Mesembrine | CAS#24880-43-1 | serotonin reuptake inhibitor

MedKoo Cat#: 561464 | Name: Mesembrine

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Description:

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

Mesembrine acts as a serotonin reuptake inhibitor. It is also a weak inhibitor of the enzyme phosphodiesterase 4 (PDE4). Mesembrine may contribute to the antidepressant effects of kanna (Sceletium tortuosum), the plant in which it is found.

Chemical Structure

Mesembrine

CAS#24880-43-1

Theoretical Analysis

MedKoo Cat#: 561464

Name: Mesembrine

CAS#: 24880-43-1

Chemical Formula: C17H23NO3

Exact Mass: 289.1678

Molecular Weight: 289.38

Elemental Analysis: C, 70.56; H, 8.01; N, 4.84; O, 16.59

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 950.00	2 Weeks
10mg	USD 1,650.00	2 Weeks

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Related CAS #

24880-43-1 468-53-1

Synonym

Mesembrine; Mesembranone; Mesembrin;

IUPAC/Chemical Name

(3aS,7aS)-3a-(3,4-Dimethoxyphenyl)-1-methyl-2,3,4,5,7,7a-hexahydroindol-6-one

InChi Key

DAHIQPJTGIHDGO-IRXDYDNUSA-N

InChi Code

InChI=1S/C17H23NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-5,10,16H,6-9,11H2,1-3H3/t16-,17-/m0/s1

SMILES Code

O=C1CC[C@@]2(C3=CC=C(OC)C(OC)=C3)CCN(C)[C@@]2([H])C1

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

>2 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

(-)-Mesembrine, a psychoactive alkaloid, is a partial racemate in S. strictum and S. tortuosum in smaller amounts.

In vitro activity:

TBD

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	Chloroform	10.0	34.56
	Ethanol	10.0	34.56

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 289.38 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

Formulation protocol:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

1: Krstenansky JL. Mesembrine alkaloids: Review of their occurrence, chemistry, and pharmacology. J Ethnopharmacol. 2017 Jan 4;195:10-19. doi: 10.1016/j.jep.2016.12.004. Epub 2016 Dec 7. Review. PubMed PMID: 27939420. 2: Nemoto H. Synthetic organic chemistry based on small ring compounds. Chem Pharm Bull (Tokyo). 2007 Jul;55(7):961-74. Review. PubMed PMID: 17603183. 3: Mori M. Development of a novel synthetic method for ring construction using organometallic complexes and its application to the total syntheses of natural products. Chem Pharm Bull (Tokyo). 2005 May;53(5):457-70. Review. PubMed PMID: 15863913. 4: Mori M. [Development of new synthetic method using organometallic complexes and an application toward natural product synthesis]. Yakugaku Zasshi. 2005 Jan;125(1):51-72. Review. Japanese. PubMed PMID: 15635281. 5: Smith MT, Crouch NR, Gericke N, Hirst M. Psychoactive constituents of the genus Sceletium N.E.Br. and other Mesembryanthemaceae: a review. J Ethnopharmacol. 1996 Mar;50(3):119-30. Review. PubMed PMID: 8691846.