PlantaeDB Logo
Login Sign-up

Purpureaglycoside B

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

Top
Internal ID e9df147e-62b6-40d9-b109-9773b5129078
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-14,16-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,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-6-methyloxan-2-yl]oxy-6-methyloxan-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/C47H74O19/c1-20-41(64-35-15-29(50)42(21(2)60-35)65-36-16-30(51)43(22(3)61-36)66-44-40(56)39(55)38(54)32(18-48)63-44)28(49)14-34(59-20)62-25-8-10-45(4)24(13-25)6-7-27-26(45)9-11-46(5)37(23-12-33(53)58-19-23)31(52)17-47(27,46)57/h12,20-22,24-32,34-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26+,27-,28+,29+,30+,31+,32-,34+,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46-,47+/m1/s1
InChI Key GUXZNBKFWVYHTD-BSRJTRJGSA-N
Popularity 8 references in papers

Physical and Chemical Properties

Top
Molecular Formula C47H74O19
Molecular Weight 943.10 g/mol
Exact Mass 942.48243013 g/mol
Topological Polar Surface Area (TPSA) 282.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.04
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

Top
Deslanoside B
Purpureaglycoside B
Desacetyl digilanide
Desacetyldigilanide B
3886JX8V4C
DTXSID501319069
AKOS040753658
(3beta,5beta,16beta)-3-[(O-beta-D-Glucopyranosyl-(1-->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxycard-20(22)-enolide
Card-20(22)-enolide, 3-[(O-beta-D-glucopyranosyl-(1-->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxy-

2D Structure

Top
2D Structure of Purpureaglycoside B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8285 82.85%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9221 92.21%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8947 89.47%
P-glycoprotein inhibitior + 0.7408 74.08%
P-glycoprotein substrate + 0.7748 77.48%
CYP3A4 substrate + 0.7133 71.33%
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 - 0.6984 69.84%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9161 91.61%
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 + 0.8620 86.20%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5766 57.66%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8649 86.49%
Acute Oral Toxicity (c) I 0.8499 84.99%
Estrogen receptor binding + 0.8858 88.58%
Androgen receptor binding + 0.8245 82.45%
Thyroid receptor binding - 0.5744 57.44%
Glucocorticoid receptor binding + 0.7383 73.83%
Aromatase binding + 0.7531 75.31%
PPAR gamma + 0.8314 83.14%
Honey bee toxicity - 0.6213 62.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9475 94.75%

Targets

Top

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 98.13% 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 93.47% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.45% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.67% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 91.50% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.33% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.94% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.09% 98.95%
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 84.95% 89.00%
CHEMBL1871 P10275 Androgen Receptor 83.22% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 82.24% 92.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.93% 97.33%

Plants that contains it

Top
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

Top
PubChem 13690054
LOTUS LTS0220198
wikiData Q105020771