GITOXIGENIN
GITOXIGENIN Basic information
- Product Name:
- GITOXIGENIN
- Synonyms:
-
- 16β-Hydroxydigitoxigenin, 3β,14,16β-Trihydroxy-5β,20(22)-cardenolide, 5β,20(22)-Cardenolide-3β,14,16β-triol, 3β,14,16β,21-Tetrahydroxy-20(22)-norcholenic acid lactone
- 3β,14,16β-Trihydroxy-5β,14β-card-20(22)-enolide
- Gitoxigenin,98%
- 3β,14,16β,21-Tetrahydroxy-20(22)-norcholenic acid lactone
- 3β,14,16β-Trihydroxy-5β,20(22)-cardenolide
- 5β,20(22)-Cardenolide-3β,14,16β-triol
- 3,14,16-trihydroxy-,(3-beta,5-beta,16-beta)-card-20(22)-enolid
- 3-beta,14,16-beta-trihydroxy-5-beta-card-20(22)-enolid
- CAS:
- 545-26-6
- MF:
- C23H34O5
- MW:
- 390.51
- EINECS:
- 208-886-2
- Mol File:
- 545-26-6.mol
GITOXIGENIN Chemical Properties
- Melting point:
- ~230 °C
- Boiling point:
- 435.71°C (rough estimate)
- Density
- 1.0639 (rough estimate)
- refractive index
- 1.6120 (estimate)
- storage temp.
- −20°C
- pka
- 14.56±0.70(Predicted)
- Merck
- 13,4445
Safety Information
- Hazard Codes
- T
- Risk Statements
- 23/24/25
- Safety Statements
- 36/37/39-45
- RIDADR
- UN 1544 6.1/PG 1
- WGK Germany
- 3
- RTECS
- FH5391000
- F
- 10
- HazardClass
- 6.1(b)
- PackingGroup
- III
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
GITOXIGENIN Usage And Synthesis
Chemical Properties
light yellow flakes
Uses
Gitoxigenin is a related compound of Digitoxigenin, which has been used in a study to assess its stereochemical effects in cancer cytotoxicity. Digitoxigenin has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.
Definition
ChEBI: Gitoxigenin is a 3beta-hydroxy steroid, a 14beta-hydroxy steroid and a 16beta-hydroxy steroid. It derives from a hydride of a 5beta-cardanolide.
Biochem/physiol Actions
Structure-activity relationships for 16β-substituted digitoxigenins as inhibitors of Na+/K+ ATPases.
Purification Methods
Recrystallisation of gitoxigenin from aqueous EtOH produces plates of the sesquihydrate which dehydrate on drying at 100o in vacuo. It also recrystallises from Me2CO/MeOH and from EtOAc (the crystals contain 1 mol of EtOAc) with [] D +24.8o (c 1, dioxane). It has UV with max at 310, 485 and 520nm in 96% H2SO4. On heating with ethanolic HCl it yields digitaligenin with loss of H2O. [Smith J Chem Soc 23 1931, Beilstein 8 IV 2456.]
GITOXIGENINSupplier
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GITOXIGENIN(545-26-6)Related Product Information
- GITOXIGENIN
- gitoxigenin-glucodigitalosi
- gitoformate
- lanatoside D
- LANATOSIDE B
- gitoxigenin-tridigitoxosi
- Gitoxigenin 3-O-monodigitaloside
- 3-epi-Gitoxigenin
- GITOXIGENIN(RG)
- 3-epi-17βH-Gitoxigenin
- gitoxigenin bisdigitoxoside
- GITOXIGENIN 3-ACETATE
- OLEANDRIN, [3H]-
- 3beta,14,16beta-trihydroxy-5beta-card-20(22)-enolide 16-formate
- 16-Formyldigitalinum verum
- 16-ACETYLGITOXIN
- STROSPEOSIDE
- 20(22),5BETA-CARDENOLID-3BETA,14BETA,16BETA-TRIOL 3,16-DIACETATE