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[6-[6-[[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3-hydroxy-2-methyloxan-4-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 51326913-6e8f-49c7-afce-c41cb0a6cf48
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [6-[6-[[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3-hydroxy-2-methyloxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H66O15/c1-21-39(49)33(55-23(3)44)18-38(53-21)58-40-22(2)54-36(17-32(40)46)52-20-28-14-26(45)15-37(57-28)56-27-8-10-41(4)25(13-27)6-7-30-31(41)16-34(47)42(5)29(9-11-43(30,42)50)24-12-35(48)51-19-24/h12,21-22,25-34,36-40,45-47,49-50H,6-11,13-20H2,1-5H3
InChI Key KIOXJNPWRPISHM-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H66O15
Molecular Weight 823.00 g/mol
Exact Mass 822.44017139 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[6-[[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3-hydroxy-2-methyloxan-4-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 + 0.9165 91.65%
Caco-2 - 0.8933 89.33%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8367 83.67%
OATP2B1 inhibitior - 0.8825 88.25%
OATP1B1 inhibitior + 0.9144 91.44%
OATP1B3 inhibitior + 0.9571 95.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9574 95.74%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate + 0.9151 91.51%
CYP3A4 substrate + 0.6907 69.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9074 90.74%
CYP3A4 inhibition - 0.8783 87.83%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.9362 93.62%
CYP2D6 inhibition - 0.9503 95.03%
CYP1A2 inhibition - 0.9419 94.19%
CYP2C8 inhibition - 0.7559 75.59%
CYP inhibitory promiscuity - 0.8970 89.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5416 54.16%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9266 92.66%
Skin irritation + 0.5079 50.79%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis + 0.5430 54.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8160 81.60%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6869 68.69%
skin sensitisation - 0.9288 92.88%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8738 87.38%
Acute Oral Toxicity (c) I 0.8983 89.83%
Estrogen receptor binding + 0.8870 88.70%
Androgen receptor binding + 0.8287 82.87%
Thyroid receptor binding - 0.6837 68.37%
Glucocorticoid receptor binding + 0.6871 68.71%
Aromatase binding + 0.7339 73.39%
PPAR gamma + 0.7719 77.19%
Honey bee toxicity - 0.6767 67.67%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9768 97.68%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.38% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.97% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.13% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.52% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.01% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.86% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.47% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.08% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.00% 95.93%
CHEMBL2581 P07339 Cathepsin D 89.78% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.95% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.42% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.80% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.64% 96.00%
CHEMBL5028 O14672 ADAM10 85.85% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.21% 95.56%
CHEMBL1871 P10275 Androgen Receptor 83.30% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 82.08% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.98% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.79% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 80.67% 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.
Digitalis purpurea

Cross-Links

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PubChem 91545
LOTUS LTS0081724
wikiData Q4673300