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[17-Acetyloxy-8-(furan-3-yl)-19-hydroxy-1,9,11,16-tetramethyl-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] 2-methylbut-2-enoate

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 173883e5-f751-49df-b6fa-d12b73ed1dbd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [17-acetyloxy-8-(furan-3-yl)-19-hydroxy-1,9,11,16-tetramethyl-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C4C1(C5=C(C(CC5OC(=O)C4)C6=COC=C6)C)C)C)O)OC(=O)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C4C1(C5=C(C(CC5OC(=O)C4)C6=COC=C6)C)C)C)O)OC(=O)C)C
InChI InChI=1S/C33H42O9/c1-8-16(2)30(37)42-29-27-28-31(5,15-39-27)24(40-18(4)34)13-23(35)32(28,6)22-12-25(36)41-21-11-20(19-9-10-38-14-19)17(3)26(21)33(22,29)7/h8-10,14,20-24,27-29,35H,11-13,15H2,1-7H3
InChI Key LHFRBMWFNLUYCY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O9
Molecular Weight 582.70 g/mol
Exact Mass 582.28288291 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-Acetyloxy-8-(furan-3-yl)-19-hydroxy-1,9,11,16-tetramethyl-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 - 0.7652 76.52%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.7085 70.85%
OATP1B3 inhibitior + 0.9097 90.97%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9943 99.43%
P-glycoprotein inhibitior + 0.8488 84.88%
P-glycoprotein substrate + 0.6017 60.17%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition + 0.5094 50.94%
CYP2C9 inhibition - 0.7680 76.80%
CYP2C19 inhibition - 0.8390 83.90%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8115 81.15%
CYP2C8 inhibition + 0.7664 76.64%
CYP inhibitory promiscuity - 0.8324 83.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8998 89.98%
Skin irritation - 0.5502 55.02%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.5542 55.42%
Human Ether-a-go-go-Related Gene inhibition + 0.7485 74.85%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6927 69.27%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6347 63.47%
Acute Oral Toxicity (c) I 0.6682 66.82%
Estrogen receptor binding + 0.8067 80.67%
Androgen receptor binding + 0.7105 71.05%
Thyroid receptor binding + 0.5457 54.57%
Glucocorticoid receptor binding + 0.8200 82.00%
Aromatase binding + 0.6582 65.82%
PPAR gamma + 0.7670 76.70%
Honey bee toxicity - 0.6373 63.73%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 1.0000 100.00%

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 96.91% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.66% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 95.48% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.46% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.36% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.28% 81.11%
CHEMBL2581 P07339 Cathepsin D 93.26% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.10% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.66% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.74% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.23% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.16% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.68% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.33% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.24% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.45% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.28% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.74% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.36% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.50% 99.17%

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 72955222
LOTUS LTS0035648
wikiData Q105151748