[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-21-acetyloxy-6-(furan-3-yl)-4,12,19,20-tetrahydroxy-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

Details

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Internal ID 01f9fc7d-81fc-45cd-80ad-6752be8e2ef3
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)-21-acetyloxy-6-(furan-3-yl)-4,12,19,20-tetrahydroxy-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)O)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)O)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)O)O)C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)O)C)O)C
InChI InChI=1S/C32H42O12/c1-13(2)26(39)43-27-28(4)17-10-18(34)30(6)22(31(17,12-41-27)24(38)21(36)25(28)42-14(3)33)20(35)23(37)29(5)16(15-7-8-40-11-15)9-19-32(29,30)44-19/h7-8,11,13,16-19,21-25,27,34,36-38H,9-10,12H2,1-6H3/t16-,17-,18+,19+,21+,22-,23-,24-,25+,27?,28-,29+,30+,31-,32+/m0/s1
InChI Key GALKHYQRVDSODB-YZBXJARYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O12
Molecular Weight 618.70 g/mol
Exact Mass 618.26762677 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-21-acetyloxy-6-(furan-3-yl)-4,12,19,20-tetrahydroxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9184 91.84%
Caco-2 - 0.8166 81.66%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7930 79.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7173 71.73%
OATP1B3 inhibitior + 0.8679 86.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8531 85.31%
P-glycoprotein inhibitior + 0.7045 70.45%
P-glycoprotein substrate + 0.6566 65.66%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition - 0.5655 56.55%
CYP2C9 inhibition - 0.8260 82.60%
CYP2C19 inhibition - 0.8599 85.99%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.8619 86.19%
CYP2C8 inhibition + 0.6786 67.86%
CYP inhibitory promiscuity - 0.9377 93.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5364 53.64%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.7529 75.29%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.5301 53.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7708 77.08%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.6126 61.26%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7368 73.68%
Acute Oral Toxicity (c) III 0.3849 38.49%
Estrogen receptor binding + 0.8008 80.08%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.5821 58.21%
Glucocorticoid receptor binding + 0.7428 74.28%
Aromatase binding + 0.6977 69.77%
PPAR gamma + 0.7379 73.79%
Honey bee toxicity - 0.6552 65.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9678 96.78%

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 98.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.92% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.87% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.75% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.19% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.99% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.17% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.03% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.62% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 87.73% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.42% 97.28%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.91% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.56% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.67% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 84.12% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.71% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.11% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.80% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.51% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.48% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.40% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.28% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.94% 93.00%

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 101930509
LOTUS LTS0206374
wikiData Q105005465