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[8,9,20-Triacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxypropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-18-yl] 2-methylpropanoate

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 58c43e80-6f56-46b6-a23d-7b151231f3be
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [8,9,20-triacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxypropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-18-yl] 2-methylpropanoate
SMILES (Canonical) CCC(=C1C2C(C(C(C34C25C(C6(C(C7(CC6(C3(C7CC(=O)OC)C)OC(O4)(O5)C)C)OC(=O)C(C)C)O)OC(=O)C)OC(=O)C)OC(=O)C)(C(OC1=O)C8=COC=C8)C)O
SMILES (Isomeric) CCC(=C1C2C(C(C(C34C25C(C6(C(C7(CC6(C3(C7CC(=O)OC)C)OC(O4)(O5)C)C)OC(=O)C(C)C)O)OC(=O)C)OC(=O)C)OC(=O)C)(C(OC1=O)C8=COC=C8)C)O
InChI InChI=1S/C42H52O18/c1-12-23(46)26-27-36(8,28(56-32(26)49)22-13-14-52-16-22)29(53-19(4)43)30(54-20(5)44)42-37(9)24(15-25(47)51-11)35(7)17-39(37)40(50,33(35)57-31(48)18(2)3)34(55-21(6)45)41(27,42)59-38(10,58-39)60-42/h13-14,16,18,24,27-30,33-34,46,50H,12,15,17H2,1-11H3
InChI Key SQOQPYMECDYHFH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H52O18
Molecular Weight 844.80 g/mol
Exact Mass 844.31536481 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 18
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [8,9,20-Triacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxypropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-18-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.8420 84.20%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6993 69.93%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior - 0.6712 67.12%
OATP1B3 inhibitior - 0.3113 31.13%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9626 96.26%
P-glycoprotein inhibitior + 0.7996 79.96%
P-glycoprotein substrate + 0.7247 72.47%
CYP3A4 substrate + 0.7180 71.80%
CYP2C9 substrate - 0.5862 58.62%
CYP2D6 substrate - 0.8778 87.78%
CYP3A4 inhibition + 0.8448 84.48%
CYP2C9 inhibition - 0.6616 66.16%
CYP2C19 inhibition - 0.7146 71.46%
CYP2D6 inhibition - 0.9101 91.01%
CYP1A2 inhibition - 0.8257 82.57%
CYP2C8 inhibition + 0.7859 78.59%
CYP inhibitory promiscuity - 0.6604 66.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4913 49.13%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.6810 68.10%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.5301 53.01%
Human Ether-a-go-go-Related Gene inhibition + 0.6747 67.47%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7379 73.79%
Acute Oral Toxicity (c) I 0.4795 47.95%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7689 76.89%
Thyroid receptor binding + 0.6121 61.21%
Glucocorticoid receptor binding + 0.7569 75.69%
Aromatase binding + 0.6966 69.66%
PPAR gamma + 0.7716 77.16%
Honey bee toxicity - 0.7358 73.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.88% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.93% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.48% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.33% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.96% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.61% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 92.16% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.47% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 90.01% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.27% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.11% 94.80%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.67% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.49% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.41% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.46% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.42% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.95% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.51% 95.89%
CHEMBL5028 O14672 ADAM10 85.36% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.94% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.42% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.20% 95.56%
CHEMBL4208 P20618 Proteasome component C5 81.51% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.59% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.49% 95.83%

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.
Entandrophragma bussei

Cross-Links

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PubChem 76184138
LOTUS LTS0235468
wikiData Q105258373