[(1S,2R,4S,5R,6S,7S,8R,9R,12R)-8,12-diacetyloxy-5,7-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

Details

Top
Internal ID 9a2a79bb-630d-4f9f-9bc3-163560e29367
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2R,4S,5R,6S,7S,8R,9R,12R)-8,12-diacetyloxy-5,7-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
SMILES (Canonical) CC1CC(C(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)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) C[C@@H]1C[C@@H]([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)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C40H42O11/c1-23-22-29(48-35(43)26-16-10-7-11-17-26)32(49-36(44)27-18-12-8-13-19-27)39(6)34(50-37(45)28-20-14-9-15-21-28)31(46-24(2)41)30-33(47-25(3)42)40(23,39)51-38(30,4)5/h7-21,23,29-34H,22H2,1-6H3/t23-,29+,30-,31-,32+,33-,34-,39+,40-/m1/s1
InChI Key UCVHTYVPYMCRGV-NLKYLYHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C40H42O11
Molecular Weight 698.80 g/mol
Exact Mass 698.27271215 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2R,4S,5R,6S,7S,8R,9R,12R)-8,12-diacetyloxy-5,7-dibenzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9830 98.30%
Caco-2 - 0.7438 74.38%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5691 56.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8718 87.18%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9872 98.72%
P-glycoprotein inhibitior + 0.9470 94.70%
P-glycoprotein substrate - 0.7104 71.04%
CYP3A4 substrate + 0.6464 64.64%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8529 85.29%
CYP3A4 inhibition - 0.5272 52.72%
CYP2C9 inhibition - 0.7280 72.80%
CYP2C19 inhibition - 0.7022 70.22%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.7799 77.99%
CYP2C8 inhibition + 0.5709 57.09%
CYP inhibitory promiscuity - 0.7653 76.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.4262 42.62%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8792 87.92%
Skin irritation - 0.8233 82.33%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8513 85.13%
Micronuclear - 0.5826 58.26%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7388 73.88%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.7011 70.11%
Acute Oral Toxicity (c) III 0.4908 49.08%
Estrogen receptor binding + 0.8221 82.21%
Androgen receptor binding + 0.6271 62.71%
Thyroid receptor binding + 0.6857 68.57%
Glucocorticoid receptor binding + 0.7690 76.90%
Aromatase binding + 0.6140 61.40%
PPAR gamma + 0.7627 76.27%
Honey bee toxicity - 0.8336 83.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9898 98.98%

Targets

Top

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.77% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.41% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.81% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.78% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.04% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.07% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.01% 83.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.68% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.66% 91.49%
CHEMBL5028 O14672 ADAM10 85.83% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.63% 94.08%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.57% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 84.89% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.83% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.13% 85.14%

Plants that contains it

Top
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

Top
PubChem 101602652
LOTUS LTS0082758
wikiData Q105270166