Names
Preferred IUPAC name
N -[2-(6-Hydroxy-5-methoxy-1H -indol-3-yl)ethyl]acetamide
Other names
6-Oxymelatonin
Identifiers
ChEBI
ChemSpider
ECHA InfoCard
100.164.426
KEGG
UNII
InChI=1S/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16)
Key: OMYMRCXOJJZYKE-UHFFFAOYSA-N
InChI=1/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16)
Key: OMYMRCXOJJZYKE-UHFFFAOYAK
CC(=O)NCCC1=CNC2=CC(=C(C=C21)OC)O
Properties
C 13 H 16 N 2 O 3
Molar mass
248.282 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
6-Hydroxymelatonin (6-OHM ) is a naturally occurring , endogenous , major active metabolite of melatonin .[ 1] Similar to melatonin, 6-OHM is a full agonist of the MT1 and MT2 receptors .[ 2] [ 3] It is also an antioxidant and neuroprotective , and is even more potent in this regard relative to melatonin.[ 4] [ 5]
See also
References
Food antioxidants Fuel antioxidants Measurements
MT1 Tooltip Melatonin receptor 1 MT2 Tooltip Melatonin receptor 2 Unsorted
Agonists: 2-Phenylmelatonin
5-Methoxyluzindole
6-Chloromelatonin
6-Fluoromelatonin
6-Methoxymelatonin
6,7-Dichloro-2-methylmelatonin
8-M-PDOT
AMMTC
GR-135,531 (of MT3 Tooltip melatonin receptor 1C )
N-Acetyltryptamine
N-Butanoylmelatonin
N-Propionylmelatonin
S-24268
S-25150
Tryptamines
1-Methylpsilocin
2-HO-NMT
2-Me-DET
2-Methyl-5-HT
2,N ,N -TMT
4,5-DHP-DMT
4-AcO-DALT
4-AcO-DET
4-AcO-DiPT
4-AcO-EPT
4-AcO-NMT
4-AcO-MALT
4-AcO-MET
4-AcO-DPT
4-AcO-MiPT
4-F-5-MeO-DMT
4-HO-5-MeO-DMT
4-HO-DALT
4-HO-DBT
4-HO-DET
4-HO-DiPT
4-HO-DPT
4-HO-DSBT
4-HO-EPT
4-HO-MALT
4-HO-MET
4-HO-McPT
4-HO-McPeT
4-HO-MiPT
4-HO-MPT
4-HO-MsBT
4-HO-NALT
4-HO-NMT
4-HO-PiPT
4-HO-pyr-T
4-MeO-DiPT
4-MeO-DMT
4-MeO-MiPT
4-PrO-DMT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Bromo-DMT
5-CT
5-Chloro-DMT
5-Ethoxy-DMT
5-Ethyl-DMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-MET
5-HO-DiPT
5-HTP (oxitriptan)
5-MeO-2-TMT
5-MeO-34MPEMT
5-MeO-7,N ,N -TMT
5-MeO-DALT
5-MeO-DBT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-EPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-NMT
5-MeO-pyr-T
5-MeO-NBpBrT
5-MeO-T-NBOMe
5-MeS-DMT
5-Methoxytryptamine (5-MT; mexamine)
5-Methyl-DMT
5-Methyltryptamine
5-MT-NB3OMe
5-(Nonyloxy)tryptamine
5,6-MeO-MiPT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-DHT
5,7-DHT
6-Fluoro-DMT
7-Methyl-DMT
Acetryptine (5-AT)
Aeruginascin (4-PO-TMT)
AGH-107
AGH-192
AH-494
ALiPT
Baeocystin (4-PO-NMT)
Benzotript (4-chlorobenzoyl-<small>L</small>-tryptophan)
Bufotenidine (5-HTQ)
Bufotenin (5-HO-DMT)
Convolutindole A
CP-132,484
DALT
DBT
Desformylflustrabromine
DET
DiPT
DMT
DPT
E-6801
E-6837
EiPT
EMDT
EPT
Ethocybin (4-PO-DET)
FGIN-127
FGIN-143
FT-104
HIOC
Idalopirdine
Indolylethylfentanyl
Indorenate
Iprocin (4-HO-DiPT)
Lespedamine
MET
Methylbutyltryptamine
Miprocin (4-HO-MiPT)
MiPT
MPT
Milipertine
MS-245
MSBT
N -Feruloylserotonin (moschamine)
NET
NMT
Norbaeocystin (4-PO-T)
NTBT
O-4310
Oxypertine
PiPT
Psilacetin (O -acetylpsilocin; 4-AcO-DMT)
Psilocin (4-HO-DMT)
Psilocybin (4-PO-DMT)
Pyr-T
RS134-49
Serotonin (5-HT)
Solypertine
ST-1936
Tryptamine
Tryptophan
Yuremamine
Z2876442907
N -Acetyltryptaminesα-Alkyltryptamines Triptans Cyclized tryptamines
Bay R 1531
Ciclindole
Cyclic 3-OHM
Ergolines and lysergamides (e.g., LSD )
Flucindole
Harmala alkaloids and β-carbolines (e.g., 6-MeO-THH , 9-Me-BC , β-carboline (norharman) , harmaline , harmalol , harmane , harmine , pinoline , tetrahydroharmine , tryptoline )
Iboga alkaloids and related (e.g., DM-506 (ibogaminalog) , ibogaine , ibogamine , noribogaine , tabernanthalog , tabernanthine )
Metralindole
NDTDI
PHA-57378
PNU-22394
PNU-181731
RU-28306
Yohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine )
Related compounds
This page was last edited on 28 March 2024, at 02:59