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[(3aR,4R,6S,8R,9Z,11S,11aS)-11-acetyloxy-10-(acetyloxymethyl)-6,8-dihydroxy-6-methyl-3-methylidene-2-oxo-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (Z)-2-(acetyloxymethyl)but-2-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 e66a083e-7451-49d0-a825-10bdcf606fed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aR,4R,6S,8R,9Z,11S,11aS)-11-acetyloxy-10-(acetyloxymethyl)-6,8-dihydroxy-6-methyl-3-methylidene-2-oxo-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (Z)-2-(acetyloxymethyl)but-2-enoate
SMILES (Canonical) CC=C(COC(=O)C)C(=O)OC1CC(CC(C=C(C(C2C1C(=C)C(=O)O2)OC(=O)C)COC(=O)C)O)(C)O
SMILES (Isomeric) C/C=C(/COC(=O)C)\C(=O)O[C@@H]1C[C@@](C[C@H](/C=C(\[C@@H]([C@@H]2[C@@H]1C(=C)C(=O)O2)OC(=O)C)/COC(=O)C)O)(C)O
InChI InChI=1S/C26H34O12/c1-7-17(11-34-14(3)27)25(32)37-20-10-26(6,33)9-19(30)8-18(12-35-15(4)28)22(36-16(5)29)23-21(20)13(2)24(31)38-23/h7-8,19-23,30,33H,2,9-12H2,1,3-6H3/b17-7-,18-8-/t19-,20+,21+,22-,23-,26-/m0/s1
InChI Key KISHFMPOUNKQGS-BFEMFLIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O12
Molecular Weight 538.50 g/mol
Exact Mass 538.20502652 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,6S,8R,9Z,11S,11aS)-11-acetyloxy-10-(acetyloxymethyl)-6,8-dihydroxy-6-methyl-3-methylidene-2-oxo-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl] (Z)-2-(acetyloxymethyl)but-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 + 0.9093 90.93%
Caco-2 - 0.7714 77.14%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5877 58.77%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8472 84.72%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9302 93.02%
P-glycoprotein inhibitior + 0.8082 80.82%
P-glycoprotein substrate + 0.5239 52.39%
CYP3A4 substrate + 0.6929 69.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9069 90.69%
CYP3A4 inhibition - 0.9114 91.14%
CYP2C9 inhibition - 0.8600 86.00%
CYP2C19 inhibition - 0.8488 84.88%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.8077 80.77%
CYP2C8 inhibition + 0.4474 44.74%
CYP inhibitory promiscuity - 0.9064 90.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6014 60.14%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.5933 59.33%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5889 58.89%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6553 65.53%
skin sensitisation - 0.8034 80.34%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7503 75.03%
Acute Oral Toxicity (c) III 0.4358 43.58%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.6384 63.84%
Thyroid receptor binding - 0.5272 52.72%
Glucocorticoid receptor binding + 0.7791 77.91%
Aromatase binding + 0.6397 63.97%
PPAR gamma + 0.6392 63.92%
Honey bee toxicity - 0.6080 60.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9576 95.76%

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 98.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.41% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.14% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.69% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.25% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.84% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.73% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 86.02% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 85.71% 91.49%
CHEMBL2581 P07339 Cathepsin D 84.62% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.23% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.66% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.85% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 81.66% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.72% 99.17%

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.
Liatris gracilis

Cross-Links

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PubChem 162863445
LOTUS LTS0036581
wikiData Q105141660