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

Details

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Internal ID 8062d85f-d931-4f11-b3d2-658f9000d8dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7S,9R,12R)-5-acetyloxy-7-benzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1CCC(C2(C13C(C(CC2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C5=CN=CC=C5)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@@H]2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C5=CN=CC=C5)C)OC(=O)C
InChI InChI=1S/C30H35NO7/c1-18-13-14-23(35-19(2)32)29(5)24(36-26(33)20-10-7-6-8-11-20)16-22-25(30(18,29)38-28(22,3)4)37-27(34)21-12-9-15-31-17-21/h6-12,15,17-18,22-25H,13-14,16H2,1-5H3/t18-,22-,23+,24+,25-,29+,30-/m1/s1
InChI Key SLWDKLXURSHUFP-AIZLSBSVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H35NO7
Molecular Weight 521.60 g/mol
Exact Mass 521.24135246 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,7S,9R,12R)-5-acetyloxy-7-benzoyloxy-2,6,10,10-tetramethyl-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 + 0.9608 96.08%
Caco-2 - 0.6519 65.19%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6823 68.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8983 89.83%
OATP1B3 inhibitior + 0.9199 91.99%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9406 94.06%
P-glycoprotein inhibitior + 0.8894 88.94%
P-glycoprotein substrate - 0.6234 62.34%
CYP3A4 substrate + 0.6332 63.32%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8656 86.56%
CYP3A4 inhibition - 0.6011 60.11%
CYP2C9 inhibition - 0.8962 89.62%
CYP2C19 inhibition - 0.7548 75.48%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.6552 65.52%
CYP2C8 inhibition + 0.8371 83.71%
CYP inhibitory promiscuity - 0.8541 85.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5461 54.61%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9176 91.76%
Skin irritation - 0.7643 76.43%
Skin corrosion - 0.8760 87.60%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9107 91.07%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8407 84.07%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5161 51.61%
Acute Oral Toxicity (c) III 0.5368 53.68%
Estrogen receptor binding + 0.7888 78.88%
Androgen receptor binding + 0.5614 56.14%
Thyroid receptor binding + 0.6797 67.97%
Glucocorticoid receptor binding + 0.7632 76.32%
Aromatase binding + 0.6629 66.29%
PPAR gamma + 0.6758 67.58%
Honey bee toxicity - 0.8227 82.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9482 94.82%

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 97.54% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.21% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.71% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 93.51% 97.79%
CHEMBL2581 P07339 Cathepsin D 90.02% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 89.53% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.88% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.21% 94.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.94% 81.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.39% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.89% 94.08%
CHEMBL2535 P11166 Glucose transporter 84.89% 98.75%
CHEMBL5028 O14672 ADAM10 84.53% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.59% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.22% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.47% 95.50%

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 101635444
LOTUS LTS0273821
wikiData Q105255687