MedKoo Cat#: 461831 | Name: Spegatrine

Description:

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

Spegatrine is a bisquaternary alkaloid.

Chemical Structure

Spegatrine
Spegatrine
CAS#47326-53-4

Theoretical Analysis

MedKoo Cat#: 461831

Name: Spegatrine

CAS#: 47326-53-4

Chemical Formula: C20H25N2O2

Exact Mass: 325.1911

Molecular Weight: 325.43

Elemental Analysis: C, 73.82; H, 7.74; N, 8.61; O, 9.83

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Spegatrine;
IUPAC/Chemical Name
(6S,7S,10S,11R,11aR,E)-9-ethylidene-2-hydroxy-11-(hydroxymethyl)-7-methyl-6,7,8,9,10,11,11a,12-octahydro-5H-6,10-methanoindolo[3,2-b]quinolizin-7-ium
InChi Key
DOTYYDUNWITJSJ-SCCCUKHHSA-O
InChi Code
InChI=1S/C20H24N2O2/c1-3-11-9-22(2)18-8-15-14-6-12(24)4-5-17(14)21-20(15)19(22)7-13(11)16(18)10-23/h3-6,13,16,18-19,21,23H,7-10H2,1-2H3/p+1/b11-3-/t13-,16-,18-,19+,22+/m1/s1
SMILES Code
C[N@@+]1(C/2)[C@](C3)([H])C(NC4=C5C=C(O)C=C4)=C5C[C@]1([H])[C@H](CO)[C@@]3([H])C2=C/C
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 325.43 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.

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: Feng YP, Gao H, Zeng GY. [Comparison of the effects of spegatrine and dispegatrine on alpha adrenoceptors]. Yao Xue Xue Bao. 1986 Jan;21(1):1-6. Chinese. PubMed PMID: 3014816. 2: Martin NJ, Ferreiro SF, Barbault F, Nicolas M, Lecellier G, Paetz C, Gaysinski M, Alonso E, Thomas OP, Botana LM, Raharivelomanana P. Indole alkaloids from the Marquesan plant Rauvolfia nukuhivensis and their effects on ion channels. Phytochemistry. 2015 Jan;109:84-95. doi: 10.1016/j.phytochem.2014.10.026. Epub 2014 Nov 8. PubMed PMID: 25468537. 3: Edwankar CR, Edwankar RV, Namjoshi OA, Liao X, Cook JM. Stereospecific approach to the synthesis of ring-A oxygenated sarpagine indole alkaloids. Total synthesis of the dimeric indole alkaloid P-(+)-dispegatrine and six other monomeric indole alkaloids. J Org Chem. 2013 Jul 5;78(13):6471-87. doi: 10.1021/jo400469t. Epub 2013 Jun 18. PubMed PMID: 23721107; PubMed Central PMCID: PMC3722876. 4: Lin M, Yu DQ, Liu X, Fu FY, Zheng QT, He CH, Bao GH, Xu CF. [Chemical studies on the quaternary alkaloids of Rauvolfia verticillata (Lour.) Baill. F. ruberocarpa H. T. Chang. mss]. Yao Xue Xue Bao. 1985 Mar;20(3):198-202. Chinese. PubMed PMID: 2866657. 5: Ndongo JT, Mbing JN, Monteillier A, Tala MF, Rütten M, Mombers D, Cuendet M, Pegnyemb DE, Dittrich B, Laatsch H. Carbazole-, Aspidofractinine-, and Aspidocarpamine-Type Alkaloids from Pleiocarpa pycnantha. J Nat Prod. 2018 May 25;81(5):1193-1202. doi: 10.1021/acs.jnatprod.7b00958. Epub 2018 Apr 17. PubMed PMID: 29664292.