PlantaeDB Logo
Login Sign-up

Digitoxin, acetate, alpha-

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 cb6113ac-107a-4bdd-b9a6-761516227629
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(2R,3R,4S,6S)-3-hydroxy-6-[(2R,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(5R,8R,9S,10S,13R,14S,17R)-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-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxan-4-yl] acetate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CCC7(C6(CCC7C8=CC(=O)OC8)O)C)C)C)C)OC(=O)C)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)OC2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)OC4CC[C@]5([C@@H](C4)CC[C@@H]6[C@@H]5CC[C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)C)C)C)OC(=O)C)O
InChI InChI=1S/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27?,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40?,41+,42-,43+/m1/s1
InChI Key HPMZBILYSWLILX-NUZCUNEWSA-N
Popularity 116 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H66O14
Molecular Weight 807.00 g/mol
Exact Mass 806.44525677 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

Top
C43H66O14
Card-20(22)-enolide, 3-((O-3-O-acetyl-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-hydroxy-, (3beta,5beta)-
LS-61949

2D Structure

Top
2D Structure of Digitoxin, acetate, alpha-

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9774 97.74%
Caco-2 - 0.8970 89.70%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.8739 87.39%
OATP2B1 inhibitior - 0.8838 88.38%
OATP1B1 inhibitior + 0.9365 93.65%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.9395 93.95%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.9094 90.94%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9074 90.74%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.9065 90.65%
CYP2C19 inhibition - 0.9516 95.16%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition - 0.8211 82.11%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4706 47.06%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9313 93.13%
Skin irritation + 0.5726 57.26%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8242 82.42%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8401 84.01%
Acute Oral Toxicity (c) I 0.9011 90.11%
Estrogen receptor binding + 0.8704 87.04%
Androgen receptor binding + 0.8479 84.79%
Thyroid receptor binding - 0.7189 71.89%
Glucocorticoid receptor binding + 0.7009 70.09%
Aromatase binding + 0.7476 74.76%
PPAR gamma + 0.7781 77.81%
Honey bee toxicity - 0.6446 64.46%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9839 98.39%

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 98.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.50% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.97% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.06% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.56% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.22% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.91% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.38% 96.77%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.93% 81.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.43% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.23% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.89% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.85% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.59% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.31% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.17% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.68% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.47% 95.89%
CHEMBL5028 O14672 ADAM10 82.43% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.19% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.59% 97.14%

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
Digitalis purpurea

Cross-Links

Top
PubChem 68949
NPASS NPC118715