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[(1S,2S,4R,6R,8R,9R,12R,13R,14R,16R,19R)-6,9,14-trihydroxy-10,14-dimethyl-5-methylidene-18-oxo-7,17,20-trioxahexacyclo[11.5.1.19,12.01,12.04,8.016,19]icos-10-en-2-yl] acetate

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 f32a7e32-5f72-48aa-8fd4-d0422d749307
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name [(1S,2S,4R,6R,8R,9R,12R,13R,14R,16R,19R)-6,9,14-trihydroxy-10,14-dimethyl-5-methylidene-18-oxo-7,17,20-trioxahexacyclo[11.5.1.19,12.01,12.04,8.016,19]icos-10-en-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H26O9/c1-8-6-20-15-14-12(7-19(15,4)26)29-18(25)21(14,20)13(28-10(3)23)5-11-9(2)17(24)30-16(11)22(8,27)31-20/h6,11-17,24,26-27H,2,5,7H2,1,3-4H3/t11-,12-,13+,14-,15-,16-,17-,19-,20-,21+,22-/m1/s1
InChI Key BILSMHBWRCOPGJ-ICUJYLCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O9
Molecular Weight 434.40 g/mol
Exact Mass 434.15768240 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -0.07
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,6R,8R,9R,12R,13R,14R,16R,19R)-6,9,14-trihydroxy-10,14-dimethyl-5-methylidene-18-oxo-7,17,20-trioxahexacyclo[11.5.1.19,12.01,12.04,8.016,19]icos-10-en-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9445 94.45%
Caco-2 - 0.7261 72.61%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4996 49.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.8895 88.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8313 83.13%
P-glycoprotein inhibitior - 0.6229 62.29%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8755 87.55%
CYP3A4 inhibition - 0.5742 57.42%
CYP2C9 inhibition - 0.8373 83.73%
CYP2C19 inhibition - 0.8283 82.83%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.7917 79.17%
CYP2C8 inhibition + 0.5242 52.42%
CYP inhibitory promiscuity - 0.9127 91.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4423 44.23%
Eye corrosion - 0.9787 97.87%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.6095 60.95%
Skin corrosion - 0.8889 88.89%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6246 62.46%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5932 59.32%
skin sensitisation - 0.7369 73.69%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.9000 90.00%
Acute Oral Toxicity (c) III 0.3655 36.55%
Estrogen receptor binding + 0.8736 87.36%
Androgen receptor binding + 0.7150 71.50%
Thyroid receptor binding + 0.6316 63.16%
Glucocorticoid receptor binding + 0.7808 78.08%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.6697 66.97%
Honey bee toxicity - 0.7170 71.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9201 92.01%

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 97.59% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.48% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.21% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.87% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.10% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 87.02% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.49% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.33% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.24% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.14% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.58% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.50% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.86% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.68% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.34% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.61% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.17% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 82.98% 94.73%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.72% 96.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.38% 93.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.09% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.45% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.20% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163027338
LOTUS LTS0248189
wikiData Q104936604