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[(1S,2R,5R,6R,8S,10S,11S,12S,14R,15R,16S,19R,20S,21R)-20,21-diacetyloxy-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] (2R)-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 1205dc69-6a44-4da7-858a-0dbd1a8e84ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,5R,6R,8S,10S,11S,12S,14R,15R,16S,19R,20S,21R)-20,21-diacetyloxy-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] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[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[C@]5([C@@]46[C@@H](O6)C[C@@H]5C7=COC=C7)C)C)O)C
InChI InChI=1S/C35H46O12/c1-8-16(2)29(41)46-30-32(6)22-12-23(39)33(7)26(34(22,15-43-30)27(40)25(44-17(3)36)28(32)45-18(4)37)21(38)13-31(5)20(19-9-10-42-14-19)11-24-35(31,33)47-24/h9-10,14,16,20,22-28,30,39-40H,8,11-13,15H2,1-7H3/t16-,20-,22+,23+,24+,25+,26+,27+,28+,30+,31-,32-,33-,34+,35+/m1/s1
InChI Key PRAMYZIXNOZDQY-XGAXUUCESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O12
Molecular Weight 658.70 g/mol
Exact Mass 658.29892690 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5R,6R,8S,10S,11S,12S,14R,15R,16S,19R,20S,21R)-20,21-diacetyloxy-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] (2R)-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 + 0.9734 97.34%
Caco-2 - 0.8202 82.02%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7591 75.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6877 68.77%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9814 98.14%
P-glycoprotein inhibitior + 0.7943 79.43%
P-glycoprotein substrate + 0.6820 68.20%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.6928 69.28%
CYP2C9 inhibition - 0.7843 78.43%
CYP2C19 inhibition - 0.8404 84.04%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.8795 87.95%
CYP2C8 inhibition + 0.6931 69.31%
CYP inhibitory promiscuity - 0.8322 83.22%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5800 58.00%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9075 90.75%
Skin irritation - 0.6998 69.98%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5455 54.55%
Human Ether-a-go-go-Related Gene inhibition - 0.3864 38.64%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5420 54.20%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.5529 55.29%
Glucocorticoid receptor binding + 0.7823 78.23%
Aromatase binding + 0.7074 70.74%
PPAR gamma + 0.7851 78.51%
Honey bee toxicity - 0.7313 73.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9904 99.04%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.18% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.37% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.78% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.67% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.44% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.41% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.61% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.26% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.43% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.14% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.75% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.97% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.98% 93.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.90% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.06% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.99% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.58% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.92% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.42% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 80.56% 97.79%

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 162945556
LOTUS LTS0052057
wikiData Q105213579