α-Methylserotonin is a potent and specific agonist of 5-HT2 receptors. Alpha-Methylserotonin is a serotonin analog formed in the body from alpha-methyltryptophan. Alpha-Methylserotonin mediates lymphatic smooth muscle contraction and prevents serotonin receptor-mediated upregulation of phosphoinositide hydrolysis.

Physicochemical Properties

Molecular Formula	C11H14N2O
Molecular Weight	190.24
Exact Mass	306.122
CAS #	304-52-9
PubChem CID	2107
Appearance	Typically exists as solid at room temperature
Boiling Point	411.7ºC at 760 mmHg
Flash Point	202.8ºC
LogP	2.175
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Heavy Atom Count	14
Complexity	198
Defined Atom Stereocenter Count	0
SMILES	NC(C)CC1C2C(=CC=C(O)C=2)NC=1
InChi Key	LYPCGXKCQDYTFV-UHFFFAOYSA-N
InChi Code	InChI=1S/C11H14N2O/c1-7(12)4-8-6-13-11-3-2-9(14)5-10(8)11/h2-3,5-7,13-14H,4,12H2,1H3
Chemical Name	3-(2-aminopropyl)-1H-indol-5-ol
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Dobbins DE. Receptor mechanisms of serotonin-induced prenodal lymphatic constriction in the canine forelimb. Am J Physiol. 1998 Feb;274(2):H650-4. [2]. Brumley MR, et al. The serotonergic agonists quipazine, CGS-12066A, and alpha-methylserotonin alter motor activity and induce hindlimb stepping in the intact and spinal rat fetus. Behav Neurosci. 2005 Jun;119(3):821-33. [3]. Edwards E, et al. (+/-)-1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane(DOI) and alpha-methyl-5-HT: 5-HT2 receptor agonistic action on phosphatidylinositol metabolism in the rat fronto-cingulate and entorhinal cortex. Neuropharmacology. 1992 Jul;31(7):615-2

Additional Infomation

Alpha-methylserotonin is a member of tryptamines. It has a role as a serotonergic agonist.

Solubility Data

Solubility (In Vitro)

Methanol: 62.5 mg/mL (328.53 mM) DMSO: 50 mg/mL (262.83 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (13.14 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (13.14 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	5.2565 mL	26.2826 mL	52.5652 mL
	5 mM	1.0513 mL	5.2565 mL	10.5130 mL
	10 mM	0.5257 mL	2.6283 mL	5.2565 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.