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[(1S,2R,4R,5S,6R,8S,10R,11S,12S,14R,15R,16S,19R,20S,21R)-4,20-diacetyloxy-6-(furan-3-yl)-12,19,21-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-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 88c930f4-50d1-46aa-b903-e0b5301f07b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5S,6R,8S,10R,11S,12S,14R,15R,16S,19R,20S,21R)-4,20-diacetyloxy-6-(furan-3-yl)-12,19,21-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-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2O)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)O[C@H]1[C@@]2([C@@H]3C[C@@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H]([C@@H]([C@@H]2O)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/C34H44O13/c1-14(2)28(41)46-29-30(5)19-11-20(37)32(7)24(33(19,13-43-29)26(40)23(25(30)39)44-15(3)35)22(38)27(45-16(4)36)31(6)18(17-8-9-42-12-17)10-21-34(31,32)47-21/h8-9,12,14,18-21,23-27,29,37,39-40H,10-11,13H2,1-7H3/t18-,19+,20+,21+,23-,24+,25+,26+,27+,29+,30-,31+,32-,33+,34+/m1/s1
InChI Key NFQBXMOVVDDJCV-YOGJINRTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H44O13
Molecular Weight 660.70 g/mol
Exact Mass 660.27819145 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.64
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4R,5S,6R,8S,10R,11S,12S,14R,15R,16S,19R,20S,21R)-4,20-diacetyloxy-6-(furan-3-yl)-12,19,21-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-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9058 90.58%
Caco-2 - 0.8270 82.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7325 73.25%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.6977 69.77%
OATP1B3 inhibitior + 0.9144 91.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9336 93.36%
P-glycoprotein inhibitior + 0.7739 77.39%
P-glycoprotein substrate + 0.6281 62.81%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.5198 51.98%
CYP2C9 inhibition - 0.8158 81.58%
CYP2C19 inhibition - 0.8831 88.31%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8977 89.77%
CYP2C8 inhibition + 0.6523 65.23%
CYP inhibitory promiscuity - 0.8820 88.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5473 54.73%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7564 75.64%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis - 0.5101 51.01%
Human Ether-a-go-go-Related Gene inhibition + 0.6790 67.90%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation - 0.8606 86.06%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7795 77.95%
Acute Oral Toxicity (c) I 0.4237 42.37%
Estrogen receptor binding + 0.8047 80.47%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.5989 59.89%
Glucocorticoid receptor binding + 0.7519 75.19%
Aromatase binding + 0.6972 69.72%
PPAR gamma + 0.7757 77.57%
Honey bee toxicity - 0.6307 63.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9548 95.48%

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 98.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.29% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.29% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.40% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.65% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.25% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.89% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.34% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 89.62% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.80% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.75% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.24% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.01% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.99% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.50% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.37% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.90% 82.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.89% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.49% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.65% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.25% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.77% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 80.28% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.10% 98.75%

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 162846915
LOTUS LTS0162093
wikiData Q105178618