Scillarenin | CAS#465-22-5 | antiviral

MedKoo Cat#: 412345 | Name: Scillarenin

Description:

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

Scillarenin is a 3beta-hydroxy steroid and a 14beta-hydroxy steroid. It derives from a bufanolide and has antiviral activity.

Chemical Structure

Scillarenin

CAS#465-22-5

Theoretical Analysis

MedKoo Cat#: 412345

Name: Scillarenin

CAS#: 465-22-5

Chemical Formula: C24H32O4

Exact Mass: 384.2301

Molecular Weight: 384.52

Elemental Analysis: C, 74.97; H, 8.39; O, 16.64

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

Scillarenin; NSC234669; NSC-234669; NSC 234669

IUPAC/Chemical Name

5-((3S,8R,9S,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-2-one

InChi Key

OVUOVMIMOCJILI-KFZANIOBSA-N

InChi Code

InChI=1S/C24H32O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,13-14,17-20,25,27H,4-5,7-12H2,1-2H3/t17-,18+,19-,20+,22-,23+,24-/m0/s1

SMILES Code

C[C@]12CC[C@@H](C=C1CC[C@@H]3[C@@H]2CC[C@@]4([C@@H](C5=COC(C=C5)=O)CC[C@]34O)C)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

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 384.52 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.

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: Sato N, Muro T. Antiviral activity of scillarenin, a plant bufadienolide. Jpn J Microbiol. 1974 Nov;18(6):441-8. doi: 10.1111/j.1348-0421.1974.tb00832.x. PMID: 4375728. 2: Görlich B, Dürr FH, Wolter J. Mikrobiologische Umsetzungen von 4 -Bufatrienoliden. II. Strukturaufklärung der aus Scillarenin, 3-epi-Scillarenin, 5 -iso-Scillarenin, Scillarenon und Scillaridin mittels Rhizopus-Arten erhaltenen Oxygenierungsprodukte [Microbiological turnover of 4 -bufatrienolides. II. Structure elucidation of the oxygenation products of scillarenin, 3-epi-scillarenin, 5 -iso-scillarenin, scillarenon and scillaridin obtained by rhizopus species]. Justus Liebigs Ann Chem. 1971 Nov;753:116-34. German. doi: 10.1002/jlac.19717530111. PMID: 5139285. 3: Görlich B, Wolter J. Mikrobiologische Umsetzungen von delta-4-Bufatrienoliden. I. Oxygenierung von Scillarenin, 3-epi-Scillarenin, 5beta-iso-Scillarenin, Scillarenon und Scillaridin mittels Rhizopus-Arten [Microbiological turnover of delta 4 bufatrienolides. I. Oxygenation of scillarenin, 3-epi-scillarenin, 5 beta-iso-scillarenin, scillarenon and scillaridin using rhizopus species]. Justus Liebigs Ann Chem. 1971 Nov;753:106-15. German. doi: 10.1002/jlac.19717530110. PMID: 5139284. 4: Mahringer A, Karamustafa S, Klotz D, Kahl S, Konkimalla VB, Wang Y, Wang J, Liu HY, Boechzelt H, Hao X, Bauer R, Fricker G, Efferth T. Inhibition of P-glycoprotein at the blood-brain barrier by phytochemicals derived from traditional Chinese medicine. Cancer Genomics Proteomics. 2010 Jul- Aug;7(4):191-205. PMID: 20656985. 5: Krenn L, Jambrits M, Kopp B. Bufadienolides from Urginea hesperia. Planta Med. 1988 Jun;54(3):227-32. doi: 10.1055/s-2006-962412. PMID: 17265257. 6: Görlich B. I. Umsetzung von Scillarenin mit Rhizopus arrhizus. II. Strukturaufklärung von Umsetzungsprodukten des Scillarenins mit Rhizopus arrhizus [I. Transformation of scillarenin by Rhizopus arrhizus. II. Structure clarification of the scillarenin transformation products of Rhizopus arrhizus]. Planta Med. 1971:Suppl 4:113-26. German. doi: 10.1055/s-0028-1099731. PMID: 5154908. 7: Röder E, Lütz J. Potentielle Radiopharmaka zur Nebennierenszintigraphie, 1. Mitt. Zur Radioiodmarkierung von Tyramin-Derivaten einiger Derivate des Digitoxigenins und Scillarenins [Potential radiopharmaceutical for adrenal gland scintigraphy. 1. Radioiodination of tyramine derivatives of some derivatives of digitoxigenin and scillarenin]. Arch Pharm (Weinheim). 1985 Sep;318(9):837-42. German. doi: 10.1002/ardp.19853180913. PMID: 4084030. 8: Röder E, Lütz J. Potentielle Radiopharmaka zur Nebennierenszintigraphie, 2. Mitt. Zur Radioiodmarkierung von p-Hydroxyphenylderivaten des Digitoxigenins, Dihydrodigitoxigenins und Scillarenins [Potential adrenal gland imaging agents. II: Radioiodination of p-hydroxyphenyl derivatives of digitoxigenin, dihydrodigitoxigenin and scillarenin]. Arch Pharm (Weinheim). 1985 Oct;318(10):882-8. German. doi: 10.1002/ardp.19853181005. PMID: 4084020. 9: Kamano Y, Pettit GR. Transformation of digitoxigenin to scillarenin. J Am Chem Soc. 1972 Nov 29;94(24):8592-3. doi: 10.1021/ja00779a057. PMID: 4638992. 10: Kamano Y, Pettit GR. Bufadienolides. 26. Synthesis of scillarenin. J Org Chem. 1974 Aug 23;39(17):2629-31. doi: 10.1021/jo00931a041. PMID: 4412259.