CAS 545-26-6
:Gitoxigenin
Description:
Gitoxigenin is a steroidal compound classified as a cardiac glycoside, primarily derived from the plant species Digitalis, commonly known as foxglove. It is characterized by its structure, which includes a steroid nucleus with a lactone ring and multiple hydroxyl groups, contributing to its biological activity. Gitoxigenin exhibits potent cardiotonic effects, meaning it can increase the force of heart contractions, making it useful in treating certain heart conditions, such as heart failure and arrhythmias. The compound operates by inhibiting the sodium-potassium ATPase enzyme, leading to an increase in intracellular calcium levels, which enhances cardiac contractility. Gitoxigenin is also known for its narrow therapeutic window, necessitating careful dosing to avoid toxicity. Additionally, it has been studied for its potential effects on various cellular processes, including apoptosis and ion transport. As with other cardiac glycosides, it can have significant side effects, including gastrointestinal disturbances and arrhythmias, particularly in cases of overdose or in patients with renal impairment.
Formula:C23H34O5
InChI:InChI=1/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-16(21)6-8-22(2)20(13-9-19(26)28-12-13)18(25)11-23(17,22)27/h9,14-18,20,24-25,27H,3-8,10-12H2,1-2H3
InChI key:InChIKey=PVAMXWLZJKTXFW-VQMOFDJESA-N
SMILES:C[C@@]12[C@@](O)([C@]3([C@](CC1)([C@]4(C)[C@](CC3)(C[C@@H](O)CC4)[H])[H])[H])C[C@H](O)[C@@H]2C=5COC(=O)C5
Synonyms:- (3Beta,5Beta,16Beta)-3,14,16-Trihydroxycard-20(22)-Enolide
- (3Beta,5Beta,8Xi,9Xi,16Beta)-3,14,16-Trihydroxycard-20(22)-Enolide
- (3β,5β,16β)-3,14,16-Trihydroxycard-20(22)-enolide
- 16β-Hydroxydigitoxigenin
- 3,14,16-Trihydroxycard-20(22)-Enolide
- 3-Beta,14,16-Beta-Trihydroxy-5-Beta,14-Beta-Card-20(22)-Enolide
- 5β-Card-20(22)-enolide, 3β,14,16β-trihydroxy-
- Card-20(22)-enolide, 3,14,16-trihydroxy-, (3β,5β,16β)-
- Gitoxygenin
- NSC 407807
- Gitoxigenin
- delta(20,22)-2,14,16,21-tetrahydroxynorcholenicacidlactone
- 3-beta,14,16-trioxy-digen-(20:22)-olid
- 5β,20(22)-Cardenolide-3β,14,16β-triol
- cardogenen-(20:22)-triol-(3-beta,14,16)
- 3β,14,16β-Trihydroxy-5β,14β-card-20(22)-enolide
- 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
- 3-beta,14,16-trioxycarden-(20:22)-olid
- Gitoxigenin,98%
- 5BETA,20[22]-CARDENOLIDE-3BETA,14,16BETA-TRIOL
- 3,14,16-trihydroxy-,(3-beta,5-beta,16-beta)-card-20(22)-enolid
- 3β,14,16β-Trihydroxy-5β,20(22)-cardenolide
- 20(22),5BETA-CARDENOLID-3BETA, 14BETA, 16BETA-TRIOL
- 3BETA,14,16BETA,21-TETRAHYDROXY-20(22)-NORCHOLENIC ACID LACTONE
- 16BETA-HYDROXYDIGITOXIGENIN
- 3-beta,14,16-beta-trihydroxy-5-beta-card-20(22)-enolid
- 3BETA,14,16BETA-TRIHYDROXY-5BETA,20[22]-CARDENOLIDE
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