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[(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-6-(furan-3-yl)-14-hydroxy-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] 2,3-dimethylbut-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 ef8ca8e1-5c25-4064-9fde-fe382acc278d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-6-(furan-3-yl)-14-hydroxy-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] 2,3-dimethylbut-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(CC(C6(C5C4OC6)C)O)OC(=O)C(=C(C)C)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=COC=C3)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)C)CC(=O)OC)C
InChI InChI=1S/C33H44O8/c1-16(2)17(3)30(36)41-24-13-23(34)31(5)15-39-27-28(31)32(24,6)22(12-25(35)37-8)33(7)26-18(4)20(19-9-10-38-14-19)11-21(26)40-29(27)33/h9-10,14,20-24,27-29,34H,11-13,15H2,1-8H3/t20-,21-,22-,23-,24+,27-,28+,29-,31-,32+,33-/m1/s1
InChI Key HDWJWGSHTLTMDA-SWSOGBNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O8
Molecular Weight 568.70 g/mol
Exact Mass 568.30361836 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.11
H-Bond Acceptor 8
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,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-6-(furan-3-yl)-14-hydroxy-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] 2,3-dimethylbut-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 + 0.9965 99.65%
Caco-2 - 0.7110 71.10%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8321 83.21%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.7430 74.30%
OATP1B3 inhibitior + 0.8468 84.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9917 99.17%
P-glycoprotein inhibitior + 0.7789 77.89%
P-glycoprotein substrate + 0.7505 75.05%
CYP3A4 substrate + 0.7257 72.57%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition + 0.6689 66.89%
CYP2C9 inhibition - 0.5569 55.69%
CYP2C19 inhibition - 0.8344 83.44%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition + 0.8307 83.07%
CYP inhibitory promiscuity - 0.8239 82.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4488 44.88%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.6794 67.94%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7537 75.37%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6021 60.21%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4512 45.12%
Acute Oral Toxicity (c) I 0.6933 69.33%
Estrogen receptor binding + 0.8460 84.60%
Androgen receptor binding + 0.7227 72.27%
Thyroid receptor binding + 0.5761 57.61%
Glucocorticoid receptor binding + 0.8392 83.92%
Aromatase binding + 0.7477 74.77%
PPAR gamma + 0.7946 79.46%
Honey bee toxicity - 0.6598 65.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.33% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.59% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.27% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.36% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.91% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.65% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.05% 94.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.24% 81.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.19% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.27% 94.45%
CHEMBL5028 O14672 ADAM10 88.23% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.74% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 85.50% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.22% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.11% 89.44%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.70% 97.53%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.62% 94.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.90% 89.67%
CHEMBL2581 P07339 Cathepsin D 83.75% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.60% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.73% 99.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.57% 87.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.42% 100.00%

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.
Azadirachta indica

Cross-Links

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PubChem 163046290
LOTUS LTS0108980
wikiData Q105026618