[(1S,2S,4S,5R,6R,7R,8R,9S)-4,5-diacetyloxy-7-benzoyloxy-8-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl]methyl pyridine-3-carboxylate

Details

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Internal ID 3329b378-110e-4771-8aaf-eb209e3a0287
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,4S,5R,6R,7R,8R,9S)-4,5-diacetyloxy-7-benzoyloxy-8-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl]methyl pyridine-3-carboxylate
SMILES (Canonical) CC1CC(C(C2(C13CC(C(C2OC(=O)C4=CC=CC=C4)O)C(O3)(C)C)COC(=O)C5=CN=CC=C5)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@H]([C@@]2([C@]13C[C@@H]([C@H]([C@@H]2OC(=O)C4=CC=CC=C4)O)C(O3)(C)C)COC(=O)C5=CN=CC=C5)OC(=O)C)OC(=O)C
InChI InChI=1S/C32H37NO10/c1-18-14-24(40-19(2)34)26(41-20(3)35)31(17-39-28(37)22-12-9-13-33-16-22)27(42-29(38)21-10-7-6-8-11-21)25(36)23-15-32(18,31)43-30(23,4)5/h6-13,16,18,23-27,36H,14-15,17H2,1-5H3/t18-,23-,24-,25+,26-,27-,31-,32-/m0/s1
InChI Key KJTLLJIFKAOOJH-MKQRBCGCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H37NO10
Molecular Weight 595.60 g/mol
Exact Mass 595.24174638 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,6R,7R,8R,9S)-4,5-diacetyloxy-7-benzoyloxy-8-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl]methyl 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 + 0.9316 93.16%
Caco-2 - 0.7649 76.49%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7264 72.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8918 89.18%
OATP1B3 inhibitior + 0.8432 84.32%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7114 71.14%
BSEP inhibitior + 0.9389 93.89%
P-glycoprotein inhibitior + 0.8586 85.86%
P-glycoprotein substrate - 0.5510 55.10%
CYP3A4 substrate + 0.6631 66.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.5449 54.49%
CYP2C9 inhibition - 0.7899 78.99%
CYP2C19 inhibition - 0.7501 75.01%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.7351 73.51%
CYP2C8 inhibition + 0.8673 86.73%
CYP inhibitory promiscuity - 0.7428 74.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5946 59.46%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.8056 80.56%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6931 69.31%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5304 53.04%
skin sensitisation - 0.8749 87.49%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6801 68.01%
Acute Oral Toxicity (c) III 0.4729 47.29%
Estrogen receptor binding + 0.7648 76.48%
Androgen receptor binding + 0.6469 64.69%
Thyroid receptor binding + 0.6429 64.29%
Glucocorticoid receptor binding + 0.6962 69.62%
Aromatase binding - 0.4849 48.49%
PPAR gamma + 0.6603 66.03%
Honey bee toxicity - 0.7751 77.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9826 98.26%

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 98.72% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.13% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 96.78% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 96.18% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.57% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.91% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.69% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.06% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.39% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.04% 94.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.81% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.48% 83.00%
CHEMBL5028 O14672 ADAM10 85.03% 97.50%
CHEMBL2535 P11166 Glucose transporter 84.48% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.25% 96.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.40% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.43% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.12% 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.
Catha edulis

Cross-Links

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PubChem 162894970
LOTUS LTS0148157
wikiData Q105141963