457 54.57%
Glucocorticoid receptor binding + 0.6615 66.15%
Aromatase binding + 0.5445 54.45%
PPAR gamma + 0.5658 56.58%
Honey bee toxicity - 0.6807 68.07%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9727 97.27%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 95.40% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.05% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.24% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 92.60% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.10% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.37% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.52% 91.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.46% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.03% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.44% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.36% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.97% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.53% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.51% 94.62%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 87.36% 93.65%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.74% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.80% 95.89%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.04% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.09% 97.25%

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.
Ilex pubescens

Cross-Links

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PubChem 163188787
LOTUS LTS0162468
wikiData Q104921526