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[(1R,2S,4R,6R,9S,10S,11S,12S,14R,15R,18R)-14-hydroxy-6-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-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 932e57f1-c7b7-45d3-86c4-60159d1f65da
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9S,10S,11S,12S,14R,15R,18R)-14-hydroxy-6-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=CC(=O)OC3O)OC4C2(C(C5(C(CC(C6(C5C4OC6)C)O)OC(=O)C=C(C)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=CC(=O)O[C@@H]3O)O[C@H]4[C@]2([C@H]([C@@]5([C@H](C[C@H]([C@@]6([C@@H]5[C@H]4OC6)C)O)OC(=O)C=C(C)C)C)CC(=O)OC)C
InChI InChI=1S/C32H42O10/c1-14(2)8-23(35)41-21-12-20(33)30(4)13-39-26-27(30)31(21,5)19(11-22(34)38-7)32(6)25-15(3)16(9-18(25)40-28(26)32)17-10-24(36)42-29(17)37/h8,10,16,18-21,26-29,33,37H,9,11-13H2,1-7H3/t16-,18-,19+,20-,21+,26-,27+,28-,29+,30-,31-,32+/m1/s1
InChI Key LWHAGFHXOKLHEU-QAJJQNCFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H42O10
Molecular Weight 586.70 g/mol
Exact Mass 586.27779753 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,6R,9S,10S,11S,12S,14R,15R,18R)-14-hydroxy-6-[(2S)-2-hydroxy-5-oxo-2H-furan-3-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 3-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 + 0.9915 99.15%
Caco-2 - 0.7632 76.32%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8482 84.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8036 80.36%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9707 97.07%
P-glycoprotein inhibitior + 0.7517 75.17%
P-glycoprotein substrate + 0.7722 77.22%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8908 89.08%
CYP3A4 inhibition - 0.5949 59.49%
CYP2C9 inhibition - 0.7522 75.22%
CYP2C19 inhibition - 0.9038 90.38%
CYP2D6 inhibition - 0.9532 95.32%
CYP1A2 inhibition - 0.9282 92.82%
CYP2C8 inhibition + 0.7364 73.64%
CYP inhibitory promiscuity - 0.8403 84.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4796 47.96%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9215 92.15%
Skin irritation - 0.5736 57.36%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis + 0.5236 52.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5078 50.78%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5355 53.55%
skin sensitisation - 0.8765 87.65%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5712 57.12%
Acute Oral Toxicity (c) I 0.7820 78.20%
Estrogen receptor binding + 0.8056 80.56%
Androgen receptor binding + 0.7276 72.76%
Thyroid receptor binding - 0.4914 49.14%
Glucocorticoid receptor binding + 0.8197 81.97%
Aromatase binding + 0.7476 74.76%
PPAR gamma + 0.7671 76.71%
Honey bee toxicity - 0.5673 56.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9925 99.25%

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 97.72% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.84% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.80% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.48% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.57% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.63% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.52% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.00% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 85.87% 91.19%
CHEMBL5957 P21589 5'-nucleotidase 85.39% 97.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.46% 94.33%
CHEMBL2581 P07339 Cathepsin D 84.40% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.19% 94.00%
CHEMBL5028 O14672 ADAM10 84.13% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.06% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.91% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.75% 92.62%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.70% 97.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.27% 99.23%

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.
Azadirachta indica

Cross-Links

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PubChem 162951523
LOTUS LTS0203777
wikiData Q105158276