3-Epidigitoxigenin

Details

• Internal ID: ac884ea6-34ff-4d82-9120-24df70da1d0e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
• IUPAC Name: 3-[(3R,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-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): CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)O
• SMILES (Isomeric): C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O
• InChI: InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17-,18+,19-,21+,22-,23+/m1/s1
• InChI Key: XZTUSOXSLKTKJQ-CTZIAKJASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60

Synonyms

• 3-Epidigitoxigenin
• epi-Digitoxigenin
• 3-alpha-Digitoxigenin
• 3-alpha-Hydroxydigitoxigenin
• SCHEMBL9275490
• (3-alpha,5-beta)-3,14-Dihydroxycard-20(22)-enolide
• CHEMBL3250509
• DTXSID901272100
• 3a,14b-dihydroxy-5b-carda-20(22)-dienolid
• (3alpha,5beta)-3,14-Dihydroxycard-20(22)-enolide
• 5-beta-CARD-20(22)-ENOLIDE, 3-alpha,14-DIHYDROXY-
• Card-20(22)-enolide, 3,14-dihydroxy-, (3-alpha,5-beta)-

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	158.5 nM	Potency	via Super-PRED
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	251.2 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	17.8 nM	Potency	via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.56%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.85%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.22%	96.77%
CHEMBL1871	P10275	Androgen Receptor	88.42%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.15%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.50%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.81%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.89%	97.25%

Plants that contains it

• Plumeria obtusa

Cross-Links

• PubChem: 12305991
• LOTUS: LTS0215111
• wikiData: Q105345166