[(1R,2S,3S,4S,5R,6R,7R,8S,9S)-4,8-diacetyloxy-3,7-dibenzoyloxy-2-hydroxy-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 cef6164a-b459-40ce-815b-ae072bd46676
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,2S,3S,4S,5R,6R,7R,8S,9S)-4,8-diacetyloxy-3,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate
SMILES (Canonical) CC(=O)OC1C2CC3(C(C1OC(=O)C4=CC=CC=C4)(C(C(C(C3(C)O)OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C6=CN=CC=C6)C)OC2(C)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H]2C[C@]3([C@]([C@H]1OC(=O)C4=CC=CC=C4)([C@H]([C@@H]([C@@H]([C@]3(C)O)OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C6=CN=CC=C6)C)OC2(C)C
InChI InChI=1S/C39H41NO12/c1-22(41)47-28-27-20-39(52-36(27,3)4)37(5,30(28)49-33(43)24-14-9-7-10-15-24)31(50-35(45)26-18-13-19-40-21-26)29(48-23(2)42)32(38(39,6)46)51-34(44)25-16-11-8-12-17-25/h7-19,21,27-32,46H,20H2,1-6H3/t27-,28-,29-,30-,31-,32-,37+,38-,39+/m0/s1
InChI Key BRFDWBSAUKGYTR-NEHWFWQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H41NO12
Molecular Weight 715.70 g/mol
Exact Mass 715.26287574 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.26
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4S,5R,6R,7R,8S,9S)-4,8-diacetyloxy-3,7-dibenzoyloxy-2-hydroxy-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 + 0.9591 95.91%
Caco-2 - 0.7998 79.98%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6544 65.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.8521 85.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9631 96.31%
P-glycoprotein inhibitior + 0.9013 90.13%
P-glycoprotein substrate - 0.7117 71.17%
CYP3A4 substrate + 0.6098 60.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition - 0.5439 54.39%
CYP2C9 inhibition - 0.8942 89.42%
CYP2C19 inhibition - 0.7811 78.11%
CYP2D6 inhibition - 0.9336 93.36%
CYP1A2 inhibition - 0.7514 75.14%
CYP2C8 inhibition + 0.8205 82.05%
CYP inhibitory promiscuity - 0.8944 89.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4810 48.10%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8883 88.83%
Skin irritation - 0.7900 79.00%
Skin corrosion - 0.9188 91.88%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7614 76.14%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8340 83.40%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6633 66.33%
Acute Oral Toxicity (c) III 0.5264 52.64%
Estrogen receptor binding + 0.7605 76.05%
Androgen receptor binding + 0.6322 63.22%
Thyroid receptor binding + 0.6708 67.08%
Glucocorticoid receptor binding + 0.7230 72.30%
Aromatase binding + 0.5603 56.03%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.8621 86.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8600 86.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.22% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.41% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 91.82% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.67% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 90.76% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.03% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 89.64% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.45% 94.62%
CHEMBL2581 P07339 Cathepsin D 88.73% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.05% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.95% 94.08%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.72% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.97% 91.07%
CHEMBL5028 O14672 ADAM10 82.17% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.54% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.14% 95.89%

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.
Bupleurum falcatum
Magnolia officinalis
Stemona tuberosa

Cross-Links

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PubChem 10963611
NPASS NPC245787