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[5-[4-(3,3-Dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,4-dihydroxy-2-methyl-3-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate

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 6f8bff8e-6e10-4f32-bece-1825a8351383
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,4-dihydroxy-2-methyl-3-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C(C(C1(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(C(C(C1(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C
InChI InChI=1S/C30H44O9/c1-11-16(4)26(32)36-21(15-22-29(8,9)39-22)19(7)20-14-23(37-27(33)17(5)12-2)30(10,35)25(24(20)31)38-28(34)18(6)13-3/h11-13,20-25,31,35H,7,14-15H2,1-6,8-10H3
InChI Key XFKBVORRLBQIQI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O9
Molecular Weight 548.70 g/mol
Exact Mass 548.29853298 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-[4-(3,3-Dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,4-dihydroxy-2-methyl-3-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9027 90.27%
Caco-2 - 0.7571 75.71%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7203 72.03%
OATP2B1 inhibitior - 0.7130 71.30%
OATP1B1 inhibitior + 0.8993 89.93%
OATP1B3 inhibitior + 0.9016 90.16%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8661 86.61%
P-glycoprotein inhibitior + 0.7728 77.28%
P-glycoprotein substrate - 0.5591 55.91%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition - 0.8328 83.28%
CYP2C9 inhibition - 0.7579 75.79%
CYP2C19 inhibition - 0.6951 69.51%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition - 0.6229 62.29%
CYP inhibitory promiscuity - 0.9105 91.05%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8671 86.71%
Carcinogenicity (trinary) Non-required 0.6811 68.11%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.8863 88.63%
Skin irritation - 0.6671 66.71%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5022 50.22%
Human Ether-a-go-go-Related Gene inhibition + 0.6516 65.16%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5718 57.18%
skin sensitisation - 0.5442 54.42%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.4713 47.13%
Acute Oral Toxicity (c) III 0.4999 49.99%
Estrogen receptor binding + 0.7277 72.77%
Androgen receptor binding + 0.5667 56.67%
Thyroid receptor binding + 0.6125 61.25%
Glucocorticoid receptor binding + 0.7871 78.71%
Aromatase binding + 0.6254 62.54%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.5288 52.88%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.9772 97.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.91% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.31% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.83% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.50% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.94% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.26% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.20% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.36% 91.07%
CHEMBL2581 P07339 Cathepsin D 85.31% 98.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.27% 82.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.50% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.32% 97.25%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.62% 80.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.59% 100.00%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.48% 93.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.39% 95.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.38% 89.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.97% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.43% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.08% 94.33%

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.
Ligularia cymbulifera

Cross-Links

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PubChem 72997770
LOTUS LTS0067279
wikiData Q105327072