PlantaeDB Logo
Login Sign-up

[(3Z,3aS,5aR,6S,7R,9aR,9bS)-7-acetyloxy-3-[(3E,5E,7S)-7-acetyloxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 8692c96c-6d1b-483b-a3eb-5f0f629c2c7e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3Z,3aS,5aR,6S,7R,9aR,9bS)-7-acetyloxy-3-[(3E,5E,7S)-7-acetyloxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl acetate
SMILES (Canonical) CC(=CCC(C(=CC=CC(=C1C(=O)CC2C1(CCC3C2(CCC(C3(C)COC(=O)C)OC(=O)C)C)C)C)C)OC(=O)C)C
SMILES (Isomeric) CC(=CC[C@@H](/C(=C/C=C/C(=C/1\C(=O)C[C@@H]2[C@@]1(CC[C@@H]3[C@@]2(CC[C@H]([C@]3(C)COC(=O)C)OC(=O)C)C)C)/C)/C)OC(=O)C)C
InChI InChI=1S/C36H52O7/c1-22(2)14-15-29(42-26(6)38)23(3)12-11-13-24(4)33-28(40)20-31-34(8)19-17-32(43-27(7)39)36(10,21-41-25(5)37)30(34)16-18-35(31,33)9/h11-14,29-32H,15-21H2,1-10H3/b13-11+,23-12+,33-24+/t29-,30+,31-,32+,34-,35-,36+/m0/s1
InChI Key BKYTUKQTWNSKPW-PSUFSJHHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C36H52O7
Molecular Weight 596.80 g/mol
Exact Mass 596.37130399 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.40
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3Z,3aS,5aR,6S,7R,9aR,9bS)-7-acetyloxy-3-[(3E,5E,7S)-7-acetyloxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-6-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.7519 75.19%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8561 85.61%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.8180 81.80%
OATP1B3 inhibitior + 0.8687 86.87%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8832 88.32%
P-glycoprotein substrate - 0.5737 57.37%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9127 91.27%
CYP3A4 inhibition - 0.8863 88.63%
CYP2C9 inhibition - 0.7351 73.51%
CYP2C19 inhibition - 0.8276 82.76%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition + 0.5934 59.34%
CYP inhibitory promiscuity - 0.7412 74.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5509 55.09%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.5284 52.84%
Skin corrosion - 0.9723 97.23%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8580 85.80%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7828 78.28%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5422 54.22%
Acute Oral Toxicity (c) III 0.5827 58.27%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.5958 59.58%
Thyroid receptor binding + 0.6421 64.21%
Glucocorticoid receptor binding + 0.8621 86.21%
Aromatase binding + 0.7368 73.68%
PPAR gamma + 0.7265 72.65%
Honey bee toxicity - 0.6990 69.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.69% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.61% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.22% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.66% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.47% 98.95%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.98% 91.65%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.32% 95.71%
CHEMBL299 P17252 Protein kinase C alpha 85.74% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 85.43% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.31% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.82% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.03% 100.00%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.91% 92.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.71% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.05% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.04% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.03% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 82.63% 94.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.35% 89.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.57% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.37% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.29% 99.17%
CHEMBL5028 O14672 ADAM10 80.20% 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.
There are no matching plants.

Cross-Links

Top
PubChem 10793647
LOTUS LTS0040337
wikiData Q104937839