dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-7-hydroxy-6-[(2S,4R,6R,9R,11S)-2-hydroxy-4-methoxy-11-methyl-7,10-dioxatetracyclo[6.3.1.02,6.09,11]dodecan-9-yl]-6-methyl-14-(2-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate

Details

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Internal ID c9cc6209-9012-45fd-bf31-d1c96c1751f8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-12-acetyloxy-7-hydroxy-6-[(2S,4R,6R,9R,11S)-2-hydroxy-4-methoxy-11-methyl-7,10-dioxatetracyclo[6.3.1.02,6.09,11]dodecan-9-yl]-6-methyl-14-(2-methylbutanoyloxy)-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4,11-dicarboxylate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(CC(CC8O7)OC)O)C(=O)OC)C(=O)OC)OC(=O)C
SMILES (Isomeric) CCC(C)C(=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@@]56C7CC([C@@]5(O6)C)[C@]8(C[C@@H](C[C@H]8O7)OC)O)C(=O)OC)C(=O)OC)OC(=O)C
InChI InChI=1S/C37H52O15/c1-9-16(2)29(40)51-20-12-21(49-17(3)38)35(31(42)46-8)15-47-24-27(35)34(20)14-48-25(30(41)45-7)26(34)32(4,28(24)39)37-23-11-19(33(37,5)52-37)36(43)13-18(44-6)10-22(36)50-23/h16,18-28,39,43H,9-15H2,1-8H3/t16?,18-,19?,20+,21-,22-,23?,24-,25+,26+,27-,28-,32+,33+,34-,35+,36+,37+/m1/s1
InChI Key ZMBSZFLUIUMZOK-GYBMRARMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H52O15
Molecular Weight 736.80 g/mol
Exact Mass 736.33062095 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 15
H-Bond Donor 2
Rotatable Bonds 8

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,14S,15R)-12-acetyloxy-7-hydroxy-6-[(2S,4R,6R,9R,11S)-2-hydroxy-4-methoxy-11-methyl-7,10-dioxatetracyclo[6.3.1.02,6.09,11]dodecan-9-yl]-6-methyl-14-(2-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 + 0.9444 94.44%
Caco-2 - 0.8432 84.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6716 67.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8218 82.18%
OATP1B3 inhibitior + 0.8987 89.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9154 91.54%
P-glycoprotein inhibitior + 0.7530 75.30%
P-glycoprotein substrate + 0.7556 75.56%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.5265 52.65%
CYP2C9 inhibition - 0.7989 79.89%
CYP2C19 inhibition - 0.8116 81.16%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.9049 90.49%
CYP2C8 inhibition + 0.7549 75.49%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.7241 72.41%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5767 57.67%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8952 89.52%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5531 55.31%
Acute Oral Toxicity (c) I 0.5380 53.80%
Estrogen receptor binding + 0.7262 72.62%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding - 0.5407 54.07%
Glucocorticoid receptor binding + 0.7338 73.38%
Aromatase binding + 0.7007 70.07%
PPAR gamma + 0.7113 71.13%
Honey bee toxicity - 0.8421 84.21%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9509 95.09%

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 99.55% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.86% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.93% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.35% 95.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 91.51% 89.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.66% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.10% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.10% 96.47%
CHEMBL205 P00918 Carbonic anhydrase II 88.57% 98.44%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.95% 96.61%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.73% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.24% 94.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.33% 85.31%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.12% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 84.86% 97.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.91% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.86% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.22% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.16% 97.14%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.11% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.90% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.78% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.59% 97.50%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.66% 83.10%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 81.50% 97.79%
CHEMBL4302 P08183 P-glycoprotein 1 80.92% 92.98%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.68% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.68% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.44% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.19% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.11% 96.00%

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 54581351
LOTUS LTS0232822
wikiData Q105379330