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

Details

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Internal ID 864109e0-7bb5-499f-b3d3-ad9606a479c0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7S,8S,9R,12R)-8,12-diacetyloxy-7-benzoyloxy-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)OC(=O)C)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)OC(=O)C)C(O3)(C)C)OC(=O)C)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C33H38O9/c1-19-17-18-24(40-29(36)22-13-9-7-10-14-22)32(6)28(41-30(37)23-15-11-8-12-16-23)26(38-20(2)34)25-27(39-21(3)35)33(19,32)42-31(25,4)5/h7-16,19,24-28H,17-18H2,1-6H3/t19-,24+,25-,26+,27-,28-,32+,33-/m1/s1
InChI Key ULVXABAIWWZKTL-FXLXBQPASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O9
Molecular Weight 578.60 g/mol
Exact Mass 578.25158279 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

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)-8,12-diacetyloxy-7-benzoyloxy-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 + 0.9856 98.56%
Caco-2 - 0.6863 68.63%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6147 61.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9543 95.43%
P-glycoprotein inhibitior + 0.9311 93.11%
P-glycoprotein substrate - 0.7607 76.07%
CYP3A4 substrate + 0.6215 62.15%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8529 85.29%
CYP3A4 inhibition - 0.5769 57.69%
CYP2C9 inhibition - 0.7428 74.28%
CYP2C19 inhibition - 0.7076 70.76%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.7042 70.42%
CYP2C8 inhibition + 0.5843 58.43%
CYP inhibitory promiscuity - 0.8911 89.11%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5250 52.50%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8863 88.63%
Skin irritation - 0.7046 70.46%
Skin corrosion - 0.7940 79.40%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8509 85.09%
Micronuclear - 0.7426 74.26%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8189 81.89%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6696 66.96%
Acute Oral Toxicity (c) III 0.5291 52.91%
Estrogen receptor binding + 0.8283 82.83%
Androgen receptor binding + 0.6173 61.73%
Thyroid receptor binding + 0.6721 67.21%
Glucocorticoid receptor binding + 0.7676 76.76%
Aromatase binding + 0.6450 64.50%
PPAR gamma + 0.7593 75.93%
Honey bee toxicity - 0.8856 88.56%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9910 99.10%

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 95.86% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.49% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.53% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.15% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.19% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.90% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.85% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 86.67% 91.19%
CHEMBL5028 O14672 ADAM10 85.34% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.58% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.21% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.69% 94.62%

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 101936013
LOTUS LTS0227293
wikiData Q105275381