[(1S,2R,5S,6S,7S,8S,9R,12R)-12-acetyloxy-7-benzoyloxy-8-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

Details

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Internal ID c16abb50-6107-49ad-996f-98a80b598277
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7S,8S,9R,12R)-12-acetyloxy-7-benzoyloxy-8-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
SMILES (Canonical) CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)O)C(O3)(C)C)OC(=O)C)C)OC(=O)C5=CC=CC=C5
SMILES (Isomeric) C[C@@H]1CC[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)C)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C31H36O8/c1-18-16-17-22(37-27(34)20-12-8-6-9-13-20)30(5)26(38-28(35)21-14-10-7-11-15-21)24(33)23-25(36-19(2)32)31(18,30)39-29(23,3)4/h6-15,18,22-26,33H,16-17H2,1-5H3/t18-,22+,23-,24+,25-,26-,30+,31-/m1/s1
InChI Key UUBGPQONOFTRCE-IYYCUWLTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H36O8
Molecular Weight 536.60 g/mol
Exact Mass 536.24101810 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,7S,8S,9R,12R)-12-acetyloxy-7-benzoyloxy-8-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-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 + 0.9760 97.60%
Caco-2 - 0.6921 69.21%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6616 66.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.8654 86.54%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8594 85.94%
P-glycoprotein inhibitior + 0.8658 86.58%
P-glycoprotein substrate - 0.7496 74.96%
CYP3A4 substrate + 0.6320 63.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8409 84.09%
CYP3A4 inhibition - 0.6667 66.67%
CYP2C9 inhibition - 0.7387 73.87%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.7382 73.82%
CYP2C8 inhibition + 0.5963 59.63%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5232 52.32%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.6791 67.91%
Skin corrosion - 0.8164 81.64%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7436 74.36%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8430 84.30%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.7001 70.01%
Acute Oral Toxicity (c) III 0.5360 53.60%
Estrogen receptor binding + 0.7888 78.88%
Androgen receptor binding + 0.5977 59.77%
Thyroid receptor binding + 0.6436 64.36%
Glucocorticoid receptor binding + 0.7508 75.08%
Aromatase binding + 0.6063 60.63%
PPAR gamma + 0.7111 71.11%
Honey bee toxicity - 0.8717 87.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9870 98.70%

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
CHEMBL2581 P07339 Cathepsin D 96.60% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.10% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.96% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.82% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 90.01% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.30% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.21% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.97% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.95% 94.62%
CHEMBL5028 O14672 ADAM10 85.46% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.31% 81.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.94% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.33% 89.00%

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 101936015
LOTUS LTS0267532
wikiData Q105279221