MiMeDB: Showing metabocard for Serotonin (MMDBc0047905)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:14:15 UTC

Update Date

2022-09-01 02:00:55 UTC

Metabolite ID

MMDBc0047905

Metabolite Identification

Common Name

Serotonin

Description

Serotonin or 5-hydroxytryptamine (5-HT) is a molecule that belongs to the class of compounds known as indoleamines. An indoleamine consists of an indole ring that bears an amino group or an alkyl amino group attached to the indole ring. Serotonin has an aminoethyl at position 2 and a hydroxyl group at position 5 of the indole ring. Serotonin exists in all living organisms, ranging from bacteria to plants to humans. In mammals, serotonin functions as a monoamine neurotransmitter, a biochemical messenger and regulator. It is synthesized from the essential amino acid L-Tryptophan. Approximately 90% of the human body's total serotonin is located in the enterochromaffin cells in the GI tract, where it regulates intestinal movements. About 8% is found in platelets and 1-2% in the CNS. Serotonin in the nervous system acts as a local transmitter at synapses, and as a paracrine or hormonal modulator of circuits upon diffusion, allowing a wide variety of "state-dependent" behavioral responses to different stimuli. Serotonin is widely distributed in the nervous system of vertebrates and invertebrates and some of its behavioral effects have been preserved along evolution. Such is the case of aggressive behavior and rhythmic motor patterns, including those responsible for feeding. In vertebrates, which display a wider and much more sophisticated behavioral repertoire, serotonin also modulates sleep, the arousal state, sexual behavior, and others. Deficiencies of the serotonergic system causes disorders such as depression, obsessive-compulsive disorder, phobias, posttraumatic stress disorder, epilepsy, and generalized anxiety disorder. Serotonin has three different modes of action in the nervous system: as transmitter, acting locally at synaptic boutons; upon diffusion at a distance from its release sites, producing paracrine (also called volume) effects, and by circulating in the blood stream, producing hormonal effects. The three modes can affect a single neuronal circuit. (PMID: 16047543 ). Serotonin is also a microbial metabolite that can be found in the feces and urine of mammals. Urinary serotonin is produced by Candida, Streptococcus, Escherichia, and Enterococcus (PMID: 24621061 ). In plants, serotonin was first found and reported in a legume called Mucuna pruriens. The greatest concentration of serotonin in plants has been found in walnuts and hickory. In pineapples, banana, kiwi fruit, plums and tomatoes the concentration of serotonin is around 3 to 30 mg/kg.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 13-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-19         0                                  
HETATM    1  C   UNK     0      10.121  -8.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.788  -8.026   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.455  -6.486   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.455  -8.026   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.121  -5.716   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788  -6.486   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.920  -6.010   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.920  -8.502   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      13.825  -7.256   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.454  -5.716   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.396  -4.546   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.902  -4.225   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      15.378  -2.761   0.000  0.00  0.00           N+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    7    4    5                                                  
CONECT    4    1    3    8                                                  
CONECT    5    3    6                                                       
CONECT    6    5    2   10                                                  
CONECT    7    3    9   11                                                  
CONECT    8    4    9                                                       
CONECT    9    7    8                                                       
CONECT   10    6                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

Synonyms

Value	Source
3-(2-Aminoethyl)-1H-indol-5-ol	ChEBI
5-HT	ChEBI
5-Hydroxytryptamine	ChEBI
Enteramine	ChEBI
Serotonine	ChEBI
Thrombocytin	ChEBI
Thrombotonin	ChEBI
Hippophaine	HMDB
Hydroxytryptamine	HMDB
5 Hydroxytryptamine	HMDB
3-(2-Aminoethyl)indol-5-ol	HMDB
3-(b-Aminoethyl)-5-hydroxyindole	HMDB
5-HTA	HMDB
5-Hydroxy-3-(b-aminoethyl)indole	HMDB
5-Hydroxy-tryptamine	HMDB
5-Hydroxyltryptamine	HMDB
5-Hydroxytriptamine	HMDB
Antemovis	HMDB
DS Substance	HMDB
Enteramin	HMDB

