6-Benzoyl-10-(3-hydroxy-3-methylbut-1-enyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

Top
Internal ID 8e0ba76d-86e1-46a8-8f5e-2546b45a9cf5
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
IUPAC Name 6-benzoyl-10-(3-hydroxy-3-methylbut-1-enyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
SMILES (Canonical) CC(=CCC12CC(C(C3(C1=O)CC(OC3=C(C2=O)C(=O)C4=CC=CC=C4)C(C)(C)O)(C)C)C=CC(C)(C)O)C
SMILES (Isomeric) CC(=CCC12CC(C(C3(C1=O)CC(OC3=C(C2=O)C(=O)C4=CC=CC=C4)C(C)(C)O)(C)C)C=CC(C)(C)O)C
InChI InChI=1S/C33H42O6/c1-20(2)14-17-32-18-22(15-16-29(3,4)37)30(5,6)33(28(32)36)19-23(31(7,8)38)39-27(33)24(26(32)35)25(34)21-12-10-9-11-13-21/h9-16,22-23,37-38H,17-19H2,1-8H3
InChI Key GZADVFQEXFHJPC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H42O6
Molecular Weight 534.70 g/mol
Exact Mass 534.29813906 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.54
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6-Benzoyl-10-(3-hydroxy-3-methylbut-1-enyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-8-(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 - 0.6547 65.47%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7845 78.45%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.8729 87.29%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9918 99.18%
P-glycoprotein inhibitior + 0.7275 72.75%
P-glycoprotein substrate - 0.5131 51.31%
CYP3A4 substrate + 0.6476 64.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8332 83.32%
CYP3A4 inhibition - 0.8909 89.09%
CYP2C9 inhibition - 0.6239 62.39%
CYP2C19 inhibition - 0.7487 74.87%
CYP2D6 inhibition - 0.8861 88.61%
CYP1A2 inhibition - 0.6812 68.12%
CYP2C8 inhibition + 0.5858 58.58%
CYP inhibitory promiscuity - 0.5071 50.71%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4879 48.79%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8626 86.26%
Skin irritation - 0.6231 62.31%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6920 69.20%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.7052 70.52%
skin sensitisation - 0.6599 65.99%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8365 83.65%
Acute Oral Toxicity (c) III 0.4493 44.93%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.7075 70.75%
Thyroid receptor binding + 0.6905 69.05%
Glucocorticoid receptor binding + 0.7393 73.93%
Aromatase binding + 0.6859 68.59%
PPAR gamma + 0.6959 69.59%
Honey bee toxicity - 0.8294 82.94%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9902 99.02%

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
CHEMBL221 P23219 Cyclooxygenase-1 96.62% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.16% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.60% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.47% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.57% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 89.65% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.25% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.92% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.92% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.02% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.63% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.90% 97.09%

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.
Hypericum scabrum

Cross-Links

Top
PubChem 73880634
LOTUS LTS0156341
wikiData Q105024296