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3-[(3R,5R,8S,9R,10S,13R,14S,16R,17R)-14,16-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

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 a8c14b0c-43e3-4eb2-8b52-25e24943263d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3R,5R,8S,9R,10S,13R,14S,16R,17R)-14,16-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H54O13/c1-16-31(48-32-30(42)29(41)28(40)24(14-36)47-32)22(37)12-26(45-16)46-19-6-8-33(2)18(11-19)4-5-21-20(33)7-9-34(3)27(17-10-25(39)44-15-17)23(38)13-35(21,34)43/h10,16,18-24,26-32,36-38,40-43H,4-9,11-15H2,1-3H3/t16-,18-,19-,20-,21+,22+,23-,24-,26+,27+,28-,29+,30-,31-,32+,33+,34-,35+/m1/s1
InChI Key ZTPANAJOTNUCEO-ZNYAXKIPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O13
Molecular Weight 682.80 g/mol
Exact Mass 682.35644177 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.28
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3R,5R,8S,9R,10S,13R,14S,16R,17R)-14,16-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8285 82.85%
Caco-2 - 0.8829 88.29%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 0.7390 73.90%
OATP1B1 inhibitior + 0.9224 92.24%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5631 56.31%
P-glycoprotein inhibitior + 0.6710 67.10%
P-glycoprotein substrate + 0.7581 75.81%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9194 91.94%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9284 92.84%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition - 0.7002 70.02%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.5142 51.42%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.5293 52.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7782 77.82%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5766 57.66%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8395 83.95%
Acute Oral Toxicity (c) I 0.8499 84.99%
Estrogen receptor binding + 0.7668 76.68%
Androgen receptor binding + 0.8167 81.67%
Thyroid receptor binding - 0.6999 69.99%
Glucocorticoid receptor binding + 0.5966 59.66%
Aromatase binding + 0.6984 69.84%
PPAR gamma + 0.6561 65.61%
Honey bee toxicity - 0.6239 62.39%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9475 94.75%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.16% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.08% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.35% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.24% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.67% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 91.24% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.55% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.94% 96.21%
CHEMBL2581 P07339 Cathepsin D 87.65% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.16% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.98% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.32% 89.00%
CHEMBL1871 P10275 Androgen Receptor 83.44% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 82.24% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.28% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.93% 97.33%

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 lanata

Cross-Links

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PubChem 162965187
LOTUS LTS0154817
wikiData Q105383088