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methyl 2-[(1R,2R,4R,5R,9R,10R,13R,14R,15S,17S)-17-acetyloxy-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-yl]acetate

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 1d34e53d-6cda-489e-9c64-0987d11ad9f6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,4R,5R,9R,10R,13R,14R,15S,17S)-17-acetyloxy-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(C35C(C1(C2=O)O)O5)CC(=O)OC4C6=COC=C6)C)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@]2([C@@H]3[C@]4(O3)[C@H](CC[C@@]5([C@H]4CC(=O)O[C@H]5C6=COC=C6)C)[C@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)O
InChI InChI=1S/C29H36O10/c1-14(30)37-23-25(2,3)17(11-19(31)35-6)27(5)16-7-9-26(4)18(29(16)24(39-29)28(23,34)22(27)33)12-20(32)38-21(26)15-8-10-36-13-15/h8,10,13,16-18,21,23-24,34H,7,9,11-12H2,1-6H3/t16-,17+,18-,21+,23+,24-,26-,27+,28-,29+/m1/s1
InChI Key NMEMUNAMFPMDHM-REBSNMRASA-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) 142.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,4R,5R,9R,10R,13R,14R,15S,17S)-17-acetyloxy-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9584 95.84%
Caco-2 - 0.7535 75.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7778 77.78%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior - 0.5477 54.77%
OATP1B3 inhibitior + 0.8890 88.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8373 83.73%
P-glycoprotein inhibitior + 0.7742 77.42%
P-glycoprotein substrate + 0.6069 60.69%
CYP3A4 substrate + 0.7297 72.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition + 0.6548 65.48%
CYP2C9 inhibition - 0.7752 77.52%
CYP2C19 inhibition - 0.8306 83.06%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8879 88.79%
CYP2C8 inhibition + 0.7500 75.00%
CYP inhibitory promiscuity - 0.9323 93.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5997 59.97%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8749 87.49%
Skin irritation - 0.7370 73.70%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6490 64.90%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6020 60.20%
skin sensitisation - 0.8733 87.33%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5696 56.96%
Acute Oral Toxicity (c) I 0.4382 43.82%
Estrogen receptor binding + 0.8322 83.22%
Androgen receptor binding + 0.7142 71.42%
Thyroid receptor binding + 0.6354 63.54%
Glucocorticoid receptor binding + 0.8009 80.09%
Aromatase binding + 0.7254 72.54%
PPAR gamma + 0.7482 74.82%
Honey bee toxicity - 0.7160 71.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9807 98.07%

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 98.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.48% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.19% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.12% 90.17%
CHEMBL2581 P07339 Cathepsin D 87.67% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.25% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.42% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.27% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 83.57% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 83.47% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.32% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL5028 O14672 ADAM10 82.99% 97.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.79% 89.67%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.74% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.65% 94.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.45% 94.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.15% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.09% 95.56%

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.
Ruagea glabra

Cross-Links

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PubChem 101712470
LOTUS LTS0181529
wikiData Q105181728