Digimed

Details

• Internal ID: 08f7b6b4-9220-425e-8ead-68256dfbef35
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[3-[5-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-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): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CCC7(C6(CCC7C8=CC(=O)OC8)O)C)C)C)C)O)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CCC7(C6(CCC7C8=CC(=O)OC8)O)C)C)C)C)O)O
• InChI: InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3
• InChI Key: WDJUZGPOPHTGOT-UHFFFAOYSA-N
• Popularity: 2,193 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₃
• Molecular Weight: 764.90 g/mol
• Exact Mass: 764.43469209 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 2.30

Synonyms

• Digitaline nativelle
• Acedoxin
• Digilong
• Digimerck
• Digisidin
• Ditaven
• Myodigin
• Natigal
• Purodigin
• Tardigal
• Tri-digitoxoside
• De-Tone
• Crystalline digitalin
• Purodigin, crystalline
• Digitaline cristallisee
• Digitoxigenin tridigitoxoside
• Coramedan
• NSC7529
• NCGC00159428-02
• WDJUZGPOPHTGOT-UHFFFAOYSA-N
• Card-20(22)-enolide, 3-[(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-hydroxy-, (3.beta.,5.beta.)-
• NCGC00159428-03
• NCI60_041649
• FT-0603272
• 5.beta.-Card-20(22)-enolide,14-dihydroxy-, 3-[tris-(digitoxoside)]
• 5.beta.-Card-20(22)-enolide, 3.beta.,14-dihydroxy-, 3-(tris-(digitoxoside))
• 3-((2,6-Dideoxy-4-O-[2,6-dideoxy-4-O-(2,6-dideoxyhexopyranosyl)hexopyranosyl]hexopyranosyl)oxy)-14-hydroxycard-20(22)-enolide #
• 4-(3-((5-((5-((4,5-dihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)furan-2(5h)-one
• Card-20(22)-enolide, 3-((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-hydroxy-, (3.beta.,5.beta.)-
• Card-20(22)-enolide, 3-[(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-hydroxy-, (3.beta.,5.beta.)-
• WLN: L E5 B666TJ A1 E1 IQ F- DT5OV EHJ& OO- FT6OTJ B1 DQ CO- FT6OTJ B1 DQ CO- FT6OTJ B1 CQ DQ

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	20 nM; 31.6 nM	Potency; Potency	via Super-PRED; via Super-PRED
CHEMBL1293277	O15118	Niemann-Pick C1 protein	251.2 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	707.9 nM	Potency	via Super-PRED
CHEMBL1293294	P51151	Ras-related protein Rab-9A	223.9 nM	Potency	via Super-PRED
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	700 nM	IC50	via Super-PRED

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%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.32%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.49%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.08%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.67%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.70%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.92%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.32%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.99%	89.00%
CHEMBL1871	P10275	Androgen Receptor	83.95%	96.43%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.60%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.91%	97.25%
CHEMBL4208	P20618	Proteasome component C5	80.74%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.15%	97.33%

Plants that contains it

• Adenium obesum
• Digitalis cariensis
• Digitalis ciliata
• Digitalis lanata
• Digitalis purpurea

Cross-Links

• PubChem: 3061
• LOTUS: LTS0258825
• wikiData: Q104391766