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[(1R,2S,3S,4S,5R,6S,7S,8R,10R,12S,15R,16R)-3,4-diacetyloxy-15-[(R)-acetyloxy(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-2-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 125b8d48-9fe9-4c8b-b074-0a59ed68360b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1R,2S,3S,4S,5R,6S,7S,8R,10R,12S,15R,16R)-3,4-diacetyloxy-15-[(R)-acetyloxy(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-2-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C23C(C(CCC24C5(C(C6(CC5(C1(C6OC(=O)C)OC(=O)C)OC(O4)(O3)C)C)CC(=O)OC)C)(C)C(C7=COC=C7)OC(=O)C)CC(=O)OC
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@]23[C@@H]([C@](CC[C@]24[C@@]5([C@H]([C@]6(C[C@@]5([C@@]1([C@H]6OC(=O)C)OC(=O)C)O[C@@](O4)(O3)C)C)CC(=O)OC)C)(C)[C@H](C7=COC=C7)OC(=O)C)CC(=O)OC
InChI InChI=1S/C40H52O16/c1-20(2)30(46)52-32-39-26(17-28(45)48-11)33(6,29(50-21(3)41)24-12-15-49-18-24)13-14-37(39)35(8)25(16-27(44)47-10)34(7)19-38(35,55-36(9,54-37)56-39)40(32,53-23(5)43)31(34)51-22(4)42/h12,15,18,20,25-26,29,31-32H,13-14,16-17,19H2,1-11H3/t25-,26+,29-,31-,32-,33+,34+,35-,36+,37-,38+,39+,40-/m0/s1
InChI Key LEUHUAIWOZIKKL-KAKKHPOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O16
Molecular Weight 788.80 g/mol
Exact Mass 788.32553557 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 16
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4S,5R,6S,7S,8R,10R,12S,15R,16R)-3,4-diacetyloxy-15-[(R)-acetyloxy(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-2-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 + 0.9770 97.70%
Caco-2 - 0.8302 83.02%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7392 73.92%
OATP2B1 inhibitior - 0.7155 71.55%
OATP1B1 inhibitior - 0.3296 32.96%
OATP1B3 inhibitior + 0.8763 87.63%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9896 98.96%
P-glycoprotein inhibitior + 0.8274 82.74%
P-glycoprotein substrate + 0.7081 70.81%
CYP3A4 substrate + 0.7089 70.89%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8197 81.97%
CYP3A4 inhibition - 0.7021 70.21%
CYP2C9 inhibition - 0.8517 85.17%
CYP2C19 inhibition - 0.7793 77.93%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.8128 81.28%
CYP2C8 inhibition + 0.7346 73.46%
CYP inhibitory promiscuity - 0.8778 87.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6179 61.79%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8812 88.12%
Skin irritation - 0.7690 76.90%
Skin corrosion - 0.9072 90.72%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7960 79.60%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6153 61.53%
Acute Oral Toxicity (c) III 0.4192 41.92%
Estrogen receptor binding + 0.7800 78.00%
Androgen receptor binding + 0.7793 77.93%
Thyroid receptor binding + 0.6188 61.88%
Glucocorticoid receptor binding + 0.7706 77.06%
Aromatase binding + 0.7084 70.84%
PPAR gamma + 0.7754 77.54%
Honey bee toxicity - 0.6621 66.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9874 98.74%

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 99.60% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.66% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.42% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.88% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.69% 97.25%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 90.71% 95.71%
CHEMBL5028 O14672 ADAM10 89.44% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 88.99% 83.82%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.75% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.71% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.78% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.13% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.08% 89.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.25% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.39% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.33% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.04% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.03% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.72% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.66% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.06% 95.56%

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.
Pseudocedrela kotschyi

Cross-Links

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PubChem 163104847
LOTUS LTS0030667
wikiData Q105150789