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[(1S,2S,4R,8R,9R,10Z,12R)-11-[[(2S,3S,4R,5S)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxymethyl]-12-methoxy-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-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 b97c3839-b86e-4574-a8f3-e80dc028cf08
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2S,4R,8R,9R,10Z,12R)-11-[[(2S,3S,4R,5S)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxymethyl]-12-methoxy-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H48N2O10/c1-20(2)25-10-8-21(3)26-15-29(46-30(40)11-9-24-16-37(6)19-36-24)34(5)12-13-35(42-7,47-34)23(14-27(25)26)17-43-33-31(41)32(45-22(4)38)28(39)18-44-33/h8-9,11-14,16,19-20,25-29,31-33,39,41H,10,15,17-18H2,1-7H3/b11-9+,23-14-/t25-,26+,27+,28+,29+,31+,32-,33+,34+,35-/m1/s1
InChI Key DWOIXRLFJBZDSB-XZRBTIHBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H48N2O10
Molecular Weight 656.80 g/mol
Exact Mass 656.33089573 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.24
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,8R,9R,10Z,12R)-11-[[(2S,3S,4R,5S)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxymethyl]-12-methoxy-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-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 + 0.7885 78.85%
Caco-2 - 0.8490 84.90%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Lysosomes 0.4061 40.61%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8304 83.04%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9450 94.50%
P-glycoprotein inhibitior + 0.8019 80.19%
P-glycoprotein substrate + 0.7511 75.11%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 0.8056 80.56%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.8583 85.83%
CYP2C9 inhibition - 0.8111 81.11%
CYP2C19 inhibition - 0.7686 76.86%
CYP2D6 inhibition - 0.8725 87.25%
CYP1A2 inhibition - 0.6943 69.43%
CYP2C8 inhibition + 0.7725 77.25%
CYP inhibitory promiscuity - 0.6628 66.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4379 43.79%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7206 72.06%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5246 52.46%
skin sensitisation - 0.8442 84.42%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8325 83.25%
Acute Oral Toxicity (c) III 0.5901 59.01%
Estrogen receptor binding + 0.7928 79.28%
Androgen receptor binding + 0.6907 69.07%
Thyroid receptor binding + 0.6232 62.32%
Glucocorticoid receptor binding + 0.7522 75.22%
Aromatase binding + 0.6006 60.06%
PPAR gamma + 0.7862 78.62%
Honey bee toxicity - 0.6788 67.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8187 81.87%

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 99.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.98% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.51% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.42% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.24% 97.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.08% 96.77%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.88% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 93.26% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.74% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.28% 91.11%
CHEMBL325 Q13547 Histone deacetylase 1 91.23% 95.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.72% 94.00%
CHEMBL4208 P20618 Proteasome component C5 88.57% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.07% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.69% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.56% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.75% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.45% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 83.63% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.91% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.99% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.58% 93.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.35% 95.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.20% 96.95%

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 162913017
LOTUS LTS0139144
wikiData Q104990663