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Dimethyl 4,7,14-trihydroxy-6-(2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl)-6-methyl-12-(2-methylbut-2-enoyloxy)-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 e3554cb8-e9e0-439f-95d3-7f925d4bfed7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name dimethyl 4,7,14-trihydroxy-6-(2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl)-6-methyl-12-(2-methylbut-2-enoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C23COC(C2C(C(C4C3C1(CO4)C(=O)OC)O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)(C(=O)OC)O)O
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(C23COC(C2C(C(C4C3C1(CO4)C(=O)OC)O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)(C(=O)OC)O)O
InChI InChI=1S/C33H42O15/c1-7-14(2)22(36)46-17-11-16(34)29-13-45-32(40,25(38)42-6)23(29)27(3,21(35)19-20(29)30(17,12-44-19)24(37)41-5)33-18-10-15(28(33,4)48-33)31(39)8-9-43-26(31)47-18/h7-9,15-21,23,26,34-35,39-40H,10-13H2,1-6H3
InChI Key KAJFOBKSQVMLSY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O15
Molecular Weight 678.70 g/mol
Exact Mass 678.25237063 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.77
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Dimethyl 4,7,14-trihydroxy-6-(2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl)-6-methyl-12-(2-methylbut-2-enoyloxy)-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 + 0.9567 95.67%
Caco-2 - 0.8459 84.59%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7312 73.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8262 82.62%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8789 87.89%
P-glycoprotein inhibitior + 0.7308 73.08%
P-glycoprotein substrate + 0.7344 73.44%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8724 87.24%
CYP3A4 inhibition - 0.7022 70.22%
CYP2C9 inhibition - 0.8504 85.04%
CYP2C19 inhibition - 0.8530 85.30%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.8969 89.69%
CYP2C8 inhibition + 0.7532 75.32%
CYP inhibitory promiscuity - 0.9340 93.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5697 56.97%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.6869 68.69%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4844 48.44%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5092 50.92%
Acute Oral Toxicity (c) I 0.7042 70.42%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.7254 72.54%
Aromatase binding + 0.6894 68.94%
PPAR gamma + 0.7332 73.32%
Honey bee toxicity - 0.9384 93.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9551 95.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.54% 91.07%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.14% 95.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.76% 94.45%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.69% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.57% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.21% 97.53%
CHEMBL340 P08684 Cytochrome P450 3A4 86.31% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.30% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.71% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 85.45% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.28% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.89% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.35% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.99% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 83.78% 92.98%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.30% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.75% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.41% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.14% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.23% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.94% 97.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.49% 85.30%
CHEMBL2581 P07339 Cathepsin D 80.45% 98.95%

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 indica

Cross-Links

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PubChem 162927766
LOTUS LTS0184151
wikiData Q105137853