(2-Hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-3-yl) 2-methylbutanoate

Details

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Internal ID c01dede7-3ae5-4014-8fa8-2387d19d3b4d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name (2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-3-yl) 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC2C(C3C4(C=CC3(C1(C)O)OO4)C)OC(=O)C2=C
SMILES (Isomeric) CCC(C)C(=O)OC1CC2C(C3C4(C=CC3(C1(C)O)OO4)C)OC(=O)C2=C
InChI InChI=1S/C20H26O7/c1-6-10(2)16(21)24-13-9-12-11(3)17(22)25-14(12)15-18(4)7-8-20(15,27-26-18)19(13,5)23/h7-8,10,12-15,23H,3,6,9H2,1-2,4-5H3
InChI Key CUOLHDCSNYOKFZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O7
Molecular Weight 378.40 g/mol
Exact Mass 378.16785316 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2-Hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-3-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 + 0.9843 98.43%
Caco-2 + 0.5453 54.53%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5407 54.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8176 81.76%
OATP1B3 inhibitior - 0.2130 21.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6688 66.88%
P-glycoprotein inhibitior - 0.5598 55.98%
P-glycoprotein substrate - 0.6567 65.67%
CYP3A4 substrate + 0.6368 63.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8861 88.61%
CYP3A4 inhibition + 0.5720 57.20%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.7802 78.02%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition - 0.7839 78.39%
CYP2C8 inhibition + 0.4728 47.28%
CYP inhibitory promiscuity - 0.8836 88.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5654 56.54%
Eye corrosion - 0.9767 97.67%
Eye irritation - 0.9605 96.05%
Skin irritation - 0.6445 64.45%
Skin corrosion - 0.8893 88.93%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3692 36.92%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6861 68.61%
skin sensitisation - 0.7404 74.04%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7535 75.35%
Acute Oral Toxicity (c) III 0.4517 45.17%
Estrogen receptor binding + 0.8489 84.89%
Androgen receptor binding + 0.6768 67.68%
Thyroid receptor binding + 0.6780 67.80%
Glucocorticoid receptor binding + 0.7654 76.54%
Aromatase binding + 0.5396 53.96%
PPAR gamma + 0.7012 70.12%
Honey bee toxicity - 0.7455 74.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9793 97.93%

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 99.27% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.94% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 95.23% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.27% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.98% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.94% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.46% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.40% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.71% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.50% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.39% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.02% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 81.76% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.26% 86.33%

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.
Achillea odorata

Cross-Links

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PubChem 14682842
LOTUS LTS0183461
wikiData Q104970396