MedKoo Cat#: 598268 | Name: Purpurea glycoside B

Description:

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

Purpurea glycoside B is a cardiac glycoside.

Chemical Structure

Purpurea glycoside B
Purpurea glycoside B
CAS#19855-39-1

Theoretical Analysis

MedKoo Cat#: 598268

Name: Purpurea glycoside B

CAS#: 19855-39-1

Chemical Formula: C47H74O19

Exact Mass: 942.4824

Molecular Weight: 943.09

Elemental Analysis: C, 59.86; H, 7.91; O, 32.23

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Purpurea glycoside B; Glucogitoxin; Deacetyllanatoside B;
IUPAC/Chemical Name
4-((3S,5R,8R,9R,10R,13R,14R,16S,17S)-3-(((2S,4S,5R,6R)-5-(((2R,4S,5S,6R)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-(((2R,4S,5R,6R)-5-hydroxy-6-methyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14,16-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
InChi Key
XBTFSPYPZZJUIG-AKBVEGHCSA-N
InChi Code
InChI=1S/C47H74O19/c1-20-38(52)28(49)14-34(59-20)66-43-22(3)61-35(16-31(43)63-36-15-30(39(53)21(2)60-36)64-44-42(56)41(55)40(54)32(18-48)65-44)62-25-8-10-45(4)24(13-25)6-7-27-26(45)9-11-46(5)37(23-12-33(51)58-19-23)29(50)17-47(27,46)57/h12,20-22,24-32,34-44,48-50,52-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,34-,35-,36-,37-,38-,39-,40-,41+,42-,43-,44-,45-,46-,47-/m1/s1
SMILES Code
O=C1OCC([C@@H]2[C@@H](O)C[C@@]3(O)[C@@H]4CC[C@@H]5C[C@@H](O[C@@H]6C[C@@H]([C@@H]([C@@H](C)O6)O[C@@H]7C[C@@H]([C@@H]([C@@H](C)O7)O)O)O[C@@H]8C[C@@H]([C@@H]([C@@H](C)O8)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@@H](CO)O9)O)O)O)CC[C@@]5(C)[C@@H]4CC[C@]23C)=C1
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 943.09 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
1: ISHIDATE M, OKADA M, SASAKAWA Y. Presence of digitalinum verum and purpurea glycoside B in the water-soluble fraction of the dried leaves of Digitalis purpurea L. Pharm Bull. 1953 Jun;1(2):186-8. PubMed PMID: 13155135. 2: König L. [Clinical therapeutic experiences with a standardized combination of A and B glycoside fractions of Digitalis purpurea]. Wien Med Wochenschr. 1971 Mar 6;121(10):180-3. German. PubMed PMID: 4104643. 3: Hansen TS, Nilsen OG. Echinacea purpurea and P-glycoprotein drug transport in Caco-2 cells. Phytother Res. 2009 Jan;23(1):86-91. doi: 10.1002/ptr.2563. PubMed PMID: 18688789. 4: Dodion L, Temmerman P. [Curve of the activity of a combination preparation of digitoxin and 4 glycosides of the B group of digitalis purpurea]. Minerva Cardioangiol. 1973 Jul-Aug;21(7):545-52. Italian. PubMed PMID: 4756348. 5: Ghaffar A, Tahir M, Lone KP, Faisal B, Latif W. THE EFFECT OF FICUS CARICA L. (ANJIR) LEAF EXTRACT ON GENTAMICIN INDUCED NEPHROTOXICITY IN ADULT MALE ALBINO MICE. J Ayub Med Coll Abbottabad. 2015 Apr-Jun;27(2):398-401. PubMed PMID: 26411127. 6: Linley PA, Mekkawi AG. Bio-Transformation of (G-3H)-digitoxin and (G-3H)-digoxin by Digitalis purpurea. Planta Med. 1982 Oct;46(2):113-8. PubMed PMID: 17396954. 7: Lee JY, Woo E, Kang KW. Screening of new chemopreventive compounds from Digitalis purpurea. Pharmazie. 2006 Apr;61(4):356-8. PubMed PMID: 16649555. 8: Zhou BN, Bahler BD, Hofmann GA, Mattern MR, Johnson RK, Kingston DG. Phenylethanoid glycosides from Digitalis purpurea and Penstemon linarioides with PKCalpha-inhibitory activity. J Nat Prod. 1998 Nov;61(11):1410-2. PubMed PMID: 9834166. 