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[4,21-Diacetyloxy-6-(furan-3-yl)-12,19,20-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate

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 0d59c27d-e6f5-4563-9159-baddc1381dd5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [4,21-diacetyloxy-6-(furan-3-yl)-12,19,20-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
SMILES (Isomeric) CCC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
InChI InChI=1S/C35H46O13/c1-8-15(2)29(42)47-30-31(5)20-12-21(38)33(7)25(34(20,14-44-30)26(41)24(40)27(31)45-16(3)36)23(39)28(46-17(4)37)32(6)19(18-9-10-43-13-18)11-22-35(32,33)48-22/h9-10,13,15,19-22,24-28,30,38,40-41H,8,11-12,14H2,1-7H3
InChI Key QNXRBOOJZMYITN-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O13
Molecular Weight 674.70 g/mol
Exact Mass 674.29384152 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,21-Diacetyloxy-6-(furan-3-yl)-12,19,20-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9424 94.24%
Caco-2 - 0.8304 83.04%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7233 72.33%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.7010 70.10%
OATP1B3 inhibitior + 0.8337 83.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8923 89.23%
P-glycoprotein inhibitior + 0.7705 77.05%
P-glycoprotein substrate + 0.6900 69.00%
CYP3A4 substrate + 0.7073 70.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition + 0.6312 63.12%
CYP2C9 inhibition - 0.7958 79.58%
CYP2C19 inhibition - 0.8353 83.53%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition + 0.7081 70.81%
CYP inhibitory promiscuity - 0.8706 87.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5520 55.20%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7056 70.56%
Skin corrosion - 0.9364 93.64%
Ames mutagenesis - 0.5301 53.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7394 73.94%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation - 0.8861 88.61%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6204 62.04%
Acute Oral Toxicity (c) III 0.3936 39.36%
Estrogen receptor binding + 0.7942 79.42%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.5637 56.37%
Glucocorticoid receptor binding + 0.7719 77.19%
Aromatase binding + 0.6984 69.84%
PPAR gamma + 0.7781 77.81%
Honey bee toxicity - 0.6667 66.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9842 98.42%

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 98.70% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.10% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.38% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.27% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.42% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.33% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.42% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.98% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.31% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.62% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.15% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.37% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.23% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 84.76% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 84.36% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 84.19% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.82% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.44% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.05% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.48% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.90% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.54% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.52% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.27% 96.00%

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.
Melia azedarach

Cross-Links

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PubChem 73210168
LOTUS LTS0184447
wikiData Q105224719