16-Acetylgitoxin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 464315

CAS#: 7242-07-1

Description: 16-O-acetylgitoxin is a cardenolide glycoside that is the 16-acetate of gitoxin. It is an acetate ester that derives from a gitoxin.


Chemical Structure

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16-Acetylgitoxin
CAS# 7242-07-1

Theoretical Analysis

MedKoo Cat#: 464315
Name: 16-Acetylgitoxin
CAS#: 7242-07-1
Chemical Formula: C43H66O15
Exact Mass: 822.44
Molecular Weight: 822.986
Elemental Analysis: C, 62.76; H, 8.08; O, 29.16

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: 16-Acetylgitoxin; 16 Acetylgitoxin; Acetylgitoxin-beta;

IUPAC/Chemical Name: 3-((5-((5-((4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-16-yl acetate

InChi Key: NEBPBFLVSYFRQE-UHFFFAOYSA-N

InChi Code: InChI=1S/C43H66O15/c1-20-38(49)29(45)15-35(52-20)57-40-22(3)54-36(17-31(40)47)58-39-21(2)53-34(16-30(39)46)56-26-9-11-41(5)25(14-26)7-8-28-27(41)10-12-42(6)37(24-13-33(48)51-19-24)32(55-23(4)44)18-43(28,42)50/h13,20-22,25-32,34-40,45-47,49-50H,7-12,14-19H2,1-6H3

SMILES Code: CC1OC(OC2C(CC(OC2C)OC3C(CC(OC3C)OC4CCC5(C(C4)CCC6C5CCC7(C(C8=CC(OC8)=O)C(OC(C)=O)CC67O)C)C)O)O)CC(C1O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 822.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Short MK, Jeffrey PD, Demirjian A, Margolies MN. A single H:CDR3 residue in the anti-digoxin antibody 26-10 modulates specificity for C16-substituted digoxin analogs. Protein Eng. 2001 Apr;14(4):287-96. doi: 10.1093/protein/14.4.287. PMID: 11391021.

2: Gupta RS, Chopra A. Human cell mutants affected in the interaction of the 12 beta-OH group of cardiac glycosides with the digitalis receptor. Biochem Pharmacol. 1987 Nov 15;36(22):3829-33. doi: 10.1016/0006-2952(87)90445-x. PMID: 2825704.

3: Haustein KO, Sensing H, Wesser M. Elimination of 16-acetyl-gitoxin in patients suffering from impaired liver function. Int J Clin Pharmacol Ther Toxicol. 1987 Jul;25(7):379-81. PMID: 3623742.

4: Haustein KO, Hentschel H. Dose-dependent shortening of systolic time intervals after intake of pengitoxin. Int J Clin Pharmacol Res. 1987;7(1):19-25. PMID: 3583485.

5: Glusa E, Haustein KO. Uptake and liberation of [3H]16-acetyl-gitoxin in the isolated guinea pig atrium. Biomed Biochim Acta. 1987;46(1):119-23. PMID: 3579884.

6: Haustein KO. On the pharmacokinetics of 16-acetyl-gitoxin and its bioavailability from pengitoxin-containing tablet formulations. J Pharmacokinet Biopharm. 1986 Aug;14(4):357-64. doi: 10.1007/BF01059196. PMID: 3772737.

7: Haustein KO, Alken RG, Lach HJ, Becker U, Rietbrock N. On the pharmacokinetics of pengitoxin and its cardioactive derivative 16-acetyl- gitoxin. Eur J Clin Pharmacol. 1983;25(3):369-73. doi: 10.1007/BF01037950. PMID: 6628525.

8: Hüller G, Haustein KO, Murawski D. On the plasma protein binding of 16-acetyl-gitoxin. Int J Clin Pharmacol Ther Toxicol. 1981 May;19(5):200-2. PMID: 7251233.

9: Weiler EW, Lach HJ. Direct radioimmunoassay for the determination of 16-acetyl-gitoxin in serum. Clin Chim Acta. 1980 Jul 1;104(3):337-43. doi: 10.1016/0009-8981(80)90391-5. PMID: 7389142.

10: Haustein KO, Glusa E. Studies on cardioactive steroids. V. Structure- activity relationships of derivatives of 16 alpha-gitoxin. Pharmacology. 1980;21(6):375-82. doi: 10.1159/000137456. PMID: 7220589.

11: Barinian SB, Mutafian LG. Vliianie 16-atsetilgitoksina na soderzhanie katekholaminov v serdechnoĭ myshtse pri éksperimental'noĭ koarktatsii aorty [Effect of 16-acetylgitoxin on the catecholamine content of cardiac muscle in experimental aortic coarctation]. Biull Eksp Biol Med. 1973 Oct;75(10):61-3. Russian. PMID: 4780159.

12: Assmann I, Fiehring H, Schmidt H, Hesse P, Flatau R, Elling F. 16-Azetylgitoxin (Resorptol). Klinische und mechanokardiographische Untersuchungen [16-Acetylgitoxin (Resorptol). Clinical and mechano-cardiographic studies]. Dtsch Gesundheitsw. 1971 Dec 2;26(49):2313-6. German. PMID: 5148658.

13: Heuchel G, Coch H. 16-Azetylgitoxin--ein neues halbsynthetisches Glykosid der Digitalis purpurea [16-acetylgitoxin--a semisynthetic glycoside of digitalis purpurea]. Z Gesamte Inn Med. 1971 Feb 1;26(3):89-93. German. PMID: 5560772.

14: Pfordte K, Förster W. Resorption und Stoffwechsel von 16-Azetylgitoxin und Azetylgitoxin-alpha durch den Rattendarm in vitro [Resorption and metabolism of 16-acetylgitoxin and acetylgitoxin-alpha by the rat intestines in vitro]. Acta Biol Med Ger. 1970;24(1):83-8. German. PMID: 5518550.

15: BAUMGARTEN G. [On oleandrigenin-tridigitoxoside (16-acetylgitoxin)]. Arch Pharm Ber Dtsch Pharm Ges. 1962 Apr;295/67:305-10. German. doi: 10.1002/ardp.19622950411. PMID: 13865948.