PlantaeDB Logo
Login Sign-up

[(1R,2R,5S,9S,13S,14R,18S)-3-acetyloxy-14-[(R)-acetyloxy(furan-3-yl)methyl]-8-ethoxy-16-hydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-7-methylperoxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-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

Top
Internal ID 015c68ab-2acd-4b2e-9726-fdbbbe7c340a
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1R,2R,5S,9S,13S,14R,18S)-3-acetyloxy-14-[(R)-acetyloxy(furan-3-yl)methyl]-8-ethoxy-16-hydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-7-methylperoxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H56O18/c1-13-22(3)31(48)55-32-34(6)21-39(56-24(5)44)36(8,26(34)17-28(46)49-10)41-27(45)18-35(7,30(54-23(4)43)25-15-16-52-20-25)38(19-29(47)50-11)42(41,59-37(9,57-38)58-41)33(53-14-2)40(32,39)60-51-12/h13,15-16,20,26-27,30,32-33,45H,14,17-19,21H2,1-12H3/b22-13+/t26-,27?,30+,32?,33?,34-,35+,36+,37?,38-,39?,40?,41-,42-/m0/s1
InChI Key SARIEZZGTXZMLE-UJEBESIHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H56O18
Molecular Weight 848.90 g/mol
Exact Mass 848.34666493 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 18
H-Bond Donor 1
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,5S,9S,13S,14R,18S)-3-acetyloxy-14-[(R)-acetyloxy(furan-3-yl)methyl]-8-ethoxy-16-hydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-7-methylperoxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (E)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.8332 83.32%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6429 64.29%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.7585 75.85%
OATP1B3 inhibitior + 0.8913 89.13%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.8093 80.93%
P-glycoprotein substrate + 0.7893 78.93%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8694 86.94%
CYP3A4 inhibition + 0.7377 73.77%
CYP2C9 inhibition - 0.8420 84.20%
CYP2C19 inhibition - 0.8283 82.83%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.7999 79.99%
CYP2C8 inhibition + 0.7843 78.43%
CYP inhibitory promiscuity - 0.7903 79.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5132 51.32%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.8929 89.29%
Skin irritation - 0.6707 67.07%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8143 81.43%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5033 50.33%
skin sensitisation - 0.8354 83.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7451 74.51%
Acute Oral Toxicity (c) I 0.4074 40.74%
Estrogen receptor binding + 0.7739 77.39%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.6297 62.97%
Glucocorticoid receptor binding + 0.7813 78.13%
Aromatase binding + 0.7092 70.92%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.6040 60.40%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9939 99.39%

Targets

Top

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
CHEMBL221 P23219 Cyclooxygenase-1 98.58% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.98% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.94% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.33% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.10% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.72% 91.11%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 91.68% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.27% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.19% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.00% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.78% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.47% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.28% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.27% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.88% 86.33%
CHEMBL5028 O14672 ADAM10 84.28% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.42% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.97% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.69% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.07% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 81.87% 91.19%

Plants that contains it

Top
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.
Swietenia macrophylla

Cross-Links

Top
PubChem 101486452
LOTUS LTS0235718
wikiData Q105249054