[9-[2-(Furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3,11-dioxo-2-oxatricyclo[6.3.1.04,12]dodecan-10-yl] acetate

Details

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Internal ID f25c3d23-d9c6-4525-9d3d-1a62b80e2ce1
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
IUPAC Name [9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3,11-dioxo-2-oxatricyclo[6.3.1.04,12]dodecan-10-yl] acetate
SMILES (Canonical) CC(=O)OC1(C(=O)C2C3C(CCCC3(C1(CCC4=COC=C4)O)C)(C(=O)O2)C)C
SMILES (Isomeric) CC(=O)OC1(C(=O)C2C3C(CCCC3(C1(CCC4=COC=C4)O)C)(C(=O)O2)C)C
InChI InChI=1S/C22H28O7/c1-13(23)29-21(4)17(24)15-16-19(2,18(25)28-15)8-5-9-20(16,3)22(21,26)10-6-14-7-11-27-12-14/h7,11-12,15-16,26H,5-6,8-10H2,1-4H3
InChI Key PHOWZNFLUQUNMX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O7
Molecular Weight 404.50 g/mol
Exact Mass 404.18350323 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [9-[2-(Furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3,11-dioxo-2-oxatricyclo[6.3.1.04,12]dodecan-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 + 0.5744 57.44%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7750 77.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3645 36.45%
OATP1B3 inhibitior - 0.4538 45.38%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5169 51.69%
P-glycoprotein inhibitior + 0.6637 66.37%
P-glycoprotein substrate - 0.5706 57.06%
CYP3A4 substrate + 0.6651 66.51%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition + 0.5717 57.17%
CYP2C9 inhibition - 0.8100 81.00%
CYP2C19 inhibition - 0.7432 74.32%
CYP2D6 inhibition - 0.9614 96.14%
CYP1A2 inhibition - 0.7867 78.67%
CYP2C8 inhibition + 0.5598 55.98%
CYP inhibitory promiscuity - 0.9283 92.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5293 52.93%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9312 93.12%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8975 89.75%
Ames mutagenesis - 0.6102 61.02%
Human Ether-a-go-go-Related Gene inhibition - 0.3834 38.34%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.9247 92.47%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6335 63.35%
Acute Oral Toxicity (c) I 0.3856 38.56%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.7406 74.06%
Thyroid receptor binding + 0.5970 59.70%
Glucocorticoid receptor binding + 0.7917 79.17%
Aromatase binding + 0.7613 76.13%
PPAR gamma - 0.5453 54.53%
Honey bee toxicity - 0.8334 83.34%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 0.9880 98.80%

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 96.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.53% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.22% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.50% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.76% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.82% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.21% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.52% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.38% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.06% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.05% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.82% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.56% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.28% 97.28%

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.
Leonurus sibiricus

Cross-Links

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PubChem 85190352
LOTUS LTS0112943
wikiData Q105209127