[(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-7,8-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate

Details

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Internal ID 8e6075f9-9668-45eb-a4a6-ff7076b9bb2c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-7,8-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C)OC(=O)C6=CN=CC=C6
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H]([C@H]([C@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C)OC(=O)C6=CN=CC=C6
InChI InChI=1S/C37H39NO9/c1-22-18-19-27(44-34(42)26-17-12-20-38-21-26)36(5)31(46-33(41)25-15-10-7-11-16-25)29(45-32(40)24-13-8-6-9-14-24)28-30(43-23(2)39)37(22,36)47-35(28,3)4/h6-17,20-22,27-31H,18-19H2,1-5H3/t22-,27+,28-,29-,30-,31-,36+,37-/m1/s1
InChI Key VXKXHUUBMHAIND-DNLBTEDLSA-N
Popularity 0 references 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) 127.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.60
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-7,8-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-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 + 0.9605 96.05%
Caco-2 - 0.7584 75.84%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6482 64.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9596 95.96%
P-glycoprotein inhibitior + 0.9289 92.89%
P-glycoprotein substrate - 0.6782 67.82%
CYP3A4 substrate + 0.6145 61.45%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8656 86.56%
CYP3A4 inhibition - 0.5456 54.56%
CYP2C9 inhibition - 0.8827 88.27%
CYP2C19 inhibition - 0.7519 75.19%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.6327 63.27%
CYP2C8 inhibition + 0.8044 80.44%
CYP inhibitory promiscuity - 0.8317 83.17%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4941 49.41%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.7602 76.02%
Skin corrosion - 0.8520 85.20%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8811 88.11%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5425 54.25%
Acute Oral Toxicity (c) III 0.5623 56.23%
Estrogen receptor binding + 0.7808 78.08%
Androgen receptor binding + 0.6179 61.79%
Thyroid receptor binding + 0.6940 69.40%
Glucocorticoid receptor binding + 0.7686 76.86%
Aromatase binding + 0.5896 58.96%
PPAR gamma + 0.7169 71.69%
Honey bee toxicity - 0.8436 84.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9074 90.74%

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 97.16% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.53% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.30% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.72% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.95% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 87.53% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.14% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.69% 94.62%
CHEMBL5028 O14672 ADAM10 85.01% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.13% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.76% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.46% 91.07%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.12% 81.11%
CHEMBL4208 P20618 Proteasome component C5 80.87% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.23% 83.00%

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 101602653
LOTUS LTS0246984
wikiData Q105298552