Molecular Formula

C₁₀H₁₂N₂O

Average Mass

176.2151

Monoisotopic Mass

176.094963016

IUPAC Name

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

Traditional Name

serotonin

CAS Registry Number

50-67-9

SMILES

NCCC1=CNC2=C1C=C(O)C=C2

InChI Identifier

InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2

InChI Key

QZAYGJVTTNCVMB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Serotonins

Alternative Parents

Substituents

Serotonin
3-alkylindole
Hydroxyindole
Indole
2-arylethylamine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:28790 )
monoamine molecular messenger (CHEBI:28790 )
primary amino compound (CHEBI:28790 )
tryptamines (CHEBI:28790 )
Biogenic amines (C00780 )
Indole alkaloids (C00780 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.5 g/L	ALOGPS
logP	0.56	ALOGPS
logP	0.48	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.31	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	62.04 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.35 m³·mol⁻¹	ChemAxon
Polarizability	19.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Blood
Brain
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Fibroblasts
Intestine
Kidney
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Urine

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Brain
Epidermis
Fibroblasts
Intestine
Kidney
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191706	Serotonin N-acetyltransferase	Enzyme	Q16613	Homo_sapiens
MMDBp0191832	Amine oxidase [flavin-containing] B	Unknown	P27338	Homo_sapiens
MMDBp0191840	Amine oxidase [flavin-containing] A	Unknown	P21397	Homo_sapiens
MMDBp0191948	Aromatic-L-amino-acid decarboxylase	Enzyme	P20711	Homo_sapiens
MMDBp0192028	Aldo-keto reductase family 1 member C3	Unknown	P42330	Homo_sapiens
MMDBp0192081	Indolethylamine N-methyltransferase	Unknown	O95050	Homo_sapiens
MMDBp0192103	Indoleamine 2,3-dioxygenase 1	Unknown	P14902	Homo_sapiens
MMDBp0192132	Protein arginine N-methyltransferase 3	Unknown	O60678	Homo_sapiens
MMDBp0193439	Sodium-dependent serotonin transporter	Transporter	P31645	Homo_sapiens
MMDBp0193458	5-hydroxytryptamine receptor 4	Enzyme	Q13639	Homo_sapiens
MMDBp0193480	5-hydroxytryptamine receptor 7	Enzyme	P34969	Homo_sapiens
MMDBp0193490	Transcription factor Sp1	Unknown	P08047	Homo_sapiens
MMDBp0193517	5-hydroxytryptamine receptor 2B	Unknown	P41595	Homo_sapiens
MMDBp0193525	5-hydroxytryptamine receptor 1B	Enzyme	P28222	Homo_sapiens
MMDBp0193548	5-hydroxytryptamine receptor 1F	Enzyme	P30939	Homo_sapiens
MMDBp0193584	5-hydroxytryptamine receptor 1A	Enzyme	P08908	Homo_sapiens
MMDBp0193630	5-hydroxytryptamine receptor 2A	Unknown	P28223	Homo_sapiens
MMDBp0193729	5-hydroxytryptamine receptor 3A	Enzyme	P46098	Homo_sapiens
MMDBp0193739	5-hydroxytryptamine receptor 1D	Enzyme	P28221	Homo_sapiens
MMDBp0194191	Indoleamine 2,3-dioxygenase 2	Unknown	Q6ZQW0	Homo_sapiens
MMDBp0196387	5-hydroxytryptamine receptor 3B	Unknown	O95264	Homo_sapiens
MMDBp0196388	5-hydroxytryptamine receptor 1E	Unknown	P28566	Homo_sapiens
MMDBp0196389	5-hydroxytryptamine receptor 5A	Unknown	P47898	Homo_sapiens
MMDBp0196837	HemK methyltransferase family member 1	Unknown	Q9Y5R4
MMDBp0196881	Methyltransferase-like protein 2B	Unknown	Q6P1Q9
MMDBp0196882	Methyltransferase-like protein 6	Unknown	Q8TCB7
MMDBp0197020	Uncharacterized methyltransferase WBSCR22	Unknown	O43709

