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[(1S,2R,4S,5R,6R,7S,9R,12R)-5-acetyloxy-7-benzoyloxy-12-(2,5-dioxopyrrolidin-1-yl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

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 5255a9c2-56ff-4bca-97c5-b2a2a764dfd4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,4S,5R,6R,7S,9R,12R)-5-acetyloxy-7-benzoyloxy-12-(2,5-dioxopyrrolidin-1-yl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H39NO10/c1-20-18-25(43-31(40)22-12-8-6-9-13-22)30(42-21(2)37)34(5)26(44-32(41)23-14-10-7-11-15-23)19-24-29(35(20,34)46-33(24,3)4)45-36-27(38)16-17-28(36)39/h6-15,20,24-26,29-30H,16-19H2,1-5H3/t20-,24-,25+,26+,29-,30+,34-,35-/m1/s1
InChI Key CEBQOGCIDLLPPG-LPWRDBNFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H39NO10
Molecular Weight 633.70 g/mol
Exact Mass 633.25739644 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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BDBM50088574

2D Structure

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2D Structure of [(1S,2R,4S,5R,6R,7S,9R,12R)-5-acetyloxy-7-benzoyloxy-12-(2,5-dioxopyrrolidin-1-yl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9665 96.65%
Caco-2 - 0.7692 76.92%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Plasma membrane 0.4088 40.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior + 0.9318 93.18%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6822 68.22%
BSEP inhibitior + 0.9798 97.98%
P-glycoprotein inhibitior + 0.8946 89.46%
P-glycoprotein substrate - 0.5984 59.84%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.7563 75.63%
CYP2C9 inhibition - 0.6553 65.53%
CYP2C19 inhibition - 0.7369 73.69%
CYP2D6 inhibition - 0.9319 93.19%
CYP1A2 inhibition - 0.8004 80.04%
CYP2C8 inhibition + 0.6970 69.70%
CYP inhibitory promiscuity - 0.8162 81.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Non-required 0.4451 44.51%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.9189 91.89%
Skin irritation - 0.7754 77.54%
Skin corrosion - 0.9060 90.60%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8780 87.80%
Micronuclear + 0.6074 60.74%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8443 84.43%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7245 72.45%
Acute Oral Toxicity (c) III 0.6190 61.90%
Estrogen receptor binding + 0.8189 81.89%
Androgen receptor binding + 0.6959 69.59%
Thyroid receptor binding + 0.6054 60.54%
Glucocorticoid receptor binding + 0.7735 77.35%
Aromatase binding + 0.6419 64.19%
PPAR gamma + 0.7434 74.34%
Honey bee toxicity - 0.8439 84.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9711 97.11%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4302 P08183 P-glycoprotein 1 290 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.10% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.50% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.49% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.43% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.60% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.35% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.68% 81.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.17% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.74% 94.62%
CHEMBL5028 O14672 ADAM10 85.49% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.64% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.45% 82.69%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.18% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.13% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.89% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.54% 93.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 81.22% 91.43%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.74% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.36% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.22% 90.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 122177558
LOTUS LTS0116322
wikiData Q104955402