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[(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] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

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 18016291-7d95-4cca-bc76-50d4c266abb6
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] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H56O19/c1-13-53-31-40(61-51-12)30(55-32(48)35(7)21(2)56-35)33(5)20-39(40,57-23(4)44)36(8,25(33)16-27(46)49-10)41-26(45)17-34(6,29(54-22(3)43)24-14-15-52-19-24)38(18-28(47)50-11)42(31,41)60-37(9,58-38)59-41/h14-15,19,21,25-26,29-31,45H,13,16-18,20H2,1-12H3/t21-,25+,26?,29-,30?,31?,33+,34-,35+,36-,37?,38+,39?,40?,41+,42+/m1/s1
InChI Key AFQDRRCRFNONDF-PZPQGPFLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H56O19
Molecular Weight 864.90 g/mol
Exact Mass 864.34157955 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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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] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9830 98.30%
Caco-2 - 0.8425 84.25%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5993 59.93%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.7597 75.97%
OATP1B3 inhibitior + 0.8644 86.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9884 98.84%
P-glycoprotein inhibitior + 0.7898 78.98%
P-glycoprotein substrate + 0.8124 81.24%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8218 82.18%
CYP3A4 inhibition + 0.6848 68.48%
CYP2C9 inhibition - 0.8190 81.90%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.8118 81.18%
CYP2C8 inhibition + 0.7850 78.50%
CYP inhibitory promiscuity - 0.9013 90.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.7475 74.75%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.8420 84.20%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5901 59.01%
Acute Oral Toxicity (c) III 0.3466 34.66%
Estrogen receptor binding + 0.7626 76.26%
Androgen receptor binding + 0.7723 77.23%
Thyroid receptor binding + 0.6246 62.46%
Glucocorticoid receptor binding + 0.7759 77.59%
Aromatase binding + 0.7169 71.69%
PPAR gamma + 0.7777 77.77%
Honey bee toxicity - 0.6182 61.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9811 98.11%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.81% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.39% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.74% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.36% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.30% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.22% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.54% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.21% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.01% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.63% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.49% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.97% 97.09%
CHEMBL5028 O14672 ADAM10 86.23% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.12% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.15% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.95% 94.80%
CHEMBL2581 P07339 Cathepsin D 84.79% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.58% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.08% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.06% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.85% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.02% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.59% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.70% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.06% 97.14%

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 101486451
LOTUS LTS0216929
wikiData Q104911409