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Aromatic L-amino acid decarboxylase deficiency	Increased	Association	Human Urine	HMDB	9686366
Hypothyroidism	Decreased	Association	Human Cerebrospinal Fluid (CSF)	HMDB	9849813
Parkinson's disease		Association	Human Cerebrospinal Fluid (CSF)	HMDB	12834252
Schizophrenia	Decreased	Association	Human Blood	HMDB	25004141
Sepiapterin reductase deficiency		Association	Human Cerebrospinal Fluid (CSF)	HMDB	18502672
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	89	Human feces; Pig ; Human ; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	207	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Metabolic reconstruction
Bacteria	Actinobacteria	86	Human feces; Human	Metabolic reconstruction
Bacteria	Bacteroidetes	6	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human	Detected and Quantified	0.188				Children (1-13 years old)	Female	Aromatic L-amino acid decarboxylase deficiency	HMDB	9686366
Human	Detected and Quantified	0.221				Infant (0-1 year old)	Female	Aromatic L-amino acid decarboxylase deficiency	HMDB	9686366
Human	Detected and Quantified			0.124	0.233	Adult (>18 years old)	Male	Brunner Syndrome	HMDB	8503438
Human	Detected and Quantified	0.00001	0.0000036			Adult (>18 years old)	Not Specified	Hypothyroidism	HMDB	9849813
Human	Detected and Quantified	0.00001	0.000004			Adult (>18 years old)	Both	Hypothyroidism	HMDB	9849813
Human	Detected and Quantified	0.0044		0.00	0.0093	Adult (>18 years old)	Both	Parkinson's Disease	HMDB	12834252
Human	Detected and Quantified	0.61	0.096			Adult (>18 years old)	Both	Schizophrenia	HMDB	25004141
Human	Detected and Quantified	<0.002				Children (1-13 years old)	Male	sepiapterin reductase deficiency	HMDB	18502672
Human	Detected and Quantified	0.065				Adult (>18 years old)	Both	Normal	HMDB	19309105
Human	Detected and Quantified	0.00001	0.000002			Adult (>18 years old)	Male	Normal	HMDB	8884658
Human	Detected and Quantified	0.001		0.0006	0.002	Adult (>18 years old)	Both	Normal	HMDB	12834252
Human	Detected and Quantified			0.002	0.025	Children (1-13 years old)	Male	Normal	HMDB	18502672
Human	Detected and Quantified			0.0053	0.01	Adult (>18 years old)	Not Specified	Normal	HMDB	2580417
Human	Detected and Quantified			0.0057	0.012	Adult (>18 years old)	Not Specified	Normal	HMDB	2580417
Human	Detected and Quantified			0.0110	0.0680	Adult (>18 years old)	Male	Normal	HMDB	8503438
Human	Detected and Quantified			0.0350	0.0670	Children (1-13 years old)	Female	Normal	HMDB	9686366
Human	Detected and Quantified	0.08		0.04	0.12	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human	Detected and Quantified			0.1	0.35	Newborn (0-30 days old)	Both	Normal	HMDB	32340350
Human	Detected and Quantified	0.2	0.05			Newborn (0-30 days old)	Male	Normal	HMDB	32340350
Human	Detected and Quantified	0.20	0.07			Newborn (0-30 days old)	Female	Normal	HMDB	32340350
Human	Detected and Quantified	0.41	0.33			Adult (>18 years old)	Both	Normal	HMDB	28278231
Human	Detected and Quantified	0.85	0.077			Adult (>18 years old)	Both	Normal	HMDB	25004141
Human	Detected and Quantified	1.14		0.72	1.72	Children (1-13 uears old)	Both	Normal	HMDB	27294788
Human	Detected and Quantified	0.1758	0.057			Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human	Detected and Quantified	3.755	3.583			Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human	Detected and Quantified	0.1512	0.0566			Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human	Detected and Quantified	9.892	3.264			Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human	Detected and Quantified	0.0059				Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.02		0.004	0.0315	Adult (>18 years old)	Female	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.026		0.017	0.040	Adult (>18 years old)	Male	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.03		0.015	0.046	Children (1-13 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.07		0	0.15	Newborn (0-30 days old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.70	0.32			Children (1-13 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.74	0.28			Adult (>18 years old)	Male	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	0.97	0.28			Adult (>18 years old)	Female	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified			0.30	2.00	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)
Human Adipose Tissue	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal Cortex	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal Gland	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal Medulla	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Bladder	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Brain	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal Muscle	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified					Not Specified	Both	Normal	HMDB	25486321
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	26476344
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000259

