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[(1S,2R,3S,4S,5R,6S,7R,8R,10S,12R,13R,15S,16S)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13,16-dihydroxy-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 4208d638-cd82-4db6-b108-3367d6a7b228
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1S,2R,3S,4S,5R,6S,7R,8R,10S,12R,13R,15S,16S)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13,16-dihydroxy-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/C41H52O19/c1-19-34(7,56-19)31(48)55-29-32(5)18-38-35(8,24(32)14-26(46)50-10)40-25(45)15-33(6,28(53-20(2)42)23-12-13-52-17-23)37(49,16-27(47)51-11)41(40,60-36(9,58-38)59-40)30(54-21(3)43)39(29,38)57-22(4)44/h12-13,17,19,24-25,28-30,45,49H,14-16,18H2,1-11H3/t19-,24+,25-,28+,29+,30-,32-,33+,34+,35-,36+,37+,38-,39+,40+,41+/m1/s1
InChI Key YUCRVNFAFCVZRF-XMYXXLIGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H52O19
Molecular Weight 848.80 g/mol
Exact Mass 848.31027942 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.86
H-Bond Acceptor 19
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4S,5R,6S,7R,8R,10S,12R,13R,15S,16S)-2,3-diacetyloxy-15-[(S)-acetyloxy(furan-3-yl)methyl]-13,16-dihydroxy-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 + 0.9698 96.98%
Caco-2 - 0.8468 84.68%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6276 62.76%
OATP2B1 inhibitior - 0.7232 72.32%
OATP1B1 inhibitior + 0.7182 71.82%
OATP1B3 inhibitior - 0.2846 28.46%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9900 99.00%
P-glycoprotein inhibitior + 0.7954 79.54%
P-glycoprotein substrate + 0.7794 77.94%
CYP3A4 substrate + 0.7353 73.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition + 0.5138 51.38%
CYP2C9 inhibition - 0.8539 85.39%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9258 92.58%
CYP1A2 inhibition - 0.8243 82.43%
CYP2C8 inhibition + 0.7611 76.11%
CYP inhibitory promiscuity - 0.9459 94.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5650 56.50%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.7256 72.56%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7275 72.75%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5342 53.42%
skin sensitisation - 0.8529 85.29%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8742 87.42%
Acute Oral Toxicity (c) I 0.3884 38.84%
Estrogen receptor binding + 0.7530 75.30%
Androgen receptor binding + 0.7732 77.32%
Thyroid receptor binding + 0.6237 62.37%
Glucocorticoid receptor binding + 0.7708 77.08%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.7751 77.51%
Honey bee toxicity - 0.6526 65.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9775 97.75%

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 99.89% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 98.83% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.77% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.25% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.07% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.23% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.74% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 90.33% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.14% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.01% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.93% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.82% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.57% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL5028 O14672 ADAM10 85.43% 97.50%
CHEMBL2581 P07339 Cathepsin D 84.92% 98.95%
CHEMBL4208 P20618 Proteasome component C5 83.63% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.95% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.67% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.51% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.09% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.33% 89.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.33% 99.23%

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 mahogani

Cross-Links

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PubChem 162988383
LOTUS LTS0241636
wikiData Q105362606