Evomonoside

Details

• Internal ID: be41cd91-fe86-4ad6-a1fc-6b9dfb1b9b39
• 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,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-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(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C)O)O)O
• InChI: InChI=1S/C29H44O8/c1-15-23(31)24(32)25(33)26(36-15)37-18-6-9-27(2)17(13-18)4-5-21-20(27)7-10-28(3)19(8-11-29(21,28)34)16-12-22(30)35-14-16/h12,15,17-21,23-26,31-34H,4-11,13-14H2,1-3H3/t15-,17+,18-,19+,20-,21+,23-,24+,25+,26-,27-,28+,29-/m0/s1
• InChI Key: WQMLFJWIKARBFW-BKKMTDGVSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.30361836 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.10

Synonyms

• 508-93-0
• Evomonosid
• Digitoxigenin rhamnoside
• Digitoxigenin 3-rhamnoside
• digitoxigenin alpha-L-rhamnoside
• CHEBI:71000
• 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• 3beta-(alpha-L-rhamnopyranosyloxy)-14-hydroxy-5beta-card-20(22)-enolide
• 3beta-(6-deoxy-alpha-L-mannopyranosyloxy)-14-hydroxy-5beta-card-20(22)-enolide
• CHEMBL1651648
• DTXSID501318097
• Q27139243

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

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	98.33%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.39%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.86%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.71%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.43%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.25%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.11%	97.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.85%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.53%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.26%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.41%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.19%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.39%	93.04%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL1871	P10275	Androgen Receptor	81.79%	96.43%
CHEMBL2581	P07339	Cathepsin D	81.78%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.55%	85.14%

Plants that contains it

• Lepidium apetalum

Cross-Links

• PubChem: 12308635
• LOTUS: LTS0126889
• wikiData: Q27139243