Samandarine

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

MedKoo CAT#: 461739

CAS#: 467-51-6

Description: Samandarine is the main steroidal alkaloid secreted by the fire salamander (Salamandra salamandra). The compound is extremely toxic and causes convulsions, respiratory paralysis, and eventual death.

Chemical Structure

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Samandarine
CAS# 467-51-6
Instruction

Theoretical Analysis

MedKoo Cat#: 461739
Name: Samandarine
CAS#: 467-51-6
Chemical Formula: C19H31NO2
Exact Mass: 305.24
Molecular Weight: 305.460
Elemental Analysis: C, 74.71; H, 10.23; N, 4.59; O, 10.48

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: Samandarine;

IUPAC/Chemical Name: (2S,5R,5aS,5bS,7aR,9S,10aS,10bS,12aR)-5a,7a-dimethyloctadecahydro-2,5-epoxycyclopenta[5,6]naphtho[1,2-d]azepin-9-ol

InChi Key: HJCSQOSWSRPBOU-XTXNWKRWSA-N

InChi Code: InChI=1S/C19H31NO2/c1-18-6-5-14-13(15(18)8-12(21)9-18)4-3-11-7-17-20-10-16(22-17)19(11,14)2/h11-17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14+,15+,16+,17+,18-,19+/m1/s1

SMILES Code: C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2)O)CC[C@@H]4C[C@H]5NC[C@@H]([C@]34C)O5

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 305.46 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: Oka K, Hara S. Stereoselective synthesis of samandarine nucleus. Tetrahedron Lett. 1969 May;(24):1987-90. PubMed PMID: 5790176.

2: Franke H, Partch R. The chemistry of samandarine model compounds. J Med Chem. 1966 Jul;9(4):643-4. PubMed PMID: 5968049.

3: Vences M, Sanchez E, Hauswaldt JS, Eikelmann D, Rodríguez A, Carranza S, Donaire D, Gehara M, Helfer V, Lötters S, Werner P, Schulz S, Steinfartz S. Nuclear and mitochondrial multilocus phylogeny and survey of alkaloid content in true salamanders of the genus Salamandra (Salamandridae). Mol Phylogenet Evol. 2014 Apr;73:208-16. doi: 10.1016/j.ympev.2013.12.009. Epub 2014 Jan 8. PubMed PMID: 24412216.

4: Mebs D, Pogoda W. Variability of alkaloids in the skin secretion of the European fire salamander (Salamandra salamadra terrestris). Toxicon. 2005 Apr;45(5):603-6. PubMed PMID: 15777956.

5: Daly JW, Myers CW, Whittaker N. Further classification of skin alkaloids from neotropical poison frogs (Dendrobatidae), with a general survey of toxic/noxious substances in the amphibia. Toxicon. 1987;25(10):1023-95. Review. PubMed PMID: 3321567.