[5,8a-Dimethyl-4-(3-methylbutanoyloxy)-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] 2-methyloxirane-2-carboxylate

Details

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Internal ID ff9c0cb6-808c-4a79-a035-6a5544f854cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
IUPAC Name [5,8a-dimethyl-4-(3-methylbutanoyloxy)-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] 2-methyloxirane-2-carboxylate
SMILES (Canonical) CC1C2C=CC(=O)C2(C(C3C(C1OC(=O)CC(C)C)OC(=O)C3=C)OC(=O)C4(CO4)C)C
SMILES (Isomeric) CC1C2C=CC(=O)C2(C(C3C(C1OC(=O)CC(C)C)OC(=O)C3=C)OC(=O)C4(CO4)C)C
InChI InChI=1S/C24H30O8/c1-11(2)9-16(26)30-18-12(3)14-7-8-15(25)24(14,6)20(32-22(28)23(5)10-29-23)17-13(4)21(27)31-19(17)18/h7-8,11-12,14,17-20H,4,9-10H2,1-3,5-6H3
InChI Key JKWXXTNYYLHPTN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O8
Molecular Weight 446.50 g/mol
Exact Mass 446.19406791 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,8a-Dimethyl-4-(3-methylbutanoyloxy)-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] 2-methyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9864 98.64%
Caco-2 - 0.5801 58.01%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6355 63.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8016 80.16%
OATP1B3 inhibitior + 0.9020 90.20%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7575 75.75%
P-glycoprotein inhibitior + 0.7777 77.77%
P-glycoprotein substrate + 0.5693 56.93%
CYP3A4 substrate + 0.6538 65.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9059 90.59%
CYP3A4 inhibition - 0.7129 71.29%
CYP2C9 inhibition - 0.7881 78.81%
CYP2C19 inhibition - 0.7813 78.13%
CYP2D6 inhibition - 0.9195 91.95%
CYP1A2 inhibition - 0.7235 72.35%
CYP2C8 inhibition - 0.7449 74.49%
CYP inhibitory promiscuity - 0.8481 84.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5617 56.17%
Eye corrosion - 0.9698 96.98%
Eye irritation - 0.8917 89.17%
Skin irritation - 0.6777 67.77%
Skin corrosion - 0.9154 91.54%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4616 46.16%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.7158 71.58%
skin sensitisation - 0.5706 57.06%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5512 55.12%
Acute Oral Toxicity (c) III 0.4530 45.30%
Estrogen receptor binding + 0.6716 67.16%
Androgen receptor binding + 0.6308 63.08%
Thyroid receptor binding + 0.5969 59.69%
Glucocorticoid receptor binding + 0.7448 74.48%
Aromatase binding + 0.5515 55.15%
PPAR gamma + 0.6468 64.68%
Honey bee toxicity - 0.6633 66.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9790 97.90%

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 97.45% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.31% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.09% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.34% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.66% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.06% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.75% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.40% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 84.37% 90.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.28% 98.75%
CHEMBL5028 O14672 ADAM10 81.38% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.22% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.10% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.01% 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.
Anisopappus pinnatifida

Cross-Links

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PubChem 14287114
LOTUS LTS0178029
wikiData Q105130563