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

Details

Top
Internal ID 77496cb0-bbf7-4932-857c-076b36ff04e4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7R,8S,9S)-5,8-diacetyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CC1CCC(C2(C13CC(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@]13C[C@@H]([C@@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)C)OC(=O)C
InChI InChI=1S/C26H34O7/c1-15-12-13-20(30-16(2)27)25(6)22(32-23(29)18-10-8-7-9-11-18)21(31-17(3)28)19-14-26(15,25)33-24(19,4)5/h7-11,15,19-22H,12-14H2,1-6H3/t15-,19+,20+,21+,22+,25+,26+/m1/s1
InChI Key UDUCHALKWLCKDW-KDKJCIFXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C26H34O7
Molecular Weight 458.50 g/mol
Exact Mass 458.23045342 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 + 0.4921 49.21%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6815 68.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8850 88.50%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7979 79.79%
P-glycoprotein inhibitior + 0.8674 86.74%
P-glycoprotein substrate - 0.7505 75.05%
CYP3A4 substrate + 0.6421 64.21%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8500 85.00%
CYP3A4 inhibition - 0.6498 64.98%
CYP2C9 inhibition - 0.7350 73.50%
CYP2C19 inhibition - 0.5853 58.53%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.7201 72.01%
CYP2C8 inhibition + 0.6378 63.78%
CYP inhibitory promiscuity - 0.9227 92.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6133 61.33%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.6647 66.47%
Skin corrosion - 0.8706 87.06%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7818 78.18%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.4839 48.39%
Acute Oral Toxicity (c) III 0.4767 47.67%
Estrogen receptor binding + 0.8433 84.33%
Androgen receptor binding + 0.5554 55.54%
Thyroid receptor binding + 0.6466 64.66%
Glucocorticoid receptor binding + 0.7138 71.38%
Aromatase binding + 0.6319 63.19%
PPAR gamma + 0.6932 69.32%
Honey bee toxicity - 0.8587 85.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9960 99.60%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.81% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.18% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.96% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 89.17% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.05% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.44% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.15% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.03% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.70% 91.19%
CHEMBL5028 O14672 ADAM10 82.19% 97.50%

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.
Celastrus paniculatus

Cross-Links

Top
PubChem 163033574
LOTUS LTS0242601
wikiData Q105270523