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methyl (1R,2R,3R,7S,9R,11S,13S,14R)-7-hexadecanoyloxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,12,15,16-tetraoxapentacyclo[9.4.1.13,6.01,14.011,13]heptadec-6(17)-ene-13-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 4ae3bf9e-9e99-483f-b5b1-b2b5a264f646
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,2R,3R,7S,9R,11S,13S,14R)-7-hexadecanoyloxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,12,15,16-tetraoxapentacyclo[9.4.1.13,6.01,14.011,13]heptadec-6(17)-ene-13-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H54O9/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-30(38)42-28-21-26(24(2)3)23-35-36(45-35,34(40)41-6)33-37(44-33,46-35)31(25(4)5)29-22-27(28)32(39)43-29/h22,26,28-29,31,33H,2,4,7-21,23H2,1,3,5-6H3/t26-,28+,29-,31-,33-,35+,36-,37-/m1/s1
InChI Key QVTVESXGEJHBTQ-JNWNXVASSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H54O9
Molecular Weight 642.80 g/mol
Exact Mass 642.37678330 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 7.17
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,3R,7S,9R,11S,13S,14R)-7-hexadecanoyloxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,12,15,16-tetraoxapentacyclo[9.4.1.13,6.01,14.011,13]heptadec-6(17)-ene-13-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.8132 81.32%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6696 66.96%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8178 81.78%
OATP1B3 inhibitior + 0.9669 96.69%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9219 92.19%
P-glycoprotein inhibitior + 0.7834 78.34%
P-glycoprotein substrate + 0.7351 73.51%
CYP3A4 substrate + 0.6925 69.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8931 89.31%
CYP3A4 inhibition - 0.6885 68.85%
CYP2C9 inhibition - 0.8154 81.54%
CYP2C19 inhibition - 0.7885 78.85%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.7501 75.01%
CYP2C8 inhibition + 0.6273 62.73%
CYP inhibitory promiscuity - 0.8088 80.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5809 58.09%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.8938 89.38%
Skin irritation - 0.6288 62.88%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3882 38.82%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5666 56.66%
skin sensitisation - 0.8054 80.54%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6463 64.63%
Acute Oral Toxicity (c) III 0.4477 44.77%
Estrogen receptor binding + 0.8192 81.92%
Androgen receptor binding + 0.7325 73.25%
Thyroid receptor binding - 0.5433 54.33%
Glucocorticoid receptor binding + 0.7204 72.04%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.6646 66.46%
Honey bee toxicity - 0.7135 71.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.8353 83.53%
Fish aquatic toxicity + 0.9913 99.13%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.78% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 95.41% 98.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.78% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.98% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.60% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.88% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 88.73% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.46% 82.69%
CHEMBL230 P35354 Cyclooxygenase-2 87.44% 89.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.08% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.86% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.79% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.07% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.89% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.62% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.32% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.14% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.07% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.42% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.39% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.13% 92.62%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.08% 92.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.07% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.72% 95.89%

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 102279562
LOTUS LTS0087811
wikiData Q105228909