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[(1S,2R,4R,6R,7R,11R,12R,14R,15S,16S,18S)-7-(furan-3-yl)-15-hydroxy-18-(2-methoxy-2-oxoethyl)-1,6,17,17-tetramethyl-9,19-dioxo-3,8,13-trioxahexacyclo[13.3.1.02,4.02,12.06,11.012,14]nonadecan-16-yl] (Z)-2-methylbut-2-enoate

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 b6912873-ffdf-492f-87c9-6c3d59bbd66b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,6R,7R,11R,12R,14R,15S,16S,18S)-7-(furan-3-yl)-15-hydroxy-18-(2-methoxy-2-oxoethyl)-1,6,17,17-tetramethyl-9,19-dioxo-3,8,13-trioxahexacyclo[13.3.1.02,4.02,12.06,11.012,14]nonadecan-16-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(C2(C(=O)C1(C3C4(C25C(O5)CC6(C4CC(=O)OC6C7=COC=C7)C)O3)O)C)CC(=O)OC)(C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1[C@@]2([C@@H]3[C@]4(O3)[C@@H]5CC(=O)O[C@H]([C@@]5(C[C@@H]6[C@]4(O6)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)C)C7=COC=C7)O
InChI InChI=1S/C32H38O11/c1-8-15(2)23(35)41-25-27(3,4)17(11-20(33)38-7)29(6)24(36)30(25,37)26-31(43-26)18-12-21(34)40-22(16-9-10-39-14-16)28(18,5)13-19-32(29,31)42-19/h8-10,14,17-19,22,25-26,37H,11-13H2,1-7H3/b15-8-/t17-,18+,19+,22-,25-,26+,28+,29+,30-,31+,32-/m0/s1
InChI Key MSDCRZJHDWGRGS-ZUXQKIEXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O11
Molecular Weight 598.60 g/mol
Exact Mass 598.24141202 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4R,6R,7R,11R,12R,14R,15S,16S,18S)-7-(furan-3-yl)-15-hydroxy-18-(2-methoxy-2-oxoethyl)-1,6,17,17-tetramethyl-9,19-dioxo-3,8,13-trioxahexacyclo[13.3.1.02,4.02,12.06,11.012,14]nonadecan-16-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9841 98.41%
Caco-2 - 0.7686 76.86%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6957 69.57%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior - 0.3902 39.02%
OATP1B3 inhibitior - 0.2772 27.72%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9681 96.81%
P-glycoprotein inhibitior + 0.8107 81.07%
P-glycoprotein substrate + 0.7371 73.71%
CYP3A4 substrate + 0.7172 71.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition + 0.8316 83.16%
CYP2C9 inhibition - 0.7400 74.00%
CYP2C19 inhibition - 0.7511 75.11%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.8815 88.15%
CYP2C8 inhibition + 0.7004 70.04%
CYP inhibitory promiscuity - 0.7430 74.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4474 44.74%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8729 87.29%
Skin irritation - 0.7099 70.99%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.7750 77.50%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4358 43.58%
Estrogen receptor binding + 0.8024 80.24%
Androgen receptor binding + 0.7643 76.43%
Thyroid receptor binding + 0.6238 62.38%
Glucocorticoid receptor binding + 0.8261 82.61%
Aromatase binding + 0.7552 75.52%
PPAR gamma + 0.7445 74.45%
Honey bee toxicity - 0.6865 68.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9924 99.24%

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 99.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.19% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.71% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 91.05% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.99% 91.24%
CHEMBL2581 P07339 Cathepsin D 89.88% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.66% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.90% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.86% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.22% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.69% 99.17%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.67% 91.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.22% 92.62%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.33% 80.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.89% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.94% 83.82%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.64% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.20% 93.00%

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.
There are no matching plants.

Cross-Links

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PubChem 163105095
LOTUS LTS0270390
wikiData Q105171104