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dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15R)-12-acetyloxy-7-hydroxy-6-[(1S,2S,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-4,11-dicarboxylate

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

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Internal ID 2363c582-2295-4ce0-8ef8-4579cf722794
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15R)-12-acetyloxy-7-hydroxy-6-[(1S,2S,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-4,11-dicarboxylate
SMILES (Canonical) CC(C)CC(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)C(=O)OC)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)C(=O)OC)C(=O)OC)OC(=O)C
InChI InChI=1S/C35H46O15/c1-15(2)10-21(37)48-18-12-19(47-16(3)36)33(28(40)43-7)14-45-22-25(33)32(18)13-46-23(27(39)42-6)24(32)30(4,26(22)38)35-20-11-17(31(35,5)50-35)34(41)8-9-44-29(34)49-20/h8-9,15,17-20,22-26,29,38,41H,10-14H2,1-7H3/t17-,18-,19-,20+,22-,23+,24+,25-,26-,29+,30+,31+,32-,33+,34+,35+/m1/s1
InChI Key FZGPSVKDAHZKDU-BJLRDPQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O15
Molecular Weight 706.70 g/mol
Exact Mass 706.28367076 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 15
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14R,15R)-12-acetyloxy-7-hydroxy-6-[(1S,2S,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-4,11-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9282 92.82%
Caco-2 - 0.8431 84.31%
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 + 0.8064 80.64%
OATP1B3 inhibitior + 0.8665 86.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9222 92.22%
P-glycoprotein inhibitior + 0.7511 75.11%
P-glycoprotein substrate + 0.7427 74.27%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
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 + 0.7261 72.61%
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 - 0.9115 91.15%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5400 54.00%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6571 65.71%
skin sensitisation - 0.8605 86.05%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4930 49.30%
Acute Oral Toxicity (c) I 0.7222 72.22%
Estrogen receptor binding + 0.7831 78.31%
Androgen receptor binding + 0.7586 75.86%
Thyroid receptor binding + 0.5226 52.26%
Glucocorticoid receptor binding + 0.7208 72.08%
Aromatase binding + 0.6902 69.02%
PPAR gamma + 0.7496 74.96%
Honey bee toxicity - 0.8679 86.79%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9842 98.42%

Targets

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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 99.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.31% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.15% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.25% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.84% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.53% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.42% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.96% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.61% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.81% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.56% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.60% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.34% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.21% 82.50%
CHEMBL3401 O75469 Pregnane X receptor 82.57% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.58% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.33% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.00% 95.89%

Plants that contains it

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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

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PubChem 162878968
LOTUS LTS0134305
wikiData Q105004927