CHEBI:27551 - 5-methylcytosine

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name 5-methylcytosine ChEBI ID CHEBI:27551 Definition A pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position. Stars This entity has been manually annotated by the ChEBI Team. Submitter Anonymous Secondary ChEBI IDs CHEBI:85013, CHEBI:20608, CHEBI:2094 Supplier Information ZINC000095615753 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Corticotropin-releasing hormone (CRH) (also known as corticotropin-releasing factor (CRF) or corticoliberin; corticotropin may also be spelled corticotrophin) is a peptide hormone involved in stress responses. It is a releasing hormone that belongs to corticotropin-releasing factor family. In humans, it is encoded by the CRH gene. Its main function is the stimulation of the pituitary synthesis of adrenocorticotropic hormone (ACTH), as part of the hypothalamic–pituitary–adrenal axis (HPA axis). Corticotropin-releasing hormone (CRH) is a 41-amino acid peptide derived from a 196-amino acid preprohormone. CRH is secreted by the paraventricular nucleus (PVN) of the hypothalamus in response to stress. Increased CRH production has been observed to be associated with Alzheimer's disease and major depression, and autosomal recessive hypothalamic corticotropin deficiency has multiple and potentially fatal metabolic consequences including hypoglycemia. In addition to being produced in the hypothalamus, CRH is also synthesized in peripheral tissues, such as T lymphocytes, and is highly expressed in the placenta. In the placenta, CRH is a marker that determines the length of gestation and the timing of parturition and delivery. A rapid increase in circulating levels of CRH occurs at the onset of parturition, suggesting that, in addition to its metabolic functions, CRH may act as a trigger for parturition. A recombinant version for diagnostics is called corticorelin (INN). Read full article at Wikipedia Formula C5H7N3O Net Charge 0 Average Mass 125.12860 Monoisotopic Mass 125.05891 InChI InChI=1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9) InChIKey LRSASMSXMSNRBT-UHFFFAOYSA-N SMILES Cc1c[nH]c(=O)nc1N Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing 5-methylcytosine (CHEBI:27551) has functional parent cytosine (CHEBI:16040) 5-methylcytosine (CHEBI:27551) has role human metabolite (CHEBI:77746) 5-methylcytosine (CHEBI:27551) is a methylcytosine (CHEBI:134207) 5-methylcytosine (CHEBI:27551) is a pyrimidines (CHEBI:39447) Incoming 5-methylcytosin-1-yl group (CHEBI:65274) is substituent group from 5-methylcytosine (CHEBI:27551) IUPAC Name 4-amino-5-methylpyrimidin-2(1H)-one Synonyms Sources 4-amino-5-methyl-2(1H)-pyrimidinone ChemIDplus 4-Amino-5-methyl-2-pyrimidinol NIST Chemistry WebBook 5-Methylcytosine KEGG COMPOUND 5-methylcytosine UniProt Manual Xrefs Databases 5-Methylcytosine Wikipedia C02376 KEGG COMPOUND CPD0-2018 MetaCyc View more database links Registry Numbers Types Sources 120387 Beilstein Registry Number Beilstein 508871 Reaxys Registry Number Reaxys 554-01-8 CAS Registry Number KEGG COMPOUND 554-01-8 CAS Registry Number NIST Chemistry WebBook 554-01-8 CAS Registry Number ChemIDplus Citations Types Sources 17325422 PubMed citation Europe PMC 22770225 PubMed citation Europe PMC 25304211 PubMed citation Europe PMC 25421665 PubMed citation Europe PMC 25510268 PubMed citation Europe PMC 25510270 PubMed citation Europe PMC 25522353 PubMed citation Europe PMC 25620416 PubMed citation Europe PMC 25675106 PubMed citation Europe PMC Last Modified 15 June 2017