MedKoo Cat#: 461815 | Name: Rhodexin A

Description:

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

Rhodexin A is a cardetonic agent of the plant Rhodea japonica.

Chemical Structure

Rhodexin A
Rhodexin A
CAS#545-49-3

Theoretical Analysis

MedKoo Cat#: 461815

Name: Rhodexin A

CAS#: 545-49-3

Chemical Formula: C29H44O9

Exact Mass: 536.2985

Molecular Weight: 536.66

Elemental Analysis: C, 64.90; H, 8.26; O, 26.83

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 #
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Synonym
Rhodexin A;
IUPAC/Chemical Name
4-((3S,5R,8R,9S,10S,11R,13R,14S,17R)-11,14-dihydroxy-10,13-dimethyl-3-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
InChi Key
HFMLTKBZNAPPNY-CEKKCSHUSA-N
InChi Code
InChI=1S/C29H44O9/c1-14-23(32)24(33)25(34)26(37-14)38-17-6-8-27(2)16(11-17)4-5-19-22(27)20(30)12-28(3)18(7-9-29(19,28)35)15-10-21(31)36-13-15/h10,14,16-20,22-26,30,32-35H,4-9,11-13H2,1-3H3/t14-,16+,17-,18+,19+,20+,22+,23-,24+,25+,26-,27-,28+,29-/m0/s1
SMILES Code
O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@]5([H])C[C@@H](O[C@H]6[C@@H]([C@@H]([C@H]([C@H](C)O6)O)O)O)CC[C@]5(C)[C@@]4([H])[C@H](O)C[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 536.66 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: Jung ME, Guzaev M. Studies toward the enantiospecific total synthesis of rhodexin A. J Org Chem. 2013 Aug 2;78(15):7518-26. doi: 10.1021/jo400909t. Epub 2013 Jul 18. PubMed PMID: 23834072. 2: Jung ME, Yoo D. First total synthesis of rhodexin A. Org Lett. 2011 May 20;13(10):2698-701. doi: 10.1021/ol200796r. Epub 2011 Apr 25. Erratum in: Org Lett. 2011 Jul 15;13(14):3766. PubMed PMID: 21517087. 3: Umebayashi C, Yamamoto N, Nakao H, Toi Y, Chikahisa-Muramatsu L, Kanemaru K, Masuda T, Oyama Y. Flow cytometric estimation of cytotoxic activity of rhodexin A isolated from Rhodea japonica in human leukemia K562 cells. Biol Pharm Bull. 2003 May;26(5):627-30. PubMed PMID: 12736502. 4: Jung ME, Chu HV. Preparation of a functionalized tetracyclic intermediate for the synthesis of rhodexin A. Org Lett. 2008 Aug 21;10(16):3647-9. doi: 10.1021/ol801426z. Epub 2008 Jul 22. PubMed PMID: 18642920. 5: Smith JA, Paterson GR. Rhodexin A and rhodexoside in Ornithogalum umbellatum. J Pharm Pharmacol. 1967 Apr;19(4):221-5. PubMed PMID: 4382305. 6: KIKUCHI K, CHEN KK. PHARMACOLOGY OF RHODEXIN A. J Pharmacol Exp Ther. 1964 Dec;146:365-8. PubMed PMID: 14254331. 7: Pauli GF. The cardenolides of Speirantha convallarioides. Planta Med. 1995 Apr;61(2):162-6. PubMed PMID: 7753925. 8: Kubelka W, Eichhorn-Kaiser S. [Sarmentogenin-glycosides in Convallaria majalis L. Isolation of rhodexin A and rhodexosid. 10. Study on Convallaria glycosides]. Pharm Acta Helv. 1970 Aug;45(8):513-9. German. PubMed PMID: 5531262. 9: Masuda T, Oyama Y, Yamamoto N, Umebayashi C, Nakao H, Toi Y, Takeda Y, Nakamoto K, Kuninaga H, Nishizato Y, Nonaka A. Cytotoxic screening of medicinal and edible plants in Okinawa, Japan, and identification of the main toxic constituent of Rhodea japonica (Omoto). Biosci Biotechnol Biochem. 2003 Jun;67(6):1401-4. PubMed PMID: 12843672.