DrugBank ID

DB08839

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Serotonin

METLIN ID

Not Available

PubChem Compound

5202

PDB ID

Not Available

ChEBI ID

28790

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Lincoln J, Crowe R, Kamm MA, Burnstock G, Lennard-Jones JE: Serotonin and 5-hydroxyindoleacetic acid are increased in the sigmoid colon in severe idiopathic constipation. Gastroenterology. 1990 May;98(5 Pt 1):1219-25. doi: 10.1016/0016-5085(90)90336-y. [PubMed:1691117 ]
Ortiz J, Artigas F, Gelpi E: Serotonergic status in human blood. Life Sci. 1988;43(12):983-90. doi: 10.1016/0024-3205(88)90543-7. [PubMed:2459577 ]
Koskiniemi M, Laakso J, Kuurne T, Laipio M, Harkonen M: Indole levels in human lumbar and ventricular cerebrospinal fluid and the effect of L-tryptophan administration. Acta Neurol Scand. 1985 Feb;71(2):127-32. doi: 10.1111/j.1600-0404.1985.tb03176.x. [PubMed:2580417 ]
Eklundh T, Eriksson M, Sjoberg S, Nordin C: Monoamine precursors, transmitters and metabolites in cerebrospinal fluid: a prospective study in healthy male subjects. J Psychiatr Res. 1996 May-Jun;30(3):201-8. doi: 10.1016/0022-3956(96)00007-6. [PubMed:8884658 ]
Sjoberg S, Eriksson M, Nordin C: L-thyroxine treatment and neurotransmitter levels in the cerebrospinal fluid of hypothyroid patients: a pilot study. Eur J Endocrinol. 1998 Nov;139(5):493-7. doi: 10.1530/eje.0.1390493. [PubMed:9849813 ]
Panholzer TJ, Beyer J, Lichtwald K: Coupled-column liquid chromatographic analysis of catecholamines, serotonin, and metabolites in human urine. Clin Chem. 1999 Feb;45(2):262-8. [PubMed:9931050 ]
Lundeberg L, Liang Y, Sundstrom E, Nordlind K, Verhofstad A, Liden S, Johansson O: Serotonin in human allergic contact dermatitis. An immunohistochemical and high-performance liquid chromatographic study. Arch Dermatol Res. 1999 May;291(5):269-74. doi: 10.1007/s004030050407. [PubMed:10367709 ]
Engelborghs S, Marescau B, De Deyn PP: Amino acids and biogenic amines in cerebrospinal fluid of patients with Parkinson's disease. Neurochem Res. 2003 Aug;28(8):1145-50. doi: 10.1023/a:1024255208563. [PubMed:12834252 ]
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Showing metabocard for Serotonin (MMDBc0047905)

MOL for #<Metabolite:0x00007f12200132e8>

3D MOL for #<Metabolite:0x00007f12200132e8>

3D SDF for #<Metabolite:0x00007f12200132e8>

3D-SDF for #<Metabolite:0x00007f12200132e8>

PDB for #<Metabolite:0x00007f12200132e8>

3D PDB for #<Metabolite:0x00007f12200132e8>

SMILES for #<Metabolite:0x00007f12200132e8>

INCHI for #<Metabolite:0x00007f12200132e8>

Structure for #<Metabolite:0x00007f12200132e8>

3D Structure for #<Metabolite:0x00007f12200132e8>