9: Lehr NA, Wang Z, Li N, Hewitt DA, López-Giráldez F, Trail F, Townsend JP. Gene expression differences among three Neurospora species reveal genes required for sexual reproduction in Neurospora crassa. PLoS One. 2014 Oct 20;9(10):e110398. doi: 10.1371/journal.pone.0110398. eCollection 2014. PubMed PMID: 25329823; PubMed Central PMCID: PMC4203796. 10: Piendl W, Böck A. Ribosomal resistance in the gentamicin producer organism Micromonospora purpurea. Antimicrob Agents Chemother. 1982 Aug;22(2):231-6. PubMed PMID: 6927285; PubMed Central PMCID: PMC183717. 11: Oh JW, Lee JY, Han SH, Moon YH, Kim YG, Woo ER, Kang KW. Effects of phenylethanoid glycosides from Digitalis purpurea L. on the expression of inducible nitric oxide synthase. J Pharm Pharmacol. 2005 Jul;57(7):903-10. PubMed PMID: 15969951. 12: Park KI, Ishikawa N, Morita Y, Choi JD, Hoshino A, Iida S. A bHLH regulatory gene in the common morning glory, Ipomoea purpurea, controls anthocyanin biosynthesis in flowers, proanthocyanidin and phytomelanin pigmentation in seeds, and seed trichome formation. Plant J. 2007 Feb;49(4):641-54. Epub 2007 Jan 18. PubMed PMID: 17270013. 13: Johansson S, Göransson U, Luijendijk T, Backlund A, Claeson P, Bohlin L. A neutrophil multitarget functional bioassay to detect anti-inflammatory natural products. J Nat Prod. 2002 Jan;65(1):32-41. PubMed PMID: 11809061. 14: Hellum BH, Nilsen OG. In vitro inhibition of CYP3A4 metabolism and P-glycoprotein-mediated transport by trade herbal products. Basic Clin Pharmacol Toxicol. 2008 May;102(5):466-75. doi: 10.1111/j.1742-7843.2008.00227.x. Epub 2008 Mar 6. PubMed PMID: 18331390. 15: Liao LP, Li SL, Li P. Simultaneous determination of seven triterpenoids and triterpenoid saponins in Folium llicis Purpureae by high performance liquid chromatography coupled with evaporative light scattering detection. J Sep Sci. 2005 Nov;28(16):2061-6. PubMed PMID: 16318200. 16: Krasnova TP, Bukin IuV, Orlova NV. [Role of the components in the methylation system in the cobalamin-dependent gentamycin biosynthesis by a Micromonospora purpurea culture]. Antibiotiki. 1979 Nov;24(11):808-15. Russian. PubMed PMID: 507775. 17: Kitagawa I, Hori K, Kawanishi T, Kobayashi M, Kawanishi F. [On the constituents of the root of fukuchiyama-jio, the hybrid of Rehmannia glutinosa var. purpurea and R. glutinosa forma hueichingensis]. Yakugaku Zasshi. 1998 Oct;118(10):464-75. Japanese. PubMed PMID: 9800518. 18: Kasimu R, Tanaka K, Tezuka Y, Gong ZN, Li JX, Basnet P, Namba T, Kadota S. Comparative study of seventeen Salvia plants: aldose reductase inhibitory activity of water and MeOH extracts and liquid chromatography-mass spectrometry (LC-MS) analysis of water extracts. Chem Pharm Bull (Tokyo). 1998 Mar;46(3):500-4. PubMed PMID: 9549892. 19: Krasnova TP, Laznikova TN, Dmitrieva SV, Vladimirov AV. [Comparative study of an active strain of Micromonospora purpurea and its less active mutant in connection with gentamycin biosynthesis]. Antibiotiki. 1979 May;24(5):323-8. Russian. PubMed PMID: 443792. 20: Liefke E, Kaiser D, Onken U. Growth and product formation of actinomycetes cultivated at increased total pressure and oxygen partial pressure. Appl Microbiol Biotechnol. 1990 Mar;32(6):674-9. PubMed PMID: 1366540.