methyl 5-butan-2-yloxy-4-(2-ethylidene-4-oxopentanoyl)oxy-11-hydroxy-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

Details

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Internal ID 03fcf7b8-67b5-47fe-b7e3-cf6ddffccfc8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl 5-butan-2-yloxy-4-(2-ethylidene-4-oxopentanoyl)oxy-11-hydroxy-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate
SMILES (Canonical) CCC(C)OC1C(C2C(C(C(=C)CCC=C1C(=O)OC)O)OC(=O)C2=C)OC(=O)C(=CC)CC(=O)C
SMILES (Isomeric) CCC(C)OC1C(C2C(C(C(=C)CCC=C1C(=O)OC)O)OC(=O)C2=C)OC(=O)C(=CC)CC(=O)C
InChI InChI=1S/C27H36O9/c1-8-16(5)34-22-19(27(32)33-7)12-10-11-14(3)21(29)23-20(17(6)25(30)35-23)24(22)36-26(31)18(9-2)13-15(4)28/h9,12,16,20-24,29H,3,6,8,10-11,13H2,1-2,4-5,7H3
InChI Key GPDHQSJQHCOQBV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O9
Molecular Weight 504.60 g/mol
Exact Mass 504.23593272 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 5-butan-2-yloxy-4-(2-ethylidene-4-oxopentanoyl)oxy-11-hydroxy-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9791 97.91%
Caco-2 - 0.7435 74.35%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5819 58.19%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8369 83.69%
OATP1B3 inhibitior + 0.8605 86.05%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9155 91.55%
P-glycoprotein inhibitior + 0.7861 78.61%
P-glycoprotein substrate + 0.5961 59.61%
CYP3A4 substrate + 0.6503 65.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.5976 59.76%
CYP2C9 inhibition - 0.7791 77.91%
CYP2C19 inhibition - 0.6784 67.84%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.5324 53.24%
CYP2C8 inhibition + 0.4772 47.72%
CYP inhibitory promiscuity - 0.8417 84.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6076 60.76%
Eye corrosion - 0.9699 96.99%
Eye irritation - 0.8895 88.95%
Skin irritation - 0.6451 64.51%
Skin corrosion - 0.9052 90.52%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6926 69.26%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.6177 61.77%
skin sensitisation - 0.8158 81.58%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5259 52.59%
Acute Oral Toxicity (c) II 0.4046 40.46%
Estrogen receptor binding + 0.7393 73.93%
Androgen receptor binding - 0.5229 52.29%
Thyroid receptor binding - 0.4931 49.31%
Glucocorticoid receptor binding + 0.7479 74.79%
Aromatase binding - 0.4827 48.27%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.7078 70.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9455 94.55%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.72% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.63% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.98% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.97% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.52% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.02% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 87.59% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.17% 99.23%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.23% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.16% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.03% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 81.72% 83.82%
CHEMBL226 P30542 Adenosine A1 receptor 80.73% 95.93%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.70% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.53% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.17% 89.00%

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.
Tetragonotheca repanda

Cross-Links

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PubChem 163013541
LOTUS LTS0093438
wikiData Q105014773