Digitoxigenin
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Identification
- Generic Name
- Digitoxigenin
- DrugBank Accession Number
- DB04177
- Background
Digitoxigenin is a cardenolide which is the aglycon of digitoxin.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 374.5137
Monoisotopic: 374.245709576 - Chemical Formula
- C23H34O4
- Synonyms
- Cerberigenin
- Echujetin
- Evonogenin
- Thevetigenin
- External IDs
- NSC-407806
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- Sub Class
- Steroid lactones
- Direct Parent
- Cardenolides and derivatives
- Alternative Parents
- 3-beta-hydroxysteroids / 14-hydroxysteroids / Butenolides / Tertiary alcohols / Enoate esters / Secondary alcohols / Lactones / Cyclic alcohols and derivatives / Oxacyclic compounds / Monocarboxylic acids and derivatives show 3 more
- Substituents
- 14-hydroxysteroid / 2-furanone / 3-beta-hydroxysteroid / 3-hydroxysteroid / Alcohol / Aliphatic heteropolycyclic compound / Alpha,beta-unsaturated carboxylic ester / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester show 15 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- 3beta-hydroxy steroid, 14beta-hydroxy steroid (CHEBI:42219) / Cardanolides and derivatives (LMST01120001)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- S63WOD4VOL
- CAS number
- 143-62-4
- InChI Key
- XZTUSOXSLKTKJQ-CESUGQOBSA-N
- 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
- IUPAC Name
- 4-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2,5-dihydrofuran-2-one
- SMILES
- [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O)C2
References
- General References
- Not Available
- External Links
- PubChem Compound
- 4369270
- PubChem Substance
- 46508220
- ChemSpider
- 3571902
- BindingDB
- 66977
- ChEBI
- 42219
- ChEMBL
- CHEMBL1453
- ZINC
- ZINC000003875959
- PDBe Ligand
- DTX
- Wikipedia
- Digitoxigenin
- PDB Entries
- 1lnm / 7w11 / 7w1b / 8inj
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0244 mg/mL ALOGPS logP 2.72 ALOGPS logP 3.07 Chemaxon logS -4.2 ALOGPS pKa (Strongest Acidic) 7.18 Chemaxon pKa (Strongest Basic) 0.25 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.76 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 103.64 m3·mol-1 Chemaxon Polarizability 42.57 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.997 Blood Brain Barrier + 0.6906 Caco-2 permeable + 0.6344 P-glycoprotein substrate Substrate 0.7862 P-glycoprotein inhibitor I Non-inhibitor 0.8372 P-glycoprotein inhibitor II Non-inhibitor 0.7479 Renal organic cation transporter Non-inhibitor 0.7858 CYP450 2C9 substrate Non-substrate 0.8069 CYP450 2D6 substrate Non-substrate 0.9067 CYP450 3A4 substrate Substrate 0.7478 CYP450 1A2 substrate Non-inhibitor 0.9045 CYP450 2C9 inhibitor Non-inhibitor 0.9355 CYP450 2D6 inhibitor Non-inhibitor 0.9253 CYP450 2C19 inhibitor Non-inhibitor 0.9237 CYP450 3A4 inhibitor Non-inhibitor 0.6717 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8681 Ames test Non AMES toxic 0.8839 Carcinogenicity Non-carcinogens 0.9627 Biodegradation Not ready biodegradable 0.8906 Rat acute toxicity 2.9314 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9699 hERG inhibition (predictor II) Inhibitor 0.5355
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 203.2438262 predictedDarkChem Lite v0.1.0 [M-H]- 201.3098262 predictedDarkChem Lite v0.1.0 [M-H]- 186.37599 predictedDeepCCS 1.0 (2019) [M+H]+ 203.3558262 predictedDarkChem Lite v0.1.0 [M+H]+ 202.1236262 predictedDarkChem Lite v0.1.0 [M+H]+ 188.27141 predictedDeepCCS 1.0 (2019) [M+Na]+ 202.8928262 predictedDarkChem Lite v0.1.0 [M+Na]+ 201.5716262 predictedDarkChem Lite v0.1.0 [M+Na]+ 194.04959 predictedDeepCCS 1.0 (2019)
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52