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

Details

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Internal ID 0800525c-ba12-4998-b895-fa9f6bbf1b50
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name [(1R,2E,8S,10R,11S)-10,11-dihydroxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C2(CCC(O2)(C=C3C1=C(C(=O)O3)COC)C)O)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]([C@@]2(CC[C@@](O2)(/C=C/3\C1=C(C(=O)O3)COC)C)O)(C)O
InChI InChI=1S/C18H24O8/c1-10(19)24-13-8-17(3,21)18(22)6-5-16(2,26-18)7-12-14(13)11(9-23-4)15(20)25-12/h7,13,21-22H,5-6,8-9H2,1-4H3/b12-7+/t13-,16+,17+,18-/m0/s1
InChI Key OPAWQGXUUDQIPB-GDXOXYCMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H24O8
Molecular Weight 368.40 g/mol
Exact Mass 368.14711772 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.71
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2E,8S,10R,11S)-10,11-dihydroxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-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 + 0.9621 96.21%
Caco-2 + 0.5721 57.21%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7795 77.95%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8786 87.86%
OATP1B3 inhibitior + 0.9568 95.68%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.5967 59.67%
P-glycoprotein inhibitior - 0.6827 68.27%
P-glycoprotein substrate - 0.6504 65.04%
CYP3A4 substrate + 0.6566 65.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7352 73.52%
CYP2C19 inhibition - 0.8647 86.47%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.7453 74.53%
CYP2C8 inhibition + 0.5351 53.51%
CYP inhibitory promiscuity - 0.9812 98.12%
UGT catelyzed - 0.6638 66.38%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.5100 51.00%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8427 84.27%
Skin irritation - 0.5135 51.35%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5708 57.08%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5275 52.75%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.8326 83.26%
Acute Oral Toxicity (c) III 0.3052 30.52%
Estrogen receptor binding + 0.6953 69.53%
Androgen receptor binding + 0.7138 71.38%
Thyroid receptor binding + 0.6485 64.85%
Glucocorticoid receptor binding + 0.7240 72.40%
Aromatase binding + 0.5332 53.32%
PPAR gamma + 0.6622 66.22%
Honey bee toxicity - 0.8263 82.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9316 93.16%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.52% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.05% 82.69%
CHEMBL2581 P07339 Cathepsin D 94.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.64% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.99% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.62% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.62% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.37% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.90% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.18% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.14% 94.00%

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.
Pseudelephantopus spicatus

Cross-Links

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PubChem 56776329
LOTUS LTS0139326
wikiData Q105195942