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[(1S,5S,6S,7R,12R,15S,16R)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13-hydroxy-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-4-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 80555720-0f30-429f-b87d-8832f8a52cb6
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1S,5S,6S,7R,12R,15S,16R)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13-hydroxy-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-4-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H52O18/c1-19-35(7,55-19)32(48)54-30-34(6)18-38-36(8,24(34)14-27(46)49-10)41-26(45)16-33(5,29(52-20(2)42)23-12-13-51-17-23)25(15-28(47)50-11)39(41,58-37(9,57-38)59-41)31(53-21(3)43)40(30,38)56-22(4)44/h12-13,17,19,24-26,29-31,45H,14-16,18H2,1-11H3/t19-,24+,25-,26?,29-,30?,31?,33+,34+,35+,36-,37?,38?,39+,40?,41+/m1/s1
InChI Key UOXYGCFXPXLKRL-VITCDHPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H52O18
Molecular Weight 832.80 g/mol
Exact Mass 832.31536481 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 18
H-Bond Donor 1
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,5S,6S,7R,12R,15S,16R)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13-hydroxy-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-4-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 + 0.9718 97.18%
Caco-2 - 0.8434 84.34%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6007 60.07%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.7136 71.36%
OATP1B3 inhibitior - 0.2712 27.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9902 99.02%
P-glycoprotein inhibitior + 0.8025 80.25%
P-glycoprotein substrate + 0.7681 76.81%
CYP3A4 substrate + 0.7264 72.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8192 81.92%
CYP3A4 inhibition + 0.5765 57.65%
CYP2C9 inhibition - 0.8777 87.77%
CYP2C19 inhibition - 0.8491 84.91%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8430 84.30%
CYP2C8 inhibition + 0.7368 73.68%
CYP inhibitory promiscuity - 0.9477 94.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5584 55.84%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.7212 72.12%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7592 75.92%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8392 83.92%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7739 77.39%
Acute Oral Toxicity (c) I 0.3540 35.40%
Estrogen receptor binding + 0.7627 76.27%
Androgen receptor binding + 0.7733 77.33%
Thyroid receptor binding + 0.6251 62.51%
Glucocorticoid receptor binding + 0.7756 77.56%
Aromatase binding + 0.6890 68.90%
PPAR gamma + 0.7761 77.61%
Honey bee toxicity - 0.6670 66.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9734 97.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.58% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 98.43% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.06% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.35% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.43% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.99% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 88.97% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.50% 91.49%
CHEMBL2581 P07339 Cathepsin D 88.47% 98.95%
CHEMBL5028 O14672 ADAM10 88.31% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.30% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.92% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.79% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.70% 99.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.12% 89.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.82% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.24% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.80% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.32% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.31% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.30% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.23% 100.00%

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 101486448
LOTUS LTS0158423
wikiData Q105276628