[14-Acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-methylbutanoate

Details

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Internal ID 17714467-4b48-442e-ab93-2a1a9de0c42d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-methylbutanoate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(CC(C6(C5C4OC6)C)OC(=O)C)OC(=O)CC(C)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(CC(C6(C5C4OC6)C)OC(=O)C)OC(=O)CC(C)C)C)CC(=O)OC)C
InChI InChI=1S/C34H46O9/c1-17(2)11-27(37)43-25-14-24(41-19(4)35)32(5)16-40-29-30(32)33(25,6)23(13-26(36)38-8)34(7)28-18(3)21(20-9-10-39-15-20)12-22(28)42-31(29)34/h9-10,15,17,21-25,29-31H,11-14,16H2,1-8H3
InChI Key MGNBYZGLBGZLSJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46O9
Molecular Weight 598.70 g/mol
Exact Mass 598.31418304 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [14-Acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 - 0.7566 75.66%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8287 82.87%
OATP2B1 inhibitior - 0.7217 72.17%
OATP1B1 inhibitior + 0.7227 72.27%
OATP1B3 inhibitior + 0.8682 86.82%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9897 98.97%
P-glycoprotein inhibitior + 0.8381 83.81%
P-glycoprotein substrate + 0.7367 73.67%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8356 83.56%
CYP3A4 inhibition + 0.6990 69.90%
CYP2C9 inhibition - 0.6696 66.96%
CYP2C19 inhibition - 0.7519 75.19%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8809 88.09%
CYP2C8 inhibition + 0.7907 79.07%
CYP inhibitory promiscuity - 0.5219 52.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4406 44.06%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.7354 73.54%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7765 77.65%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.6086 60.86%
skin sensitisation - 0.8084 80.84%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5611 56.11%
Acute Oral Toxicity (c) I 0.5569 55.69%
Estrogen receptor binding + 0.8548 85.48%
Androgen receptor binding + 0.7199 71.99%
Thyroid receptor binding + 0.5950 59.50%
Glucocorticoid receptor binding + 0.8227 82.27%
Aromatase binding + 0.7401 74.01%
PPAR gamma + 0.8025 80.25%
Honey bee toxicity - 0.6237 62.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.81% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.45% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.24% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.90% 96.00%
CHEMBL2581 P07339 Cathepsin D 89.48% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.31% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.05% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.31% 90.17%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.65% 83.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.52% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.57% 95.56%
CHEMBL5028 O14672 ADAM10 86.21% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.79% 89.44%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.70% 89.67%
CHEMBL3401 O75469 Pregnane X receptor 84.51% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 83.95% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.89% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.02% 94.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.40% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.14% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.63% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.42% 81.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.13% 96.47%

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 14194025
LOTUS LTS0104159
wikiData Q105163452