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[(1S,2S,4R,5S,6S,9S,10S,11R,13R,14S,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-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

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Internal ID 5ee5a0c6-5194-40c9-b796-6d491d9c18b0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,4R,5S,6S,9S,10S,11R,13R,14S,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(C(C(=O)C4C3(CO1)C(CC2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@]2([C@@H]3C[C@H]([C@]4([C@@H]5C(=O)C[C@H]([C@@]5([C@H](C(=O)[C@@H]4[C@@]3(CO1)[C@H](C[C@H]2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
InChI InChI=1S/C32H42O11/c1-14(2)27(39)43-28-30(5)19-10-20(35)31(6)24-18(34)9-17(16-7-8-40-12-16)29(24,4)26(38)23(37)25(31)32(19,13-41-28)21(36)11-22(30)42-15(3)33/h7-8,12,14,17,19-22,24-26,28,35-36,38H,9-11,13H2,1-6H3/t17-,19-,20+,21-,22+,24+,25-,26-,28-,29-,30-,31-,32+/m0/s1
InChI Key DZVAXADRXADLRZ-CWCCXYJISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O11
Molecular Weight 602.70 g/mol
Exact Mass 602.27271215 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,5S,6S,9S,10S,11R,13R,14S,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,11,18-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9634 96.34%
Caco-2 - 0.8039 80.39%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8449 84.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7006 70.06%
OATP1B3 inhibitior + 0.8541 85.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9681 96.81%
P-glycoprotein inhibitior + 0.7408 74.08%
P-glycoprotein substrate + 0.6159 61.59%
CYP3A4 substrate + 0.6964 69.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8225 82.25%
CYP3A4 inhibition - 0.7911 79.11%
CYP2C9 inhibition - 0.8509 85.09%
CYP2C19 inhibition - 0.8932 89.32%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.9053 90.53%
CYP2C8 inhibition + 0.6323 63.23%
CYP inhibitory promiscuity - 0.9256 92.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5604 56.04%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.7668 76.68%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.5801 58.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7631 76.31%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.7428 74.28%
skin sensitisation - 0.8951 89.51%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7181 71.81%
Acute Oral Toxicity (c) I 0.6290 62.90%
Estrogen receptor binding + 0.8237 82.37%
Androgen receptor binding + 0.7093 70.93%
Thyroid receptor binding + 0.6188 61.88%
Glucocorticoid receptor binding + 0.7823 78.23%
Aromatase binding + 0.6756 67.56%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.6499 64.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9791 97.91%

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 98.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.59% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.37% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.95% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 90.58% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.34% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.18% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.25% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 87.03% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 86.79% 90.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.18% 85.30%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.61% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.85% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.14% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.07% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.06% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.65% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.61% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.13% 96.77%

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.
Melia azedarach

Cross-Links

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PubChem 101943696
LOTUS LTS0167813
wikiData Q104992041