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[(1S,2S,5S,6S,7R,9R,12R)-5-benzoyloxy-2-hydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-7-[(Z)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-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 3af85fcf-46f5-4d26-bce6-afda76ab0a0d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7R,9R,12R)-5-benzoyloxy-2-hydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-7-[(Z)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1(C2CC(C3(C(CCC(C3(C2OC(=O)C4=CN=CC=C4)O1)(C)O)OC(=O)C5=CC=CC=C5)CO)OC(=O)C=CC6=CC=CC=C6)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@H]2OC(=O)/C=C\C4=CC=CC=C4)C(O3)(C)C)OC(=O)C5=CN=CC=C5)CO)OC(=O)C6=CC=CC=C6)O
InChI InChI=1S/C37H39NO9/c1-34(2)27-21-29(44-30(40)17-16-24-11-6-4-7-12-24)36(23-39)28(45-32(41)25-13-8-5-9-14-25)18-19-35(3,43)37(36,47-34)31(27)46-33(42)26-15-10-20-38-22-26/h4-17,20,22,27-29,31,39,43H,18-19,21,23H2,1-3H3/b17-16-/t27-,28+,29-,31-,35+,36+,37+/m1/s1
InChI Key DHSWGWBPMGBLTM-QHLYSJRZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H39NO9
Molecular Weight 641.70 g/mol
Exact Mass 641.26248182 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,7R,9R,12R)-5-benzoyloxy-2-hydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-7-[(Z)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9344 93.44%
Caco-2 - 0.8113 81.13%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7021 70.21%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8629 86.29%
OATP1B3 inhibitior + 0.8797 87.97%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7114 71.14%
BSEP inhibitior + 0.9863 98.63%
P-glycoprotein inhibitior + 0.8723 87.23%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6825 68.25%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition + 0.7069 70.69%
CYP2C9 inhibition - 0.8306 83.06%
CYP2C19 inhibition - 0.8507 85.07%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.7427 74.27%
CYP2C8 inhibition + 0.9203 92.03%
CYP inhibitory promiscuity - 0.7791 77.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5222 52.22%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9169 91.69%
Skin irritation - 0.7262 72.62%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9331 93.31%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5308 53.08%
skin sensitisation - 0.8885 88.85%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8832 88.32%
Acute Oral Toxicity (c) III 0.5033 50.33%
Estrogen receptor binding + 0.7554 75.54%
Androgen receptor binding + 0.7345 73.45%
Thyroid receptor binding + 0.6675 66.75%
Glucocorticoid receptor binding + 0.7316 73.16%
Aromatase binding + 0.5523 55.23%
PPAR gamma + 0.6524 65.24%
Honey bee toxicity - 0.8158 81.58%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9724 97.24%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.96% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.01% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.32% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.13% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.23% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.38% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.19% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.18% 85.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.10% 89.44%
CHEMBL2996 Q05655 Protein kinase C delta 88.96% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.44% 91.07%
CHEMBL5028 O14672 ADAM10 86.92% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.80% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.80% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.53% 81.11%
CHEMBL2581 P07339 Cathepsin D 84.68% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.84% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.28% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 83.18% 83.82%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.95% 97.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.48% 95.50%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.01% 95.71%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 80.99% 92.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.80% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.75% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.46% 95.93%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 118707716
LOTUS LTS0249547
wikiData Q104980818