PlantaeDB Logo
Login Sign-up

(3beta,5beta,16beta)-3-((6-Deoxy-3-O-methyl-D-galactopyranosyl)oxy)-16-(formyloxy)-14-hydroxycard-20(22)-enolide

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 08aea3ba-eb24-4429-9730-89192d0c4022
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-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/C31H46O10/c1-16-25(34)27(37-4)26(35)28(40-16)41-19-7-9-29(2)18(12-19)5-6-21-20(29)8-10-30(3)24(17-11-23(33)38-14-17)22(39-15-32)13-31(21,30)36/h11,15-16,18-22,24-28,34-36H,5-10,12-14H2,1-4H3/t16-,18-,19+,20+,21-,22+,24+,25+,26-,27+,28+,29+,30-,31+/m1/s1
InChI Key XKWTVJAWBRFKLO-KZVRXWHRSA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H46O10
Molecular Weight 578.70 g/mol
Exact Mass 578.30909766 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.26
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
Strospeside, 16-formate
MRI4T5X655
6875-10-1
RefChem:1050191
((3S,5R,8R,9S,10S,13R,14S,16S,17R)-3-((2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-14-hydroxy-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
(3beta,5beta,16beta)-3-((6-Deoxy-3-O-methyl-D-galactopyranosyl)oxy)-16-(formyloxy)-14-hydroxycard-20(22)-enolide
229-976-8
Gitaloxigenin + digitalose
UNII-MRI4T5X655
EINECS 229-976-8
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of (3beta,5beta,16beta)-3-((6-Deoxy-3-O-methyl-D-galactopyranosyl)oxy)-16-(formyloxy)-14-hydroxycard-20(22)-enolide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9507 95.07%
Caco-2 - 0.8451 84.51%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7993 79.93%
OATP2B1 inhibitior - 0.5846 58.46%
OATP1B1 inhibitior + 0.9156 91.56%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.6107 61.07%
P-glycoprotein inhibitior + 0.6253 62.53%
P-glycoprotein substrate + 0.7770 77.70%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9042 90.42%
CYP3A4 inhibition - 0.8667 86.67%
CYP2C9 inhibition - 0.9068 90.68%
CYP2C19 inhibition - 0.9471 94.71%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9330 93.30%
CYP2C8 inhibition + 0.4696 46.96%
CYP inhibitory promiscuity - 0.9265 92.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5140 51.40%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.5328 53.28%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.5793 57.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7453 74.53%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6768 67.68%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7770 77.70%
Acute Oral Toxicity (c) I 0.8350 83.50%
Estrogen receptor binding + 0.7243 72.43%
Androgen receptor binding + 0.7953 79.53%
Thyroid receptor binding - 0.6101 61.01%
Glucocorticoid receptor binding + 0.7094 70.94%
Aromatase binding + 0.6803 68.03%
PPAR gamma + 0.6156 61.56%
Honey bee toxicity - 0.6136 61.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9625 96.25%

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 97.84% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.45% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.19% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.11% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.32% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.24% 92.94%
CHEMBL1871 P10275 Androgen Receptor 89.01% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.99% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.83% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.97% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.63% 96.77%
CHEMBL4208 P20618 Proteasome component C5 85.37% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.73% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.27% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.13% 97.25%
CHEMBL4530 P00488 Coagulation factor XIII 81.72% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.61% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.60% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.58% 92.50%

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 lanata

Cross-Links

Top
PubChem 76960910
LOTUS LTS0222422
wikiData Q27284188