Crystal structure of serotonin

The title compound, serotonin or 5-hy­droxy­tryptamine (5-HT) [systematic name: 3-(2-amino­eth­yl)-1H-indol-5-ol], C(10)H(12)N(2)O, has one mol­ecule in the asymmetric unit. The conformation of the ethyl­amino side chain is gauche–gauche [C(a)—C(a)—C(m)—C(m) and C(a)—C(m)—C(m)—N (a = aromatic, m = m...

Descripción completa

Detalles Bibliográficos
Autores principales: Naeem, Marilyn, Chadeayne, Andrew R., Golen, James A., Manke, David R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983975/
https://www.ncbi.nlm.nih.gov/pubmed/35492269
http://dx.doi.org/10.1107/S2056989022002559
_version_ 1784682077875077120
author Naeem, Marilyn
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
author_facet Naeem, Marilyn
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
author_sort Naeem, Marilyn
collection PubMed
description The title compound, serotonin or 5-hy­droxy­tryptamine (5-HT) [systematic name: 3-(2-amino­eth­yl)-1H-indol-5-ol], C(10)H(12)N(2)O, has one mol­ecule in the asymmetric unit. The conformation of the ethyl­amino side chain is gauche–gauche [C(a)—C(a)—C(m)—C(m) and C(a)—C(m)—C(m)—N (a = aromatic, m = methyl­ene) torsion angles = −64.2 (3) and −61.9 (2)°, respectively]. In the crystal, the mol­ecules are linked into a three-dimensional network by N—H⋯O and O—H⋯N hydrogen bonds.
format Online
Article
Text
id pubmed-8983975
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-89839752022-04-28 Crystal structure of serotonin Naeem, Marilyn Chadeayne, Andrew R. Golen, James A. Manke, David R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, serotonin or 5-hy­droxy­tryptamine (5-HT) [systematic name: 3-(2-amino­eth­yl)-1H-indol-5-ol], C(10)H(12)N(2)O, has one mol­ecule in the asymmetric unit. The conformation of the ethyl­amino side chain is gauche–gauche [C(a)—C(a)—C(m)—C(m) and C(a)—C(m)—C(m)—N (a = aromatic, m = methyl­ene) torsion angles = −64.2 (3) and −61.9 (2)°, respectively]. In the crystal, the mol­ecules are linked into a three-dimensional network by N—H⋯O and O—H⋯N hydrogen bonds. International Union of Crystallography 2022-03-10 /pmc/articles/PMC8983975/ /pubmed/35492269 http://dx.doi.org/10.1107/S2056989022002559 Text en © Naeem et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Naeem, Marilyn
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
Crystal structure of serotonin
title Crystal structure of serotonin
title_full Crystal structure of serotonin
title_fullStr Crystal structure of serotonin
title_full_unstemmed Crystal structure of serotonin
title_short Crystal structure of serotonin
title_sort crystal structure of serotonin
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983975/
https://www.ncbi.nlm.nih.gov/pubmed/35492269
http://dx.doi.org/10.1107/S2056989022002559
work_keys_str_mv AT naeemmarilyn crystalstructureofserotonin
AT chadeayneandrewr crystalstructureofserotonin
AT golenjamesa crystalstructureofserotonin
AT mankedavidr crystalstructureofserotonin

Ejemplares similares