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Methyl 1,8-dihydroxy-8,12-dimethyl-11-[3-(1-methylimidazol-4-yl)prop-2-enoyloxy]-5-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-2,6,13-triene-2-carboxylate

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 e3306c49-73cf-4cff-8051-2d984e35e14a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl 1,8-dihydroxy-8,12-dimethyl-11-[3-(1-methylimidazol-4-yl)prop-2-enoyloxy]-5-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-2,6,13-triene-2-carboxylate
SMILES (Canonical) CC(C)C1C=CC(C2C1C=C(C3(C=CC(O3)(C(C2)OC(=O)C=CC4=CN(C=N4)C)C)O)C(=O)OC)(C)O
SMILES (Isomeric) CC(C)C1C=CC(C2C1C=C(C3(C=CC(O3)(C(C2)OC(=O)C=CC4=CN(C=N4)C)C)O)C(=O)OC)(C)O
InChI InChI=1S/C28H36N2O7/c1-17(2)19-9-10-26(3,33)21-14-23(36-24(31)8-7-18-15-30(5)16-29-18)27(4)11-12-28(34,37-27)22(13-20(19)21)25(32)35-6/h7-13,15-17,19-21,23,33-34H,14H2,1-6H3
InChI Key WASTUEJXHKCTKG-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H36N2O7
Molecular Weight 512.60 g/mol
Exact Mass 512.25225149 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.71
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 Methyl 1,8-dihydroxy-8,12-dimethyl-11-[3-(1-methylimidazol-4-yl)prop-2-enoyloxy]-5-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-2,6,13-triene-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9646 96.46%
Caco-2 - 0.6980 69.80%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Nucleus 0.3648 36.48%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8517 85.17%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9718 97.18%
P-glycoprotein inhibitior + 0.8027 80.27%
P-glycoprotein substrate + 0.6023 60.23%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate - 0.7989 79.89%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition - 0.7746 77.46%
CYP2C9 inhibition - 0.7483 74.83%
CYP2C19 inhibition - 0.7212 72.12%
CYP2D6 inhibition - 0.8432 84.32%
CYP1A2 inhibition - 0.6116 61.16%
CYP2C8 inhibition + 0.6521 65.21%
CYP inhibitory promiscuity - 0.7809 78.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Danger 0.4167 41.67%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9241 92.41%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6709 67.09%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8443 84.43%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8435 84.35%
Acute Oral Toxicity (c) III 0.5714 57.14%
Estrogen receptor binding + 0.7975 79.75%
Androgen receptor binding + 0.6315 63.15%
Thyroid receptor binding + 0.7602 76.02%
Glucocorticoid receptor binding + 0.7710 77.10%
Aromatase binding + 0.5953 59.53%
PPAR gamma + 0.6972 69.72%
Honey bee toxicity - 0.7545 75.45%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8466 84.66%

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 99.38% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.83% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.25% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.04% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.95% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.04% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.20% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.35% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.44% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.82% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.31% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.24% 94.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.47% 99.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.00% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.17% 90.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.04% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 81.79% 83.82%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.71% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.52% 96.77%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.16% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.08% 92.62%

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 73999969
LOTUS LTS0113650
wikiData Q105300457