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

MedKoo CAT#: 412239

CAS#: 525-40-6

Description: Calligonine, or Tetrahydroharman is a major alkaloid constituent of the roots of Calligonum minimum and the bark of Elaeagnus angustifolia. When taken internally, it has the effect of substantially lowering blood pressure for an extended period of time, similar to reserpine.

Chemical Structure

CAS# 525-40-6

Theoretical Analysis

MedKoo Cat#: 412239
Name: Calligonine
CAS#: 525-40-6
Chemical Formula: C12H14N2
Exact Mass: 186.1157
Molecular Weight: 186.26
Elemental Analysis: C, 77.38; H, 7.58; N, 15.04

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 or click below button.
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Synonym: Calligonine; Tetrahydroharman

IUPAC/Chemical Name: 1H-Pyrido(3,4-b)indole, 2,3,4,9-tetrahydro-1-methyl-, (+-)-


InChi Code: InChI=1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3


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: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 186.26 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

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1: Soares ER, da Silva FM, de Almeida RA, de Lima BR, da Silva Filho FA, Barison A, Koolen HH, Pinheiro ML, de Souza AD. Direct infusion ESI-IT-MSn alkaloid profile and isolation of tetrahydroharman and other alkaloids from Bocageopsis pleiosperma maas (Annonaceae). Phytochem Anal. 2015 Sep-Oct;26(5):339-45. doi: 10.1002/pca.2568. Epub 2015 Jun 24. PMID: 26108161.

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10: Kühn-Velten WN. Norharman (beta-carboline) as a potent inhibitory ligand for steroidogenic cytochromes P450 (CYP11 and CYP17). Eur J Pharmacol. 1993 Nov 30;250(1):R1-3. doi: 10.1016/0014-2999(93)90648-2. PMID: 8119304.

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12: Susilo R, Rommelspacher H. Formation of 1-methyl-beta-carbolines in rats from their possible carboxylic acid precursor. Naunyn Schmiedebergs Arch Pharmacol. 1988 May;337(5):566-71. doi: 10.1007/BF00182733. PMID: 3412494.

13: Susilo R, Damm H, Rommelspacher H, Höfle G. Biotransformation of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-1-carboxylic acid to harmalan, tetrahydroharman and harman in rats. Neurosci Lett. 1987 Oct 29;81(3):325-30. doi: 10.1016/0304-3940(87)90404-6. PMID: 3431747.

14: Susilo R, Rommelspacher H. Formation of a beta-carboline (1,2,3,4-tetrahydro-1-methyl-beta-carboline-1-carboxylic acid) following intracerebroventricular injection of tryptamine and pyruvic acid. Naunyn Schmiedebergs Arch Pharmacol. 1987 Jan;335(1):70-6. doi: 10.1007/BF00165039. PMID: 3574494.

15: Pentikäinen HT, Airaksinen MM, Tuomisto L, Peura P. Effect of 1-methyl- tetrahydro-beta-carboline on voluntary alcohol intake in rats: lack of increase with fixed alcohol concentrations. Alcohol Alcohol. 1986;21(1):33-9. PMID: 3954828.

16: Rommelspacher H, Brüning G, Susilo R, Nick M, Hill R. Pharmacology of harmalan (1-methyl-3,4-dihydro-beta-carboline). Eur J Pharmacol. 1985 Mar 12;109(3):363-71. doi: 10.1016/0014-2999(85)90397-8. PMID: 2580722.

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