diphenyl (1S,2R,6S,7R,8R,9R,12R)-12-acetyloxy-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.01,6]dodecane-7,8-dicarboxylate

Details

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Internal ID 051dcb1c-0da7-4f67-a195-bff8e749c071
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name diphenyl (1S,2R,6S,7R,8R,9R,12R)-12-acetyloxy-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.01,6]dodecane-7,8-dicarboxylate
SMILES (Canonical) CC1CC(=O)CC2(C13C(C(C(C2C(=O)OC4=CC=CC=C4)C(=O)OC5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C
SMILES (Isomeric) C[C@@H]1CC(=O)C[C@@]2([C@]13[C@@H]([C@@H]([C@H]([C@H]2C(=O)OC4=CC=CC=C4)C(=O)OC5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C
InChI InChI=1S/C31H34O8/c1-18-16-20(33)17-30(5)25(28(35)38-22-14-10-7-11-15-22)23(27(34)37-21-12-8-6-9-13-21)24-26(36-19(2)32)31(18,30)39-29(24,3)4/h6-15,18,23-26H,16-17H2,1-5H3/t18-,23-,24-,25+,26-,30+,31-/m1/s1
InChI Key CZKMRCBPGICQKK-NDUPYXFISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H34O8
Molecular Weight 534.60 g/mol
Exact Mass 534.22536804 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.54
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of diphenyl (1S,2R,6S,7R,8R,9R,12R)-12-acetyloxy-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.01,6]dodecane-7,8-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 - 0.6482 64.82%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6283 62.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8642 86.42%
OATP1B3 inhibitior + 0.8909 89.09%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9615 96.15%
P-glycoprotein inhibitior + 0.9282 92.82%
P-glycoprotein substrate - 0.7533 75.33%
CYP3A4 substrate + 0.6217 62.17%
CYP2C9 substrate - 0.5916 59.16%
CYP2D6 substrate - 0.8248 82.48%
CYP3A4 inhibition - 0.6073 60.73%
CYP2C9 inhibition - 0.6830 68.30%
CYP2C19 inhibition - 0.5806 58.06%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.6660 66.60%
CYP2C8 inhibition - 0.5706 57.06%
CYP inhibitory promiscuity - 0.7645 76.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.4476 44.76%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8859 88.59%
Skin irritation - 0.8087 80.87%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8642 86.42%
Micronuclear - 0.5726 57.26%
Hepatotoxicity - 0.5208 52.08%
skin sensitisation - 0.7715 77.15%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.8477 84.77%
Acute Oral Toxicity (c) III 0.4808 48.08%
Estrogen receptor binding + 0.8362 83.62%
Androgen receptor binding + 0.7269 72.69%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding + 0.6026 60.26%
PPAR gamma + 0.6991 69.91%
Honey bee toxicity - 0.6553 65.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.07% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.94% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.66% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.47% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.84% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.56% 93.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.84% 94.62%
CHEMBL5028 O14672 ADAM10 83.18% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.33% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.08% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.61% 91.19%

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 101589352
LOTUS LTS0156959
wikiData Q104972857