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[(3aS,4R,5S,5aS,8aR,9S,9aS)-5,8a-dimethyl-1-methylidene-4-(2-methylpropanoyloxy)-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-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 db1fc972-c2a2-420b-b425-e0f895a80e91
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
IUPAC Name [(3aS,4R,5S,5aS,8aR,9S,9aS)-5,8a-dimethyl-1-methylidene-4-(2-methylpropanoyloxy)-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] (Z)-2-(acetyloxymethyl)but-2-enoate
SMILES (Canonical) CC=C(COC(=O)C)C(=O)OC1C2C(C(C(C3C1(C(=O)C=C3)C)C)OC(=O)C(C)C)OC(=O)C2=C
SMILES (Isomeric) C/C=C(/COC(=O)C)\C(=O)O[C@H]1[C@H]2[C@@H]([C@@H]([C@H]([C@H]3[C@]1(C(=O)C=C3)C)C)OC(=O)C(C)C)OC(=O)C2=C
InChI InChI=1S/C26H32O9/c1-8-16(11-32-15(6)27)25(31)35-22-19-14(5)24(30)34-21(19)20(33-23(29)12(2)3)13(4)17-9-10-18(28)26(17,22)7/h8-10,12-13,17,19-22H,5,11H2,1-4,6-7H3/b16-8-/t13-,17-,19+,20+,21-,22-,26-/m0/s1
InChI Key UIOBDSTXGJLASQ-OCYWWZTASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O9
Molecular Weight 488.50 g/mol
Exact Mass 488.20463259 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aS,4R,5S,5aS,8aR,9S,9aS)-5,8a-dimethyl-1-methylidene-4-(2-methylpropanoyloxy)-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-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 + 0.9889 98.89%
Caco-2 - 0.6830 68.30%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6235 62.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8019 80.19%
OATP1B3 inhibitior + 0.8860 88.60%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7701 77.01%
P-glycoprotein inhibitior + 0.8793 87.93%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6499 64.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9173 91.73%
CYP3A4 inhibition - 0.7957 79.57%
CYP2C9 inhibition - 0.7769 77.69%
CYP2C19 inhibition - 0.6915 69.15%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.5486 54.86%
CYP2C8 inhibition - 0.6584 65.84%
CYP inhibitory promiscuity - 0.7081 70.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5915 59.15%
Eye corrosion - 0.9533 95.33%
Eye irritation - 0.8724 87.24%
Skin irritation - 0.6317 63.17%
Skin corrosion - 0.9214 92.14%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4215 42.15%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.5532 55.32%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.6369 63.69%
Acute Oral Toxicity (c) III 0.4682 46.82%
Estrogen receptor binding + 0.6796 67.96%
Androgen receptor binding + 0.6327 63.27%
Thyroid receptor binding + 0.6210 62.10%
Glucocorticoid receptor binding + 0.7331 73.31%
Aromatase binding - 0.5349 53.49%
PPAR gamma + 0.5740 57.40%
Honey bee toxicity - 0.6402 64.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9837 98.37%

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 98.63% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.88% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.77% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.39% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.15% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.19% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 88.14% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 88.12% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.36% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.29% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.29% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.89% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.83% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.88% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.31% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 82.25% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.48% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.07% 89.34%

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.
Anisopappus pinnatifida

Cross-Links

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PubChem 14287091
LOTUS LTS0201475
wikiData Q105273507