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[(1S,2S,4R,5S,6S,9S,10S,11R,13R,14R,15S,17R)-4-acetyloxy-6-(furan-3-yl)-11-hydroxy-5,10,14-trimethyl-3,8-dioxo-18,20-dioxahexacyclo[11.8.0.01,17.02,10.05,9.014,19]henicosan-15-yl] acetate

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 cebbfe2d-d329-462a-8fe6-9c0eba979e31
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,4R,5S,6S,9S,10S,11R,13R,14R,15S,17R)-4-acetyloxy-6-(furan-3-yl)-11-hydroxy-5,10,14-trimethyl-3,8-dioxo-18,20-dioxahexacyclo[11.8.0.01,17.02,10.05,9.014,19]henicosan-15-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C34COC(C1(C3CC(C5(C4C(=O)C(C6(C5C(=O)CC6C7=COC=C7)C)OC(=O)C)C)O)C)O2
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2[C@@]34COC([C@@]1([C@@H]3C[C@H]([C@@]5([C@@H]4C(=O)[C@@H]([C@@]6([C@H]5C(=O)C[C@H]6C7=COC=C7)C)OC(=O)C)C)O)C)O2
InChI InChI=1S/C30H36O10/c1-13(31)38-20-10-21-30-12-37-26(40-21)28(20,4)18(30)9-19(34)29(5)23-17(33)8-16(15-6-7-36-11-15)27(23,3)25(39-14(2)32)22(35)24(29)30/h6-7,11,16,18-21,23-26,34H,8-10,12H2,1-5H3/t16-,18-,19+,20-,21+,23+,24-,25-,26?,27-,28+,29-,30+/m0/s1
InChI Key BINBBIDTGQIZCH-MFIPDTIPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O10
Molecular Weight 556.60 g/mol
Exact Mass 556.23084734 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 3

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,14R,15S,17R)-4-acetyloxy-6-(furan-3-yl)-11-hydroxy-5,10,14-trimethyl-3,8-dioxo-18,20-dioxahexacyclo[11.8.0.01,17.02,10.05,9.014,19]henicosan-15-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9785 97.85%
Caco-2 - 0.7524 75.24%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7964 79.64%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior - 0.3311 33.11%
OATP1B3 inhibitior + 0.8288 82.88%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9866 98.66%
P-glycoprotein inhibitior + 0.7911 79.11%
P-glycoprotein substrate + 0.5436 54.36%
CYP3A4 substrate + 0.7023 70.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8273 82.73%
CYP3A4 inhibition - 0.6857 68.57%
CYP2C9 inhibition - 0.9097 90.97%
CYP2C19 inhibition - 0.9339 93.39%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6595 65.95%
CYP inhibitory promiscuity - 0.9399 93.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5693 56.93%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8936 89.36%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7591 75.91%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.7177 71.77%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.7070 70.70%
Acute Oral Toxicity (c) I 0.4509 45.09%
Estrogen receptor binding + 0.8327 83.27%
Androgen receptor binding + 0.6827 68.27%
Thyroid receptor binding + 0.5735 57.35%
Glucocorticoid receptor binding + 0.7914 79.14%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.7399 73.99%
Honey bee toxicity - 0.6936 69.36%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9623 96.23%

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 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.50% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.31% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.44% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.94% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.81% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.46% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.44% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.33% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.01% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.92% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 84.76% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 83.50% 83.82%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.96% 93.00%
CHEMBL3401 O75469 Pregnane X receptor 80.54% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.17% 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 100982988
LOTUS LTS0022228
wikiData Q104936634