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Bovine Rumen Metabolome Database



Showing metabocard for Serotonin (RMDB00259)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-06-15 11:08:29
Accession Number RMDB00259
Common Name Serotonin
Description Serotonin is a biochemical messenger and regulator, synthesized from the essential amino acid L-Tryptophan. 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, and 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)
Synonyms
  1. 3-(2-Aminoethyl)-1H-indol-5-ol
  2. 3-(2-Aminoethyl)indol-5-ol
  3. 3-(b-Aminoethyl)-5-hydroxyindole
  4. 5-HT
  5. 5-HTA
  6. 5-Hydroxy-3-(b-aminoethyl)indole
  7. 5-hydroxy-tryptamine
  8. 5-Hydroxyltryptamine
  9. 5-Hydroxytriptamine
  10. 5-Hydroxytryptamine
  11. Antemovis
  12. DS substance
  13. Enteramin
  14. Enteramine
Chemical IUPAC Name 3-(2-aminoethyl)-1H-Indol-5-ol
Chemical Formula C10H12N2O
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Heterocyclic molecules
Class
  • Indoles and Indole Derivatives
Sub Class
  • Serotonins
Family
  • Mammalian_Metabolite
Species
  • phenol or hydroxyhetarene; primary amine; primary aliphatic amine (alkylamine); aromatic compound; heterocyclic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 176.215
Monoisotopic Molecular Weight 176.094955
Isomeric SMILES NCCC1=CNC2=CC=C(O)C=C12
Canonical SMILES NCCC1=CNC2=CC=C(O)C=C12
KEGG Compound ID C00780 Link Image
BioCyc ID Not Available
BiGG ID 35982 Link Image
Wikipedia Link Serotonin Link Image
METLIN ID 74 Link Image
PubChem Compound 5202 Link Image
PubChem Substance 148566 Link Image
ChEBI ID Not Available
CAS Registry Number 50-67-9
InChI Identifier InChI=1/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
Synthesis Reference Harley-Mason, John; Jackson, A. H. Hydroxytryptamines. I. Bufotenine, 6-hydroxybufotenine, and serotonin. Journal of the Chemical Society (1954), 1165-71.
Melting Point (Experimental) Not Available
Experimental Water Solubility 20.0 mg/mL [HORN,AS (1981)]; 25.5 mg/mL [HMP experimental] Source: PhysProp
Predicted Water Solubility 2.50 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 1
State Solid
Experimental LogP/Hydrophobicity 0.21 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity 0.56 [Predicted by ALOGPS]; 1 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
Show Peaklist
Mass Spectrum
Low Energy
Download File
Show Experimental Conditions Link Image
Medium Energy
Download File
Show Experimental Conditions Link Image
High Energy
Download File
Show Experimental Conditions Link Image
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm
  • Extracellular
Biofluid Location
  • Rumen
Tissue Location
Concentrations (Normal)
Biofluid Rumen
Value 1.02 +/- 0.01 uM
Age N/A
Sex N/A
Condition Normal
Breed Not Available
Experimental Condition Not Available
Comments Not Available
References
  • The rumen metabolome (in preparation)
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References
  1. Wikipedia Link Image
Metabolic Enzymes
  1. Aromatic-L-amino-acid decarboxylase
Enzyme 1 [top]
Enzyme 1 ID 936
Enzyme 1 Name Aromatic-L-amino-acid decarboxylase
Enzyme 1 Synonyms
  1. AADC
  2. DOPA decarboxylase
  3. DDC
Enzyme 1 Gene Name DDC
Enzyme 1 Protein Sequence >Aromatic-L-amino-acid decarboxylase
