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[(1R,2R,4S,5S,6R,10R,11S,12R,15R,16R,18S,19R)-4,16-diacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-18-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 cb40deb0-7137-4667-9722-e5a594033880
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4S,5S,6R,10R,11S,12R,15R,16R,18S,19R)-4,16-diacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-18-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C4CC(C5(C(CC=C5C4(C3O)C)C6=COC=C6)C)OC(=O)C)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]4C[C@@H]([C@]5([C@H](CC=C5[C@@]4([C@@H]3O)C)C6=COC=C6)C)OC(=O)C)C)C)OC(=O)C
InChI InChI=1S/C35H46O9/c1-9-18(2)31(39)44-27-15-25(42-19(3)36)32(5)17-41-28-29(32)35(27,8)24-14-26(43-20(4)37)33(6)22(21-12-13-40-16-21)10-11-23(33)34(24,7)30(28)38/h9,11-13,16,22,24-30,38H,10,14-15,17H2,1-8H3/b18-9+/t22-,24+,25-,26+,27+,28-,29+,30-,32-,33+,34+,35+/m1/s1
InChI Key BWZFKQGYVOURJC-SOKMHINXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O9
Molecular Weight 610.70 g/mol
Exact Mass 610.31418304 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.27
H-Bond Acceptor 9
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,4S,5S,6R,10R,11S,12R,15R,16R,18S,19R)-4,16-diacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-18-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 + 0.9918 99.18%
Caco-2 - 0.7763 77.63%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8149 81.49%
OATP2B1 inhibitior - 0.5799 57.99%
OATP1B1 inhibitior + 0.7319 73.19%
OATP1B3 inhibitior + 0.8305 83.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8518 85.18%
P-glycoprotein substrate + 0.5708 57.08%
CYP3A4 substrate + 0.7120 71.20%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.5645 56.45%
CYP2C9 inhibition - 0.7853 78.53%
CYP2C19 inhibition - 0.8632 86.32%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.7749 77.49%
CYP2C8 inhibition + 0.6813 68.13%
CYP inhibitory promiscuity - 0.7169 71.69%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4400 44.00%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.5777 57.77%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7566 75.66%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.5613 56.13%
Acute Oral Toxicity (c) I 0.6894 68.94%
Estrogen receptor binding + 0.8173 81.73%
Androgen receptor binding + 0.6828 68.28%
Thyroid receptor binding + 0.6140 61.40%
Glucocorticoid receptor binding + 0.8121 81.21%
Aromatase binding + 0.7106 71.06%
PPAR gamma + 0.7764 77.64%
Honey bee toxicity - 0.6634 66.34%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5700 57.00%
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 98.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.44% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.64% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.17% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.53% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.94% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 87.04% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.82% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.79% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.18% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.32% 82.69%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%
CHEMBL2581 P07339 Cathepsin D 80.52% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.52% 94.00%

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 14164414
LOTUS LTS0180086
wikiData Q104947829