[7-Hydroxy-10-methyl-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbutanoate

Details

Top
Internal ID b3bbfcbf-975d-449d-b1b2-5e29a1d53745
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [7-hydroxy-10-methyl-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbutanoate
SMILES (Canonical) CC1=CCC(C(=CC(C2C(C1)OC(=O)C2=C)OC(=O)CC(C)C)COC(=O)CC(C)C)O
SMILES (Isomeric) CC1=CCC(C(=CC(C2C(C1)OC(=O)C2=C)OC(=O)CC(C)C)COC(=O)CC(C)C)O
InChI InChI=1S/C25H36O7/c1-14(2)9-22(27)30-13-18-12-21(31-23(28)10-15(3)4)24-17(6)25(29)32-20(24)11-16(5)7-8-19(18)26/h7,12,14-15,19-21,24,26H,6,8-11,13H2,1-5H3
InChI Key HDHMEDUJVRZJJV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H36O7
Molecular Weight 448.50 g/mol
Exact Mass 448.24610348 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [7-Hydroxy-10-methyl-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.6262 62.62%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7318 73.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8782 87.82%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6243 62.43%
P-glycoprotein inhibitior + 0.6471 64.71%
P-glycoprotein substrate - 0.5629 56.29%
CYP3A4 substrate + 0.6454 64.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition - 0.7120 71.20%
CYP2C9 inhibition - 0.7627 76.27%
CYP2C19 inhibition - 0.8106 81.06%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.6366 63.66%
CYP2C8 inhibition - 0.6184 61.84%
CYP inhibitory promiscuity - 0.9213 92.13%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6463 64.63%
Eye corrosion - 0.9677 96.77%
Eye irritation - 0.8933 89.33%
Skin irritation - 0.6497 64.97%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5646 56.46%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.6950 69.50%
skin sensitisation - 0.7363 73.63%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.8012 80.12%
Acute Oral Toxicity (c) III 0.4611 46.11%
Estrogen receptor binding + 0.6693 66.93%
Androgen receptor binding - 0.4949 49.49%
Thyroid receptor binding - 0.4933 49.33%
Glucocorticoid receptor binding + 0.7752 77.52%
Aromatase binding - 0.5106 51.06%
PPAR gamma - 0.5518 55.18%
Honey bee toxicity - 0.7228 72.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9890 98.90%

Targets

Top

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
CHEMBL2581 P07339 Cathepsin D 94.43% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.98% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.18% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 90.24% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.04% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.05% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.29% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.12% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.86% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.82% 96.47%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.78% 93.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.78% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.34% 97.21%
CHEMBL299 P17252 Protein kinase C alpha 83.33% 98.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.02% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.58% 97.09%

Plants that contains it

Top
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.
Mikania holwayana

Cross-Links

Top
PubChem 163037208
LOTUS LTS0091703
wikiData Q105026346