Senkirkin | CAS#2318-18-5 | pyrrolizidine alkaloid

MedKoo Cat#: 461214 | Name: Senkirkin

Description:

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

Senkirkin is a hepatotoxic pyrrolizidine alkaloid.

Chemical Structure

Senkirkin

CAS#2318-18-5

Theoretical Analysis

MedKoo Cat#: 461214

Name: Senkirkin

CAS#: 2318-18-5

Chemical Formula: C19H28NO6

Exact Mass: 366.1911

Molecular Weight: 366.43

Elemental Analysis: C, 62.28; H, 7.70; N, 3.82; O, 26.20

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Senkirkin; Renardin;

IUPAC/Chemical Name

(5R,6R,9a1S,14aR,Z)-3-ethylidene-6,9a1-dihydroxy-5,6,12-trimethyl-2,7-dioxo-2,3,4,5,6,7,9a1,11,12,13,14,14a-dodecahydro-9H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizin-12-ium

InChi Key

SRADQUKTDOQMGD-VQZMEBAHSA-N

InChi Code

InChI=1S/C19H28NO6/c1-5-13-10-12(2)18(3,23)17(22)25-11-14-6-8-20(4)9-7-15(19(14,20)24)26-16(13)21/h5-6,12,15,23-24H,7-11H2,1-4H3/q+1/b13-5-/t12-,15-,18-,19+,20?/m1/s1

SMILES Code

[H][C@@]1(OC(/C(C[C@H]([C@](C(OC2)=O)(O)C)C)=C\C)=O)CC[N+]3(C)CC=C2[C@]13O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 366.43 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: Fashe MM, Juvonen RO, Petsalo A, Vepsäläinen J, Pasanen M, Rahnasto-Rilla M. In silico prediction of the site of oxidation by cytochrome P450 3A4 that leads to the formation of the toxic metabolites of pyrrolizidine alkaloids. Chem Res Toxicol. 2015 Apr 20;28(4):702-10. doi: 10.1021/tx500478q. Epub 2015 Feb 17. PubMed PMID: 25651456. 2: Fashe MM, Juvonen RO, Petsalo A, Rahnasto-Rilla M, Auriola S, Soininen P, Vepsäläinen J, Pasanen M. Identification of a new reactive metabolite of pyrrolizidine alkaloid retrorsine: (3H-pyrrolizin-7-yl)methanol. Chem Res Toxicol. 2014 Nov 17;27(11):1950-7. doi: 10.1021/tx5002964. Epub 2014 Oct 21. PubMed PMID: 25295702. 3: Skaanild MT, Friis C, Brimer L. Interplant alkaloid variation and Senecio vernalis toxicity in cattle. Vet Hum Toxicol. 2001 Jun;43(3):147-51. PubMed PMID: 11383654.