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[(1R,2R,5R,6S,7S,8S,9S,12R)-12-acetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-8-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 dc01a64d-257d-410a-ac30-1c343485a3af
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,2R,5R,6S,7S,8S,9S,12R)-12-acetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] pyridine-3-carboxylate
SMILES (Canonical) CC(=O)OCC12C(CCC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC6=CC=CC=C6
SMILES (Isomeric) CC(=O)OC[C@@]12[C@@H](CC[C@@]([C@]13[C@@H]([C@H]([C@@H]([C@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)/C=C/C6=CC=CC=C6
InChI InChI=1S/C41H43NO12/c1-25(43)49-24-40-30(51-31(45)19-18-27-13-8-6-9-14-27)20-21-39(5,48)41(40)34(50-26(2)44)32(38(3,4)54-41)33(52-37(47)29-17-12-22-42-23-29)35(40)53-36(46)28-15-10-7-11-16-28/h6-19,22-23,30,32-35,48H,20-21,24H2,1-5H3/b19-18+/t30-,32+,33+,34-,35-,39-,40+,41-/m1/s1
InChI Key HDEHKRKYWFVKMW-JERNMCMKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H43NO12
Molecular Weight 741.80 g/mol
Exact Mass 741.27852581 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,5R,6S,7S,8S,9S,12R)-12-acetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-8-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 + 0.9604 96.04%
Caco-2 - 0.8217 82.17%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7555 75.55%
OATP2B1 inhibitior - 0.7196 71.96%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior + 0.8234 82.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6864 68.64%
BSEP inhibitior + 0.9957 99.57%
P-glycoprotein inhibitior + 0.8932 89.32%
P-glycoprotein substrate + 0.5285 52.85%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition + 0.6140 61.40%
CYP2C9 inhibition - 0.7902 79.02%
CYP2C19 inhibition - 0.7941 79.41%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.7192 71.92%
CYP2C8 inhibition + 0.9106 91.06%
CYP inhibitory promiscuity - 0.7785 77.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5607 56.07%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9088 90.88%
Skin irritation - 0.7360 73.60%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.9103 91.03%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5644 56.44%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7620 76.20%
Acute Oral Toxicity (c) III 0.4894 48.94%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding + 0.6773 67.73%
Glucocorticoid receptor binding + 0.7264 72.64%
Aromatase binding + 0.5538 55.38%
PPAR gamma + 0.6992 69.92%
Honey bee toxicity - 0.7784 77.84%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9840 98.40%

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 98.90% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.17% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.00% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.04% 96.00%
CHEMBL2581 P07339 Cathepsin D 92.64% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.25% 89.34%
CHEMBL5028 O14672 ADAM10 89.83% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.81% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.72% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.34% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.53% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.47% 91.65%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.44% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.72% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.69% 93.00%
CHEMBL4040 P28482 MAP kinase ERK2 85.61% 83.82%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.14% 83.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.29% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 82.82% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.27% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.66% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.50% 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 163001984
LOTUS LTS0114984
wikiData Q105026295