D9404

Digitoxigenin

• Synonym(s): 3β,14-Dihydroxy-5β,20(22)-cardenolide, 3,14,21-Trihydroxy-20(22)-norcholenic acid lactone, 5β,20(22)-Cardenolide-3β,14-diol
• Empirical Formula (Hill Notation): C₂₃H₃₄O₄
• CAS Number: 143-62-4
• Molecular Weight: 374.51
• UNSPSC Code: 12161900
• NACRES: NA.25
• PubChem Substance ID: 24894291
• EC Number: 205-603-4
• Beilstein/REAXYS Number: 95448
• MDL number: MFCD00003687

Properties

• description: non-ionic
• assay: ≥97.0% (TLC)
• form: powder
• mol wt: 374.51 g/mol
• mp: 253 °C (lit.)
• SMILES string: [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)C5=CC(=O)OC5)[C@@]1(C)CC[C@H](O)C2
• 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-CESUGQOBSA-N
• Gene Information: rat ... Atp1a1(24211)

Description

General description

Digitoxigenin is the aglycone of digitoxin.

Application

Digitoxigenin has been used in a study to assess its stereochemical effects in cancer cytotoxicity. [1] It has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin. [2]

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges