PlantaeDB Logo
Login Sign-up

methyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15S)-12-acetyloxy-4,7-dihydroxy-6-[(1S,2R,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-(3-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-11-carboxylate

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 6650edf5-a457-42df-9d68-242efde16db0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15S)-12-acetyloxy-4,7-dihydroxy-6-[(1S,2R,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-(3-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-11-carboxylate
SMILES (Canonical) CC(C)CC(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)O)C(=O)OC)OC(=O)C
SMILES (Isomeric) CC(C)CC(=O)O[C@@H]1C[C@H]([C@]2(CO[C@@H]3[C@H]2[C@]14CO[C@@H]([C@H]4[C@]([C@@H]3O)(C)[C@@]56[C@@H]7C[C@H]([C@@]5(O6)C)[C@@]8(C=CO[C@H]8O7)O)O)C(=O)OC)OC(=O)C
InChI InChI=1S/C33H44O14/c1-14(2)9-20(35)45-17-11-18(44-15(3)34)31(26(38)40-6)13-42-21-22(31)30(17)12-43-25(37)23(30)28(4,24(21)36)33-19-10-16(29(33,5)47-33)32(39)7-8-41-27(32)46-19/h7-8,14,16-19,21-25,27,36-37,39H,9-13H2,1-6H3/t16-,17-,18-,19+,21-,22+,23+,24-,25+,27+,28+,29+,30+,31+,32-,33+/m1/s1
InChI Key OLVMXZKTRMVIJY-LEXJWOSASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H44O14
Molecular Weight 664.70 g/mol
Exact Mass 664.27310607 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.33
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15S)-12-acetyloxy-4,7-dihydroxy-6-[(1S,2R,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-(3-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-11-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9282 92.82%
Caco-2 - 0.8412 84.12%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7896 78.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8093 80.93%
OATP1B3 inhibitior + 0.8665 86.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8768 87.68%
P-glycoprotein inhibitior + 0.7100 71.00%
P-glycoprotein substrate + 0.7309 73.09%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7278 72.78%
CYP2C9 inhibition - 0.7619 76.19%
CYP2C19 inhibition - 0.7890 78.90%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.9122 91.22%
CYP2C8 inhibition + 0.7113 71.13%
CYP inhibitory promiscuity - 0.8739 87.39%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5885 58.85%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5480 54.80%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6390 63.90%
skin sensitisation - 0.8605 86.05%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4585 45.85%
Acute Oral Toxicity (c) I 0.7222 72.22%
Estrogen receptor binding + 0.7662 76.62%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.5147 51.47%
Glucocorticoid receptor binding + 0.6789 67.89%
Aromatase binding + 0.7072 70.72%
PPAR gamma + 0.7370 73.70%
Honey bee toxicity - 0.8910 89.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9842 98.42%

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 99.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.90% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.52% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.29% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.35% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.59% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.54% 92.62%
CHEMBL2581 P07339 Cathepsin D 90.26% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.09% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.63% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.90% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.75% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.68% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 84.56% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.94% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.96% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.95% 96.00%
CHEMBL1914 P06276 Butyrylcholinesterase 80.97% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 80.76% 94.73%
CHEMBL3776 Q14790 Caspase-8 80.55% 97.06%
CHEMBL5028 O14672 ADAM10 80.37% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.36% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.35% 95.89%

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.
Azadirachta excelsa

Cross-Links

Top
PubChem 163028330
LOTUS LTS0095023
wikiData Q105194161