PlantaeDB Logo
Login Sign-up

[(1S,8R,10R,11S,15R)-21-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

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

Top
Internal ID a0fb8ccf-2b6e-43c8-9cc7-7cb5b355ce7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,8R,10R,11S,15R)-21-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(CC2OC(=O)C)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
SMILES (Isomeric) CC(C)C(=O)OC1[C@@]2(C3CC([C@@]4(C([C@@]3(CO1)C(CC2OC(=O)C)O)C(=O)CC5([C@]46[C@H](O6)CC5C7=COC=C7)C)C)O)C
InChI InChI=1S/C32H42O10/c1-15(2)26(37)41-27-29(5)20-10-21(35)30(6)25(31(20,14-39-27)22(36)11-23(29)40-16(3)33)19(34)12-28(4)18(17-7-8-38-13-17)9-24-32(28,30)42-24/h7-8,13,15,18,20-25,27,35-36H,9-12,14H2,1-6H3/t18?,20?,21?,22?,23?,24-,25?,27?,28?,29-,30-,31-,32-/m1/s1
InChI Key LYPRXGBHIMCFLS-XTUDGWKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H42O10
Molecular Weight 586.70 g/mol
Exact Mass 586.27779753 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,8R,10R,11S,15R)-21-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 - 0.7905 79.05%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8258 82.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3234 32.34%
OATP1B3 inhibitior + 0.8239 82.39%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9696 96.96%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.6560 65.60%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.5067 50.67%
CYP2C9 inhibition - 0.7333 73.33%
CYP2C19 inhibition - 0.8207 82.07%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.6306 63.06%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5704 57.04%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.7536 75.36%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.5701 57.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7862 78.62%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8747 87.47%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6695 66.95%
Acute Oral Toxicity (c) I 0.5892 58.92%
Estrogen receptor binding + 0.8132 81.32%
Androgen receptor binding + 0.7713 77.13%
Thyroid receptor binding + 0.5689 56.89%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.7226 72.26%
PPAR gamma + 0.7289 72.89%
Honey bee toxicity - 0.6816 68.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9921 99.21%

Targets

Top

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 98.75% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.77% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.16% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.26% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.16% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.41% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.29% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.29% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.42% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 86.95% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.51% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.83% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.82% 97.28%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.57% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.84% 93.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.20% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.05% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.87% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.44% 82.69%

Plants that contains it

Top
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.
Melia azedarach

Cross-Links

Top
PubChem 6326036
LOTUS LTS0119117
wikiData Q105159482