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[14-hydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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-16-yl] formate

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 aa1d8067-b462-494e-b6d8-a8ee8ebbe178
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [14-hydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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-16-yl] formate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H74O20/c1-21-42(66-36-15-30(52)43(22(2)62-36)67-37-16-31(53)44(23(3)63-37)68-45-41(57)40(56)39(55)33(18-49)65-45)29(51)14-35(61-21)64-26-8-10-46(4)25(13-26)6-7-28-27(46)9-11-47(5)38(24-12-34(54)59-19-24)32(60-20-50)17-48(28,47)58/h12,20-23,25-33,35-45,49,51-53,55-58H,6-11,13-19H2,1-5H3
InChI Key DVZRMNUVMZDNJY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O20
Molecular Weight 971.10 g/mol
Exact Mass 970.47734475 g/mol
Topological Polar Surface Area (TPSA) 288.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 20
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [14-hydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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-16-yl] formate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9066 90.66%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9186 91.86%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.7994 79.94%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9007 90.07%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9340 93.40%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.4572 45.72%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9113 91.13%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.5007 50.07%
Human Ether-a-go-go-Related Gene inhibition + 0.8616 86.16%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6217 62.17%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8560 85.60%
Acute Oral Toxicity (c) I 0.8759 87.59%
Estrogen receptor binding + 0.8810 88.10%
Androgen receptor binding + 0.8192 81.92%
Thyroid receptor binding - 0.5189 51.89%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.7411 74.11%
PPAR gamma + 0.8419 84.19%
Honey bee toxicity - 0.5946 59.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9628 96.28%

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 98.64% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.19% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.86% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.88% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.99% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.29% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.37% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.11% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.09% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.40% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.96% 97.25%
CHEMBL4208 P20618 Proteasome component C5 84.81% 90.00%
CHEMBL220 P22303 Acetylcholinesterase 83.60% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.45% 94.23%
CHEMBL2581 P07339 Cathepsin D 83.24% 98.95%
CHEMBL1871 P10275 Androgen Receptor 83.01% 96.43%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.96% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.00% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 81.86% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.41% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.36% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.29% 92.94%

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 14717894
LOTUS LTS0103872
wikiData Q104990444