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MedKoo Cat#: 461930 | Name: Scilliroside

Description:

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

Scilliroside is a toxic compound derived from the plant Drimia maritima and used as a rodenticide.

Chemical Structure

Scilliroside
Scilliroside
CAS#507-60-8

Theoretical Analysis

MedKoo Cat#: 461930

Name: Scilliroside

CAS#: 507-60-8

Chemical Formula: C32H44O12

Exact Mass: 620.2833

Molecular Weight: 620.69

Elemental Analysis: C, 61.92; H, 7.15; O, 30.93

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
Scilliroside; Red Squill; Scillirosan; Silmine; Squill;
IUPAC/Chemical Name
(3S,6R,8S,9R,10R,13R,14R,17R)-8,14-dihydroxy-10,13-dimethyl-17-(2-oxo-2H-pyran-5-yl)-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl acetate
InChi Key
LSMIOFMZNVEEBR-ICLSSMQGSA-N
InChi Code
InChI=1S/C32H44O12/c1-16(34)42-21-13-31(39)23(8-10-30(3)19(7-11-32(30,31)40)17-4-5-24(35)41-15-17)29(2)9-6-18(12-20(21)29)43-28-27(38)26(37)25(36)22(14-33)44-28/h4-5,12,15,18-19,21-23,25-28,33,36-40H,6-11,13-14H2,1-3H3/t18-,19+,21+,22+,23+,25+,26-,27+,28+,29-,30+,31-,32+/m0/s1
SMILES Code
CC(O[C@H]1C2=C[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)CC[C@]2(C)[C@@]4([H])CC[C@]5(C)[C@@H](C6=COC(C=C6)=O)CC[C@]5(O)[C@]4(O)C1)=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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 620.69 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: Brooks JE, Htun PT. Laboratory evaluation of scilliroside used as a rodenticide against the lesser bandicoot rat, Bandicota bengalensis. J Hyg (Lond). 1980 Oct;85(2):227-34. PubMed PMID: 7451959; PubMed Central PMCID: PMC2133936. 2: DYBING F, DYBING O, STORMORKEN H. The toxicity of red squill and scilliroside to rats and mice. Acta Pharmacol Toxicol (Copenh). 1952;8(4):391-9. PubMed PMID: 13016298. 3: Azoyan P, Garnier R, Poitrineau H, Taboulet P. [Acute poisoning by scilliroside]. J Toxicol Clin Exp. 1991 May-Jun;11(3-4):189-92. French. PubMed PMID: 1941706. 4: ROTHLIN E, SCHALCH WR. [Pharmacology and toxicology of scilliroside and scillirosidin]. Helv Physiol Pharmacol Acta. 1952;10(4):427-37. Undetermined Language. PubMed PMID: 13044137. 5: FINKELSTEIN M, BODANSKY O. Effect of scilliroside on the respiration of cat heart muscle. Fed Proc. 1948 Mar;7(1 Pt 1):218. PubMed PMID: 18938335. 6: DYBING F, DYBING O, JENSEN KB. Detection of scilliroside in organic material. Acta Pharmacol Toxicol (Copenh). 1954;10(2):93-100. PubMed PMID: 14349702. 7: Vega FA, Fernandez M, Nunez C. [Detection of scilliroside in the preparation of maritime Scille. (Urginea maritima Baker)]. Ann Pharm Fr. 1967 Jan;25(1):17-21. French. PubMed PMID: 5629167. 8: Ferrer M, Basarte JC, Fernandez M, Fos D, Vega FA. [Densitometric determination of proscillaridin A, scillaren A and scilliroside]. Farmaco Prat. 1980 Jan;35(1):32-46. Spanish. PubMed PMID: 7449933. 9: Sabouraud A, Urtizberea M, Cano N, Garnier R, Scherrmann JM. Specific anti-digoxin Fab fragments: an available antidote for proscillaridin and scilliroside poisoning? Hum Exp Toxicol. 1990 May;9(3):191-3. PubMed PMID: 2375888. 10: DYBING O. [Scilliroside toxicity and its effect on the heart]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1953;220(3):207-10. Undetermined Language. PubMed PMID: 13132940. 11: KORANSKY W, PORTIG J, VOHLAND HW, KLEMPAU I. [ACTIVATION OF MICROSOME ENZYMES BY HEXACHLOROCYCLOHEXANE ISOMERS. ITS EFFECT ON SCILLIROSIDE POISONING IN RATS]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1964 Apr 9;247:61-70. German. PubMed PMID: 14217546. 12: Scheiner-Bobis G, Hübschle T, Diener M. Action of palytoxin on apical H+/K+-ATPase in rat colon. Eur J Biochem. 2002 Aug;269(16):3905-11. PubMed PMID: 12180967. 13: Krenn L, Kopp B, Deim A, Robien W, Kubelka W. About the bufadienolide complex of "red" squill. Planta Med. 1994 Feb;60(1):63-9. PubMed PMID: 17236017. 14: RADOUCO-THOMAS C, FROMMEL E, BURGERMEISTER-GUEX G, DUCOMMUN M. [The point of peripheral impact of coramine, cardiazol, picrotoxin and scilliroside and their relation to cholinergic action. I]. Schweiz Med Wochenschr. 1953 May 30;83(22):511-3. Undetermined Language. PubMed PMID: 13076092. 15: Kopp B, Unterluggauer M, Robien W, Kubelka W. Bufadienolides from Urginea pancration. Planta Med. 1990 Apr;56(2):193-7. PubMed PMID: 17221395. 16: Diener M, Rummel W. Distension-induced secretion in the rat colon: mediation by prostaglandins and submucosal neurons. Eur J Pharmacol. 1990 Mar 13;178(1):47-57. PubMed PMID: 2110068. 17: Wolff JR, Schieweck C, Emmenegger H, Meier-Ruge W. Cerebrovascular ultrastructural alterations after intra-arterial infusions of ouabain, scilla-glycosides, heparin and histamine. Acta Neuropathol. 1975;31(1):45-58. PubMed PMID: 1168396. 18: Balbaa SI, Khafagy SM, Khayyal SE, Girgis AN. TLC-spectrophotometric assay of the main glycosides of red squill, a specific rodenticide. J Nat Prod. 1979 Sep-Oct;42(5):522-4. PubMed PMID: 521820. 19: Katgely BW, Bridges RJ, Rummel W. Inhibition of the intestinal transport of uracil by hexoses and amino acids. Biochim Biophys Acta. 1986 Nov 17;862(2):429-34. PubMed PMID: 3022811. 20: Bridges RJ, Rummel W, Simon B. Forskolin induced chloride secretion across the isolated mucosa of rat colon descendens. Naunyn Schmiedebergs Arch Pharmacol. 1983 Aug;323(4):355-60. PubMed PMID: 6314153.

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