MNASEFRRRGKEMVDYVADYLEGIEGRQVFPDVDPGYLRPLIPTTAPQEPETFEAIIEDI
EKIIMPGVTHWHSPYFFAYFPTASSYPAMLADMLCGAIGCIGFSWAASPACTELETVMMD
WLGKMLQLPEAFLAGEAGEGGGVIQGTASEATLVALLAARTKVTRHLQAASPELMQAAIM
EKLVAYASDQAHSSVEKAGLIGGVRLKAIPSDGKFAMRASALQEALERDKAAGLIPFFVV
ATLGTTSCCSFDNLLEVGPICHEEGLWLHVDAAYAGSAFICPEFRHLLNGVEFADSFNFN
PHKWLLVNFDCSAMWVKKRTDLTGAFRLDPVYLRHSHQDSGLITDYRHWQLPLGRRFRSL
KMWFVFRMYGVKGLQAYIRKHVQLSHAFEALVRQDTRFEICAEVILGLVCFRLKGSNKLN
EALLESINSAKKIHLVPCSLRDRFVLRFAICSRTVELAHVQLAWEHIQEMAATVLRAQGE
EKAEIKN
Enzyme 1 Number of Residues 487
Enzyme 1 Molecular Weight 54293.2
Enzyme 1 Theoretical pI 6.61
Enzyme 1 GO Classification
Function
Process
Component
Enzyme 1 General Function Amino acid transport and metabolism
Enzyme 1 Specific Function Catalyzes the decarboxylation of L-3,4- dihydroxyphenylalanine (DOPA) to dopamine, L-5-hydroxytryptophan to serotonin and L-tryptophan to tryptamine
Enzyme 1 Pathways
  • Catecholamine biosynthesis
  • dopamine biosynthesis
  • dopamine from L-tyrosine:step 2/2
Enzyme 1 Reactions Not Available
Enzyme 1 Pfam Domain Function
Enzyme 1 Signals
  • None
Enzyme 1 Transmembrane Regions
  • None
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 162642 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID P27718 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name DDC_BOVIN Link Image
Enzyme 1 PDB ID Not Available
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >1464 bp
ATGAATGCAAGCGAGTTCCGCAGGCGGGGGAAGGAGATGGTGGATTACGTGGCTGACTAC
TTGGAGGGCATTGAAGGGCGCCAGGTGTTCCCTGACGTGGATCCAGGCTACCTGCGCCCC
CTGATCCCCACCACCGCCCCGCAGGAGCCAGAGACATTTGAGGCCATCATCGAGGACATC
GAGAAGATCATCATGCCGGGGGTGACCCACTGGCACAGTCCCTACTTCTTCGCCTACTTC
CCCACGGCCAGTTCGTACCCGGCCATGCTCGCGGACATGCTGTGTGGGGCCATCGGCTGC
ATCGGCTTCTCCTGGGCTGCCAGCCCGGCGTGCACAGAGCTCGAGACGGTGATGATGGAC
TGGCTGGGGAAGATGCTGCAGCTGCCAGAGGCGTTTCTGGCTGGAGAAGCTGGAGAAGGC
GGCGGGGTGATCCAGGGAACTGCCAGTGAAGCTACCCTTGTGGCCCTGCTGGCCGCTCGG
ACCAAAGTGACCCGACACCTGCAGGCTCGTGCCCCAGAGCTGACGCAGGCTGCCATCATG
GAGAAGTTGGTGGCCTACGCATCTGACCAGGCACACTCCTCCGTGGAAAAAGCCGGCTTA
ATTGGCGGAGTGAGATTAAAAGCCATCCCTTCCGATGGCAAGTTTGCCATGCGAGCTTCG
CGCTGCAGGAGGCTGGAGAGAGACAAGGCAGCCGGCCTGATTCCTTCTTGCTTCGTGGTG
GCTACACTGGGGACCACGTCCTGCTGCTCCTTTGACAACCTCTTAGAAGTGGGGCCCATT
TGTCACAAGGAGGGCTTGTGGCTGCACGTGGACGCCGCCTACGCAGGCAGTGCCTTCATC
TGCCCTGAGTTCCGGCATCTTCTGAATGGCGTGGAGTTTGCAGATTCATTTAACTTTAAT
CCCCACAAATGGCTCTTGGTGAATTTTGACTGCTCTGCCATGTGGGTGAAAAAGAGGACA
GACCTGACCGGAGCCTTCAGGCTGGACCCAGTCTATCTGAGGCACAGCCACCAGGACTCA
GGGCTTATCACTGACTACAGGCACTGGCAGCTGCCACTGGGCCGGAGGTTCCGCTCTTTG
AAGATGTGGTTTGTTTTTAGGATGTACGGAGTCAAGGGACTGCAGGCCTATATCCGCAAG
CATGTCCAGCTGTCCCATGCATTCGAGGCATTGGTGCGCCAGGACACCCGCTTTGAAATC
TGTGCAGAAGTCATTCTGGGACTGGTCTGTTTCCGGCTAAAGGGTTCCAACAAACTGAAC
GAAGCTCTTCTGGAAAGCATAAACAGTGCCAAAAAAATCCACTTGGTCCCTTGTTCCCTG
AGAGACCGGTTCGTGCTGCGCTTCGCCATCTGCTCACGCACAGTGGAGCTGGCCCACGTA
CAGCTGGCCTGGGAGCACATCCAGGAGATGGCGGCCACAGTGTTAAGAGCACAGGGGGAG
GAAAAGGCAGAGATCAAAAATTGA
Enzyme 1 GenBank Gene ID M74029 Link Image
Enzyme 1 GeneCard ID DDC Link Image
Enzyme 1 GenAtlas ID Not Available
Enzyme 1 HGNC ID Not Available
Enzyme 1 Chromosome Location Chromosome:7
Enzyme 1 Locus 7p12.2
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References
  1. [PubMed Link Image]
Enzyme 1 Metabolite References Not Available