6-Hydroxymelatonin (BioCAD00000005204)

blood urine adrenal medulla kidney liver

Metabolite Card

Formula: C13H16N2O3 (248.1161)
SMILES: COC1=C(O)C=C2NC=C(CCNC(C)=O)C2=C1

Synonyms [en]

6-HYDROXYMELATONIN; Lopac-H-0627; 6-Hydroxy-N-acetyl-5-methoxytryptamine; N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide; 6-OH-MLT; 6-oxymelatonin

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

6-Hydroxymelatonin. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000005204). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

6-Hydroxymelatonin, also known as lopac-H-0627, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. 6-Hydroxymelatonin is considered to be a practically insoluble (in water) and relatively neutral molecule. 6-Hydroxymelatonin has been found in human liver and kidney tissues, and has also been detected in multiple biofluids, such as urine and blood. Within the cell, 6-hydroxymelatonin is primarily located in the cytoplasm. 6-Hydroxymelatonin is the main primary metabolite that can be biosynthesized from melatonin through its interaction with the enzyme cytochrome P450 (CYP) 1A2 (PMID: 11452239). In humans, 6-hydroxymelatonin is involved in the tryptophan metabolism pathway.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2208-41-5
  • PubChem: 1864
  • ChEBI: ChEBI:2198
  • HMDB: HMDB0004081
  • HMDB: HMDB04081
  • KEGG: C05643
  • BioCyc: CPD-12014
  • NCBI MeSH: 6-hydroxymelatonin
  • Wikipedia: 6-Hydroxymelatonin
  • RefMet: RM0136254
  • MoNA: HMDB0004081_c_ms_2008
  • Metlin: METLIN_7013
  • Coconut NaturalProduct: CNP0349869.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03629 1.14.14.1 melatonin,NADPH---hemoprotein reductase:oxygen oxidoreductase
BioCyc:RXN-11058 2.8.2.1 CPD-12014 + PAPS --> CPD-12015 + 3-5-ADP + PROTON
BioCyc:RXN-11056 1.14.14.1 N-ACETYL-5-METHOXY-TRYPTAMINE + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-12014 + Ox-NADPH-Hemoprotein-Reductases + WATER
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
BioCyc:HUMAN_PWY66-401 superpathway of tryptophan utilization
BioCyc:HUMAN_PWY-6402 superpathway of melatonin degradation
BioCyc:HUMAN_PWY-6398 melatonin degradation I
BioCyc:META_PWY-6398 melatonin degradation I
BioCyc:META_PWY-6402 superpathway of melatonin degradation
WikiPathways:WP3298 Melatonin metabolism and effects
WikiPathways:WP79 Tryptophan metabolism
PathBank:SMP0087330 Tryptophan Metabolism
PathBank:SMP0087237 Tryptophan Metabolism
PathBank:SMP0063693 Tryptophan Metabolism
PathBank:SMP0000063 Tryptophan Metabolism
PathBank:SMP0087451 Tryptophan Metabolism
View All Pathways