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Serotonin

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Identification
Molecular formula
C10H12N2O
CAS number
50-67-9
IUPAC name
3-(2-aminoethyl)-1H-indol-5-ol
State
State

At room temperature, serotonin is generally found as a solid crystalline powder.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
545.00
Boiling point (Kelvin)
818.15
General information
Molecular weight
176.22g/mol
Molar mass
176.2150g/mol
Density
1.4275g/cm3
Appearence

Serotonin appears as a white to light brown crystalline powder.

Comment on solubility

Solubility of 3-(2-aminoethyl)-1H-indol-5-ol

3-(2-aminoethyl)-1H-indol-5-ol, with the molecular formula C10H12N2O, exhibits notable solubility characteristics that are important to consider in various chemical and biological contexts.

General Solubility Trends

This compound tends to be soluble in polar solvents. Factors influencing its solubility include:

  • Polarity: The presence of the amino group and hydroxyl group enhances its ability to interact with water molecules, leading to increased solubility.
  • Hydrogen Bonding: These functional groups allow for significant hydrogen bonding, which contributes to its solubility in aqueous solutions.
  • Molecular Size: Being a medium-sized molecule, its solubility can be affected by the degree of hindrance offered by the indole structure.

Specific Solvent Interactions

In terms of specific solvent interactions:

  • Water: Given its polar nature, 3-(2-aminoethyl)-1H-indol-5-ol is expected to be moderately soluble in water.
  • Alcohols: Solubility in alcohols may increase due to similar hydrogen bonding capabilities.
  • Non-polar solvents: On the other hand, it is likely to have low solubility in non-polar solvents because of the lack of strong interactions.

In summary, 3-(2-aminoethyl)-1H-indol-5-ol has a favorable solubility profile in polar solvents, which is influenced by its structural characteristics. This makes it an interesting compound for applications requiring effective solvation, such as in pharmaceutical formulations.

Interesting facts

Interesting Facts about 3-(2-aminoethyl)-1H-indol-5-ol

3-(2-aminoethyl)-1H-indol-5-ol, also known as tryptophol, is a fascinating compound that has garnered attention in both academic and pharmaceutical circles. Here are some intriguing aspects of this compound:

  • Biological Significance: This compound is considered a product of the metabolism of the essential amino acid tryptophan. It plays a role in neurotransmission as it can influence serotonin levels, linking it to mood regulation and overall mental health.
  • Structure: The indole ring in its structure is a critical component, known for its role in various biological processes. The combination of the aminoethyl group enhances its solubility and reactivity, making it a subject of interest for medicinal chemistry.
  • Potential Therapeutic Uses: Due to its structural similarities, 3-(2-aminoethyl)-1H-indol-5-ol may provide insights into the development of new drugs targeting mood disorders and depression. Its potential as a precursor in synthesizing other bioactive compounds is also under investigation.
  • Research Insights: Studies have shown that upregulation of tryptophol may have implications in sleep regulation, as it is involved in the creation of various sleep-promoting compounds.

In summary, 3-(2-aminoethyl)-1H-indol-5-ol is not just an ordinary chemical compound; it is a bridge connecting biochemical pathways to potential therapeutic applications. As research continues to unfold, we may discover even more about its remarkable properties and implications in health and disease management.

Synonyms
serotonin
5-HYDROXYTRYPTAMINE
50-67-9
3-(2-Aminoethyl)-1H-indol-5-ol
Enteramine
Thrombotonin
5-HT
Thrombocytin
Antemovis
Serotonine
Ds substance
Antemoqua
Hippophain
Substance DS
Substanz DS
5-Hta
1H-Indol-5-ol, 3-(2-aminoethyl)-
Tryptamine, 5-hydroxy-
Hippophaine
3-(2-Aminoethyl)indol-5-ol
Indol-5-ol, 3-(2-aminoethyl)-
3-(beta-Aminoethyl)-5-hydroxyindole
5-Hydroxy-3-(beta-aminoethyl)indole
Enteramin
UNII-333DO1RDJY
EINECS 200-058-9
333DO1RDJY
BRN 0143524
CHEBI:28790
3-(2-Amino-ethyl)-1H-indol-5-ol
DTXSID8075330
3-(.beta.-Aminoethyl)-5-hydroxyindole
SEROTONIN (MART.)
SEROTONIN [MART.]
5 Hydroxytryptamine
5-hydroxytryptamin
5-Hydroxytriptamine
Serotonin1543
5-Hydroxyltryptamine
5-hydroxy-tryptamine
Enteramin; Enteramine
5-hydroxyl tryptamine
GTPL5
SEROTONIN [MI]
CHEMBL39
Prestwick0_000481
Prestwick1_000481
Prestwick2_000481
Prestwick3_000481
Lopac-H-9523
5-Hydroxytryptamine;5-HT
Biomol-NT_000083
bmse000757
SCHEMBL1495
SEROTONIN [WHO-DD]
Lopac0_000607
Oprea1_712368
BSPBio_000341
BSPBio_001112
KBioGR_000452
KBioGR_002472
KBioSS_000452
KBioSS_002479
5-22-12-00016 (Beilstein Handbook Reference)
Serotonin, analytical standard
SPBio_002262
5-Hydroxytryptamine, free base
BPBio1_000377
BPBio1_001079
DTXCID4040765
BCBcMAP01_000198
BDBM10755
KBio2_000452
KBio2_002472
KBio2_003020
KBio2_005040
KBio2_005588
KBio2_007608
KBio3_000843
KBio3_000844
KBio3_002950
cMAP_000059
3-(b-Aminoethyl)-5-hydroxyindole
5-Hydroxy-3-(b-aminoethyl)indole
Bio1_000450
Bio1_000939
Bio1_001428
Bio2_000396
Bio2_000876
HMS1362H13
HMS1792H13
HMS1990H13
HMS3403H13
3-(2-Aminoethyl)-1H-indol-5-o
MFCD00055054
PDSP1_001512
PDSP2_001496
STK503758
AKOS001484724
3-(2-Aminoethyl)-1H-indol-5-ol #
CCG-204696
DB08839
FH52409
indole, 3-(2-aminoethyl)-5-hydroxy-
SDCCGSBI-0050589.P002
5-Hydroxy-3-(.beta.-aminoethyl)indole
IDI1_002151
SMP1_000272
5-hydroxy tryptamine creatinine disulfate
NCGC00015525-01
NCGC00015525-02
NCGC00015525-03
NCGC00015525-04
NCGC00015525-05
NCGC00015525-06
NCGC00015525-07
NCGC00015525-08
NCGC00015525-09
NCGC00015525-18
NCGC00015525-19
NCGC00142449-01
NCGC00142449-02
NCGC00142449-03
NCGC00142449-04
NCGC00142449-05
AS-75772
CAS-153-98-0
DB-051820
NS00007188
14C-5-hydroxy tryptamine creatinine disulfate
C00780
EN300-120141
G77704
A828245
L000078
Q167934
Serotonin base; 3-(2-Aminoethyl)-5-hydroxyindole
BRD-K38580127-003-15-4
BRD-K38580127-003-16-2
BRD-K38580127-003-17-0
6F7FD5B4-A558-45F0-A20A-2D068A3EFE6A
2-imino-1-methylimidazolidin-4-one; 3-(2-aminoethyl)-1H-indol-5-ol; bis(sulfuric acid)
1094000-36-8
200-058-9