[(1R,2E,8R,10S,11S)-8-acetyloxy-11-ethoxy-10-hydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-6-yl]methyl acetate

Details

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Internal ID 1c7e9151-f5c0-4267-ae6c-00dfbf78868b
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2E,8R,10S,11S)-8-acetyloxy-11-ethoxy-10-hydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-6-yl]methyl acetate
SMILES (Canonical) CCOC12CCC(O1)(C=C3C(=C(C(=O)O3)COC(=O)C)C(CC2(C)O)OC(=O)C)C
SMILES (Isomeric) CCO[C@@]12CC[C@@](O1)(/C=C/3\C(=C(C(=O)O3)COC(=O)C)[C@@H](C[C@]2(C)O)OC(=O)C)C
InChI InChI=1S/C21H28O9/c1-6-27-21-8-7-19(4,30-21)9-15-17(14(18(24)29-15)11-26-12(2)22)16(28-13(3)23)10-20(21,5)25/h9,16,25H,6-8,10-11H2,1-5H3/b15-9+/t16-,19-,20+,21+/m1/s1
InChI Key WBAXYFVRCQQQCI-KPLVVCRQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O9
Molecular Weight 424.40 g/mol
Exact Mass 424.17333247 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.68
H-Bond Acceptor 9
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 [(1R,2E,8R,10S,11S)-8-acetyloxy-11-ethoxy-10-hydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-6-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9862 98.62%
Caco-2 + 0.5788 57.88%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7932 79.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8530 85.30%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8496 84.96%
P-glycoprotein inhibitior + 0.6555 65.55%
P-glycoprotein substrate - 0.5654 56.54%
CYP3A4 substrate + 0.6644 66.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.6980 69.80%
CYP2C19 inhibition - 0.7928 79.28%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.8002 80.02%
CYP2C8 inhibition + 0.5122 51.22%
CYP inhibitory promiscuity - 0.9329 93.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4452 44.52%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8073 80.73%
Skin irritation + 0.6182 61.82%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5884 58.84%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5025 50.25%
skin sensitisation - 0.9283 92.83%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.8443 84.43%
Acute Oral Toxicity (c) III 0.4922 49.22%
Estrogen receptor binding + 0.6777 67.77%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding + 0.6567 65.67%
Glucocorticoid receptor binding + 0.8050 80.50%
Aromatase binding + 0.7217 72.17%
PPAR gamma + 0.6839 68.39%
Honey bee toxicity - 0.7646 76.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9744 97.44%

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 97.58% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.15% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.00% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.03% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.00% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.13% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.59% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.53% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.52% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.48% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 83.13% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.12% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.37% 95.56%

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.
Bazzania trilobata
Chrysolaena verbascifolia
Lepidozia incurvata

Cross-Links

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PubChem 162866428
LOTUS LTS0062809
wikiData Q104962539