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[(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-3-acetyloxy-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-19-hydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-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

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Internal ID a710ab4e-7cbc-4b7f-8763-a64bec0e68cc
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-3-acetyloxy-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-19-hydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H56O18/c1-13-22(3)31(49)55-32-34(6)21-39(56-24(5)45)36(8,26(34)17-28(47)50-10)42-27(46)18-35(7,30(54-23(4)44)25-15-16-53-20-25)38(19-29(48)51-11)43(42,60-37(9,58-38)59-42)33-41(32,39)61-40(14-2,52-12)57-33/h13,15-16,20,26-27,30,32-33,46H,14,17-19,21H2,1-12H3/b22-13+/t26-,27+,30-,32-,33+,34+,35-,36+,37+,38-,39+,40+,41-,42-,43-/m0/s1
InChI Key UGRRJIVTSSDENE-AAUBPYMGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H56O18
Molecular Weight 860.90 g/mol
Exact Mass 860.34666493 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 18
H-Bond Donor 1
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-3-acetyloxy-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-19-hydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (E)-2-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 + 0.9935 99.35%
Caco-2 - 0.8335 83.35%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6340 63.40%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.7622 76.22%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9962 99.62%
P-glycoprotein inhibitior + 0.8018 80.18%
P-glycoprotein substrate + 0.7890 78.90%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition + 0.7831 78.31%
CYP2C9 inhibition - 0.8902 89.02%
CYP2C19 inhibition - 0.8457 84.57%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.8428 84.28%
CYP2C8 inhibition + 0.7905 79.05%
CYP inhibitory promiscuity - 0.8044 80.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4567 45.67%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8938 89.38%
Skin irritation - 0.6264 62.64%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8103 81.03%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8193 81.93%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5322 53.22%
Acute Oral Toxicity (c) I 0.4019 40.19%
Estrogen receptor binding + 0.7693 76.93%
Androgen receptor binding + 0.7705 77.05%
Thyroid receptor binding + 0.6194 61.94%
Glucocorticoid receptor binding + 0.7773 77.73%
Aromatase binding + 0.7019 70.19%
PPAR gamma + 0.7645 76.45%
Honey bee toxicity - 0.6311 63.11%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.88% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.06% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.33% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 90.67% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.10% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.52% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.50% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.46% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.96% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.89% 85.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.31% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.29% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.68% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.73% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.15% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.98% 94.80%
CHEMBL5028 O14672 ADAM10 82.15% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.56% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.75% 92.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.69% 82.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.16% 94.00%

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.
Swietenia macrophylla

Cross-Links

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PubChem 162914564
LOTUS LTS0269407
wikiData Q105272521