[6-(Acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] 2-methylprop-2-enoate

Details

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Internal ID 16cff2d3-fac8-411d-aeb2-abf392e09f83
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [6-(acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] 2-methylprop-2-enoate
SMILES (Canonical) CC(=C)C(=O)OC1CC(C2(CCC(O2)(C=C3C1=C(C(=O)O3)COC(=O)C)C)OC)(C)O
SMILES (Isomeric) CC(=C)C(=O)OC1CC(C2(CCC(O2)(C=C3C1=C(C(=O)O3)COC(=O)C)C)OC)(C)O
InChI InChI=1S/C22H28O9/c1-12(2)18(24)29-16-10-21(5,26)22(27-6)8-7-20(4,31-22)9-15-17(16)14(19(25)30-15)11-28-13(3)23/h9,16,26H,1,7-8,10-11H2,2-6H3
InChI Key SESPXEQOXXWBNW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O9
Molecular Weight 436.50 g/mol
Exact Mass 436.17333247 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.84
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 [6-(Acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] 2-methylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 + 0.5698 56.98%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7766 77.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8640 86.40%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5886 58.86%
BSEP inhibitior + 0.8193 81.93%
P-glycoprotein inhibitior + 0.6565 65.65%
P-glycoprotein substrate - 0.5625 56.25%
CYP3A4 substrate + 0.6851 68.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition - 0.5169 51.69%
CYP2C9 inhibition - 0.7100 71.00%
CYP2C19 inhibition - 0.8585 85.85%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.7297 72.97%
CYP2C8 inhibition + 0.5919 59.19%
CYP inhibitory promiscuity - 0.9580 95.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.4527 45.27%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.7968 79.68%
Skin irritation + 0.5488 54.88%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5434 54.34%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5196 51.96%
skin sensitisation - 0.9080 90.80%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8814 88.14%
Acute Oral Toxicity (c) III 0.4069 40.69%
Estrogen receptor binding + 0.6329 63.29%
Androgen receptor binding + 0.7041 70.41%
Thyroid receptor binding + 0.6820 68.20%
Glucocorticoid receptor binding + 0.7862 78.62%
Aromatase binding + 0.7056 70.56%
PPAR gamma + 0.7423 74.23%
Honey bee toxicity - 0.7179 71.79%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9707 97.07%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.87% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.27% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.21% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.84% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.43% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.70% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 91.23% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.83% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.34% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.79% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.78% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.76% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.81% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.80% 97.14%

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.
Lonicera periclymenum
Vernonanthura squamulosa

Cross-Links

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PubChem 162933311
LOTUS LTS0250815
wikiData Q105280214