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[(1R,2R,4R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-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 6cfc8bb6-6ce6-4b9c-8328-ce4f47a483f9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-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)OC1C2C3C(CO2)(C(CC(C3(C4C1(C5=C(C(CC5OC(C4)O)C6=COC=C6)C)C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)([C@@H](C[C@@H]([C@@]3([C@@H]4[C@@]1(C5=C([C@@H](C[C@@H]5O[C@H](C4)O)C6=COC=C6)C)C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C35H46O10/c1-9-17(2)32(39)45-31-29-30-33(6,16-41-29)25(42-19(4)36)14-26(43-20(5)37)34(30,7)24-13-27(38)44-23-12-22(21-10-11-40-15-21)18(3)28(23)35(24,31)8/h9-11,15,22-27,29-31,38H,12-14,16H2,1-8H3/b17-9+/t22-,23+,24-,25-,26+,27-,29-,30+,31-,33-,34+,35-/m1/s1
InChI Key JUKACULIBSHURC-NREROEQXSA-N
Popularity 1 reference 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 3.80
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,12S,13R,16R,17R,19S,20R)-17,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-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 + 0.9931 99.31%
Caco-2 - 0.7960 79.60%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.7666 76.66%
OATP1B3 inhibitior + 0.9097 90.97%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.8411 84.11%
P-glycoprotein substrate + 0.5868 58.68%
CYP3A4 substrate + 0.7119 71.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8897 88.97%
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 + 0.7922 79.22%
CYP inhibitory promiscuity - 0.8324 83.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5502 55.02%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.5478 54.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7155 71.55%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6119 61.19%
Acute Oral Toxicity (c) I 0.6682 66.82%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.7079 70.79%
Thyroid receptor binding + 0.5677 56.77%
Glucocorticoid receptor binding + 0.8106 81.06%
Aromatase binding + 0.6932 69.32%
PPAR gamma + 0.7766 77.66%
Honey bee toxicity - 0.6061 60.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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 98.30% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 95.38% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.34% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.60% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.50% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.53% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.55% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.69% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.53% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.39% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.30% 93.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.92% 87.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.42% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.91% 96.00%
CHEMBL2581 P07339 Cathepsin D 84.51% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.39% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.43% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.11% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.29% 97.14%

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 162677153
LOTUS LTS0207313
wikiData Q105135282