PlantaeDB Logo
Login Sign-up

[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-4,20,21-triacetyloxy-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 8f93e783-0ba6-40d6-972a-c0464a72d930
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-4,20,21-triacetyloxy-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(C(C2OC(=O)C)OC(=O)C)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(C)C(=O)OC1[C@]2([C@@H]3C[C@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H]([C@H]([C@H]2OC(=O)C)OC(=O)C)O)C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)OC(=O)C)C)O)C
InChI InChI=1S/C36H46O14/c1-15(2)30(43)49-31-32(6)21-12-22(40)34(8)26(35(21,14-45-31)27(42)25(46-16(3)37)29(32)48-18(5)39)24(41)28(47-17(4)38)33(7)20(19-9-10-44-13-19)11-23-36(33,34)50-23/h9-10,13,15,20-23,25-29,31,40,42H,11-12,14H2,1-8H3/t20-,21-,22+,23+,25+,26-,27-,28-,29+,31?,32-,33+,34+,35-,36+/m0/s1
InChI Key ZXYBAVNFURYQBW-BWEHSJAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H46O14
Molecular Weight 702.70 g/mol
Exact Mass 702.28875614 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-4,20,21-triacetyloxy-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 + 0.9563 95.63%
Caco-2 - 0.8317 83.17%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7941 79.41%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.6968 69.68%
OATP1B3 inhibitior + 0.8540 85.40%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9617 96.17%
P-glycoprotein inhibitior + 0.8056 80.56%
P-glycoprotein substrate + 0.6349 63.49%
CYP3A4 substrate + 0.7077 70.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition - 0.5257 52.57%
CYP2C9 inhibition - 0.7922 79.22%
CYP2C19 inhibition - 0.8589 85.89%
CYP2D6 inhibition - 0.9308 93.08%
CYP1A2 inhibition - 0.8799 87.99%
CYP2C8 inhibition + 0.6860 68.60%
CYP inhibitory promiscuity - 0.8975 89.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5165 51.65%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.7581 75.81%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5001 50.01%
Human Ether-a-go-go-Related Gene inhibition + 0.6604 66.04%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5802 58.02%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8077 80.77%
Acute Oral Toxicity (c) I 0.4600 46.00%
Estrogen receptor binding + 0.8142 81.42%
Androgen receptor binding + 0.7556 75.56%
Thyroid receptor binding + 0.6101 61.01%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.6811 68.11%
PPAR gamma + 0.7737 77.37%
Honey bee toxicity - 0.6363 63.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9634 96.34%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.14% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 95.82% 90.17%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.58% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.17% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.83% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.64% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.05% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.77% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.32% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.00% 97.28%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.07% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.38% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.83% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.67% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.24% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 83.90% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.70% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.38% 82.69%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.96% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.88% 98.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.53% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.06% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.58% 95.89%

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 15966088
LOTUS LTS0009221
wikiData Q104403074