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[(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,22S,23R)-10,22-dihydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-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 55ed243f-d5b7-46de-a1af-54330099f348
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,22S,23R)-10,22-dihydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-yl] acetate
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C)CCC6(C5(CCC6C7=CC(=O)OC7)O)C)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C)CC[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)OC(=O)C
InChI InChI=1S/C31H44O9/c1-16-11-25(38-17(2)32)31(35)27(37-16)39-23-13-19-5-6-22-21(28(19,3)14-24(23)40-31)7-9-29(4)20(8-10-30(22,29)34)18-12-26(33)36-15-18/h12,16,19-25,27,34-35H,5-11,13-15H2,1-4H3/t16-,19+,20-,21+,22-,23-,24-,25+,27+,28+,29-,30+,31+/m1/s1
InChI Key CLKOLSXTLOJPSL-WWNDETBXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O9
Molecular Weight 560.70 g/mol
Exact Mass 560.29853298 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.39
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,22S,23R)-10,22-dihydroxy-7,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-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 + 0.9774 97.74%
Caco-2 - 0.7877 78.77%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8739 87.39%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.8419 84.19%
P-glycoprotein inhibitior + 0.6819 68.19%
P-glycoprotein substrate + 0.7115 71.15%
CYP3A4 substrate + 0.7237 72.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.9065 90.65%
CYP2C19 inhibition - 0.9516 95.16%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4706 47.06%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9299 92.99%
Skin irritation + 0.5726 57.26%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3662 36.62%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5717 57.17%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7067 70.67%
Acute Oral Toxicity (c) I 0.9011 90.11%
Estrogen receptor binding + 0.7484 74.84%
Androgen receptor binding + 0.8114 81.14%
Thyroid receptor binding - 0.5963 59.63%
Glucocorticoid receptor binding + 0.6926 69.26%
Aromatase binding + 0.7468 74.68%
PPAR gamma + 0.5783 57.83%
Honey bee toxicity - 0.6585 65.85%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.86% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.00% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.92% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.83% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.71% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.53% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.43% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.33% 93.04%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.40% 81.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.11% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.43% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.78% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.52% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.93% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.86% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.66% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.62% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.70% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.20% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.79% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.41% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 80.94% 92.50%
CHEMBL5028 O14672 ADAM10 80.34% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.29% 91.19%

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.
Gomphocarpus fruticosus

Cross-Links

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PubChem 15860321
LOTUS LTS0209577
wikiData Q104963557