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[(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-15-[(R)-acetyloxy(furan-3-yl)methyl]-3,13-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-propanoyloxy-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 be71cac8-40f9-4af9-bde0-e3931109b06b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-15-[(R)-acetyloxy(furan-3-yl)methyl]-3,13-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-propanoyloxy-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/C40H52O17/c1-11-25(43)52-30-38(47)29(53-31(46)34(6)19(2)54-34)33(5)18-37(38)35(7,22(33)14-26(44)48-9)40-24(42)16-32(4,28(51-20(3)41)21-12-13-50-17-21)23(15-27(45)49-10)39(30,40)56-36(8,55-37)57-40/h12-13,17,19,22-24,28-30,42,47H,11,14-16,18H2,1-10H3/t19-,22+,23-,24-,28+,29+,30-,32-,33-,34+,35-,36-,37-,38+,39-,40+/m1/s1
InChI Key QTRBFWFABJVBOK-VFVYAPPDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O17
Molecular Weight 804.80 g/mol
Exact Mass 804.32045019 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.57
H-Bond Acceptor 17
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 [(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-15-[(R)-acetyloxy(furan-3-yl)methyl]-3,13-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-propanoyloxy-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 - 0.8440 84.40%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5859 58.59%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.7076 70.76%
OATP1B3 inhibitior - 0.3958 39.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9735 97.35%
P-glycoprotein inhibitior + 0.7862 78.62%
P-glycoprotein substrate + 0.7839 78.39%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition + 0.7785 77.85%
CYP2C9 inhibition - 0.7911 79.11%
CYP2C19 inhibition - 0.7848 78.48%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.7982 79.82%
CYP2C8 inhibition + 0.7365 73.65%
CYP inhibitory promiscuity - 0.8895 88.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5579 55.79%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.7069 70.69%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6882 68.82%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8620 86.20%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8315 83.15%
Acute Oral Toxicity (c) I 0.3546 35.46%
Estrogen receptor binding + 0.7537 75.37%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding + 0.6126 61.26%
Glucocorticoid receptor binding + 0.7633 76.33%
Aromatase binding + 0.6779 67.79%
PPAR gamma + 0.7690 76.90%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9858 98.58%

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 99.85% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.35% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.50% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.60% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.24% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.91% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.80% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.56% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 88.16% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.98% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.97% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.81% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.61% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.23% 95.89%
CHEMBL5028 O14672 ADAM10 85.85% 97.50%
CHEMBL205 P00918 Carbonic anhydrase II 85.54% 98.44%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.48% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.68% 90.00%
CHEMBL261 P00915 Carbonic anhydrase I 81.01% 96.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.46% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.38% 95.83%

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 mahagoni

Cross-Links

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PubChem 163032733
LOTUS LTS0067286
wikiData Q105227878