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methyl (2R)-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]-2-hydroxyacetate

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 50d5665b-0770-46ab-b98a-df67d75fd3fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(C2=O)O)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(CC3=C4CC(=O)O[C@H]([C@@]4(CC[C@@H]3[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)O)C)C)C5=COC=C5)O
InChI InChI=1S/C29H36O10/c1-14(30)38-25-26(2,3)21(20(32)23(33)36-6)28(5)17-7-9-27(4)18(16(17)12-29(25,35)24(28)34)11-19(31)39-22(27)15-8-10-37-13-15/h8,10,13,17,20-22,25,32,35H,7,9,11-12H2,1-6H3/t17-,20+,21-,22-,25-,27+,28+,29-/m0/s1
InChI Key JWYNOYIKTIPXBD-MWGBPSIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O10
Molecular Weight 544.60 g/mol
Exact Mass 544.23084734 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.7436 74.36%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8154 81.54%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior - 0.3361 33.61%
OATP1B3 inhibitior + 0.9521 95.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7785 77.85%
P-glycoprotein inhibitior + 0.7311 73.11%
P-glycoprotein substrate + 0.5912 59.12%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8485 84.85%
CYP3A4 inhibition + 0.8274 82.74%
CYP2C9 inhibition - 0.8295 82.95%
CYP2C19 inhibition - 0.9034 90.34%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.8423 84.23%
CYP2C8 inhibition + 0.5901 59.01%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4990 49.90%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8906 89.06%
Skin irritation - 0.5957 59.57%
Skin corrosion - 0.9233 92.33%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4075 40.75%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5447 54.47%
skin sensitisation - 0.8458 84.58%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6105 61.05%
Acute Oral Toxicity (c) I 0.7569 75.69%
Estrogen receptor binding + 0.8285 82.85%
Androgen receptor binding + 0.7270 72.70%
Thyroid receptor binding + 0.5896 58.96%
Glucocorticoid receptor binding + 0.8318 83.18%
Aromatase binding + 0.7237 72.37%
PPAR gamma + 0.7511 75.11%
Honey bee toxicity - 0.7491 74.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.66% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.53% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.86% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.52% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 88.61% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.98% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.48% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.42% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.40% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.54% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.39% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.36% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.94% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.90% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.43% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.50% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.00% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.32% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.18% 93.03%
CHEMBL5028 O14672 ADAM10 80.99% 97.50%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.94% 91.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.61% 92.62%

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.
Khaya senegalensis

Cross-Links

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PubChem 163014016
LOTUS LTS0268281
wikiData Q105136456