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α-Methylserotonin

CAT: 0804-HY-145463-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-145463-02Size:10 mg
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Description
α-Methylserotonin is a potent and selective agonist of 5-HT2 receptor. α-Methylserotonin is an analogue of serotonin formed in vivo from α-methyltryptophan. α-Methylserotonin mediates the lymphatic smooth muscle contraction and prevents the up-regulation of serotonin-receptor-mediated phosphoinositide hydrolysis[1][2][3].
CAS Number
304-52-9
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
5-HT Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/α-methylserotonin.html
Purity
95.0
Solubility
DMSO : 50 mg/mL (ultrasonic) |Methanol : 62.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
OC1=CC2=C(NC=C2CC(C)N)C=C1
Molecular Formula
C11H14N2O
Molecular Weight
190.24
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P403+P233-P405-P501
References & Citations
[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) :615-21.|[4]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.|[5]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) :615-21.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Alpha-Methylserotonin

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

CAS Number304-52-9
PubChem CID2107
IUPAC Name3-(2-aminopropyl)-1H-indol-5-ol
Molecular FormulaC11H14N2O
Molecular Weight190.24
XLogP0.6
Topological Polar Surface Area62
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count14
Formal Charge0
Complexity198
SMILES
CC(CC1=CNC2=C1C=C(C=C2)O)N
InChI
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
InChIKey
LYPCGXKCQDYTFV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Alpha-Methylserotonin
CAS: 304-52-9
CID: 2107
Formula: C11H14N2O
MW: 190.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight190.24
XLogP30.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass190.110613074
Monoisotopic Mass190.110613074
Topological Polar Surface Area62 Ų
Heavy Atom Count14
Formal Charge0
Complexity198
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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