[(1S,2S,5S,6S,7S,8S,9R,12R)-5,7-dibenzoyloxy-2,8-dihydroxy-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 69b3390e-4c6f-450f-b139-6e7d9acfa74e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,8S,9R,12R)-5,7-dibenzoyloxy-2,8-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1(C2C(C(C3(C(CCC(C3(C2OC(=O)C4=CN=CC=C4)O1)(C)O)OC(=O)C5=CC=CC=C5)C)OC(=O)C6=CC=CC=C6)O)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H]([C@@H]([C@H]2OC(=O)C4=CC=CC=C4)O)C(O3)(C)C)OC(=O)C5=CN=CC=C5)C)OC(=O)C6=CC=CC=C6)O
InChI InChI=1S/C35H37NO9/c1-32(2)25-26(37)28(44-30(39)22-14-9-6-10-15-22)34(4)24(42-29(38)21-12-7-5-8-13-21)17-18-33(3,41)35(34,45-32)27(25)43-31(40)23-16-11-19-36-20-23/h5-16,19-20,24-28,37,41H,17-18H2,1-4H3/t24-,25+,26-,27+,28+,33-,34-,35-/m0/s1
InChI Key IBDZLWZQYLLXBD-VUYFATSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H37NO9
Molecular Weight 615.70 g/mol
Exact Mass 615.24683176 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,7S,8S,9R,12R)-5,7-dibenzoyloxy-2,8-dihydroxy-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 + 0.9485 94.85%
Caco-2 - 0.7808 78.08%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6312 63.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.8783 87.83%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8619 86.19%
P-glycoprotein inhibitior + 0.8645 86.45%
P-glycoprotein substrate - 0.7158 71.58%
CYP3A4 substrate + 0.6450 64.50%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.8431 84.31%
CYP3A4 inhibition - 0.5564 55.64%
CYP2C9 inhibition - 0.8878 88.78%
CYP2C19 inhibition - 0.8625 86.25%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.7218 72.18%
CYP2C8 inhibition + 0.8730 87.30%
CYP inhibitory promiscuity - 0.9235 92.35%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4885 48.85%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.7495 74.95%
Skin corrosion - 0.8911 89.11%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8215 82.15%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5552 55.52%
skin sensitisation - 0.8501 85.01%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4592 45.92%
Acute Oral Toxicity (c) III 0.5650 56.50%
Estrogen receptor binding + 0.7069 70.69%
Androgen receptor binding + 0.6661 66.61%
Thyroid receptor binding + 0.6502 65.02%
Glucocorticoid receptor binding + 0.7352 73.52%
Aromatase binding + 0.5657 56.57%
PPAR gamma + 0.6498 64.98%
Honey bee toxicity - 0.8686 86.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.8549 85.49%

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 97.13% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.87% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.51% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.38% 99.23%
CHEMBL2581 P07339 Cathepsin D 93.13% 98.95%
CHEMBL2535 P11166 Glucose transporter 91.53% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.29% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.31% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.65% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.21% 91.07%
CHEMBL5028 O14672 ADAM10 85.41% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.96% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.39% 94.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.08% 81.11%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.53% 89.44%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.57% 83.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.91% 97.33%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.45% 96.47%

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.
Rzedowskia tolantonguensis

Cross-Links

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PubChem 101936012
LOTUS LTS0196546
wikiData Q105036457