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[(1R,2R,4R,6S,8R,11R,12R,13S,16S,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,15-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] (E)-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 72031b13-ec56-4276-be77-8b3abc41012f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4R,6S,8R,11R,12R,13S,16S,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,15-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2COC3(C2C(C4C1(C5=C(C(CC5OC(C4)O)C6=COC=C6)C)C)(C(CC3OC(=O)C)OC(=O)C)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@@H]2CO[C@]3([C@H]2[C@@]([C@@H]4[C@@]1(C5=C([C@@H](C[C@@H]5O[C@H](C4)O)C6=COC=C6)C)C)([C@H](C[C@H]3OC(=O)C)OC(=O)C)C)C
InChI InChI=1S/C35H46O10/c1-9-17(2)32(39)45-31-23-16-41-35(8)27(43-20(5)37)14-26(42-19(4)36)33(6,30(23)35)25-13-28(38)44-24-12-22(21-10-11-40-15-21)18(3)29(24)34(25,31)7/h9-11,15,22-28,30-31,38H,12-14,16H2,1-8H3/b17-9+/t22-,23-,24+,25-,26+,27-,28-,30-,31-,33+,34-,35-/m1/s1
InChI Key DZTGQXCOIHPUCM-JUNKLVBPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O10
Molecular Weight 626.70 g/mol
Exact Mass 626.30909766 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 5.00
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4R,6S,8R,11R,12R,13S,16S,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,15-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] (E)-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 + 0.9921 99.21%
Caco-2 - 0.7981 79.81%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7937 79.37%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.7593 75.93%
OATP1B3 inhibitior + 0.8435 84.35%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9936 99.36%
P-glycoprotein inhibitior + 0.8383 83.83%
P-glycoprotein substrate + 0.5620 56.20%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.6667 66.67%
CYP2C9 inhibition - 0.7407 74.07%
CYP2C19 inhibition - 0.8193 81.93%
CYP2D6 inhibition - 0.9272 92.72%
CYP1A2 inhibition - 0.7979 79.79%
CYP2C8 inhibition + 0.7658 76.58%
CYP inhibitory promiscuity - 0.7789 77.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4216 42.16%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.6053 60.53%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.5178 51.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7503 75.03%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6034 60.34%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4892 48.92%
Acute Oral Toxicity (c) I 0.5470 54.70%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.7158 71.58%
Thyroid receptor binding + 0.5788 57.88%
Glucocorticoid receptor binding + 0.8188 81.88%
Aromatase binding + 0.7202 72.02%
PPAR gamma + 0.7743 77.43%
Honey bee toxicity - 0.5927 59.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9895 98.95%

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 97.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.86% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.45% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.46% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.45% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.71% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.39% 95.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.21% 81.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.14% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.59% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.81% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.59% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.25% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.68% 91.24%
CHEMBL4040 P28482 MAP kinase ERK2 83.92% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 83.78% 91.19%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.56% 87.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.28% 97.36%

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 163103927
LOTUS LTS0015748
wikiData Q104991984