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[6,9-Dihydroxy-6,10-dimethyl-4-(2-methylbut-2-enoyloxy)-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-5-yl] 2-methylbutanoate

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 2a8efc6c-530f-4783-b77d-9feb5bcf8a02
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [6,9-dihydroxy-6,10-dimethyl-4-(2-methylbut-2-enoyloxy)-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-5-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C2C(CC(C(CC(=O)C1(C)O)O)C)OC(=O)C2=C)OC(=O)C(=CC)C
SMILES (Isomeric) CCC(C)C(=O)OC1C(C2C(CC(C(CC(=O)C1(C)O)O)C)OC(=O)C2=C)OC(=O)C(=CC)C
InChI InChI=1S/C25H36O9/c1-8-12(3)22(28)33-20-19-15(6)24(30)32-17(19)10-14(5)16(26)11-18(27)25(7,31)21(20)34-23(29)13(4)9-2/h8,13-14,16-17,19-21,26,31H,6,9-11H2,1-5,7H3
InChI Key QOEQYOLWGFTWNJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O9
Molecular Weight 480.50 g/mol
Exact Mass 480.23593272 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6,9-Dihydroxy-6,10-dimethyl-4-(2-methylbut-2-enoyloxy)-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-5-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.5896 58.96%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5455 54.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7313 73.13%
P-glycoprotein inhibitior + 0.6885 68.85%
P-glycoprotein substrate + 0.5384 53.84%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9068 90.68%
CYP3A4 inhibition + 0.5162 51.62%
CYP2C9 inhibition - 0.7952 79.52%
CYP2C19 inhibition - 0.7566 75.66%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.7728 77.28%
CYP2C8 inhibition - 0.6257 62.57%
CYP inhibitory promiscuity - 0.8986 89.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5278 52.78%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.5431 54.31%
Skin corrosion - 0.9084 90.84%
Ames mutagenesis - 0.6308 63.08%
Human Ether-a-go-go-Related Gene inhibition - 0.5823 58.23%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.7712 77.12%
skin sensitisation - 0.7421 74.21%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5407 54.07%
Acute Oral Toxicity (c) III 0.3955 39.55%
Estrogen receptor binding + 0.7732 77.32%
Androgen receptor binding + 0.6557 65.57%
Thyroid receptor binding - 0.5337 53.37%
Glucocorticoid receptor binding + 0.7766 77.66%
Aromatase binding + 0.6252 62.52%
PPAR gamma + 0.6865 68.65%
Honey bee toxicity - 0.6287 62.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9873 98.73%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.34% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.59% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.16% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.00% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.99% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.61% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 94.25% 98.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.10% 95.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.20% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.30% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.34% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.10% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.86% 89.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.21% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.10% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.69% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.04% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.92% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.94% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162959539
LOTUS LTS0156347
wikiData Q105224841