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N -Acetyltryptamine
Names
IUPAC name
N -[2-(1
H -indol-3-yl)ethyl]acetamide
[ 1]
Other names
NAcT; Acetotryptamide
Identifiers
ChEBI
ChEMBL
ChemSpider
InChI=1S/C12H14N2O/c1-9(15)13-7-6-10-8-14-12-5-3-2-4-11(10)12/h2-5,8,14H,6-7H2,1H3,(H,13,15)
Key: NVUGEQAEQJTCIX-UHFFFAOYSA-N
CC(=O)NCCC1=CNC2=CC=CC=C21
Properties
C 12 H 14 N 2 O
Molar mass
202.257 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
N -Acetyltryptamine (NAcT ) is an organic compound with the molecular formula C12 H14 N2 O . It is a partial agonist for the melatonin receptors .[ 2] [ 3] N -Acetyltryptamine is produced by Streptomyces djakartensis and other Streptomyces and Fusarium species.[ 4] [ 5]
Houlihan, William J. (15 September 2009). Indoles, Volume 25, Part 2 . John Wiley & Sons. p. 25. ISBN 978-0-470-18841-5 .
MT1 Tooltip Melatonin receptor 1 MT2 Tooltip Melatonin receptor 2 Unsorted
Tryptamines
1-Methyl-DMT (1,N ,N -TMT, 1-TMT)
1-Methyl-T
2-HO-NMT
2-Methyl-DET
2-Methyl-DiPT
2-Methyl-iPALT (ASR-3002)
2,N ,N -TMT (2-methyl-DMT)
3-IAAR
4-Fluoro-DMT
4-Fluoro-T
5-Bromo-DMT
5-Bromo-T
5-Chloro-DMT
5-Chloro-T
5-CT
5-Ethyl-DMT
5-Fluoro-DET
5-Fluoro-DMT
5-Fluoro-EPT
5-Fluoro-T
5-Me-MiPT
5-MeS-DMT
5-Methyl-DMT
5-Methyl-T
6-Fluoro-DET
6-Fluoro-DMT
6-Fluoro-T
6-HO-DET
6-HO-DMT
6-HO-T (6-HT)
6-MeO-DMT
6-MeO-T
6-Methyl-T
6,7-DHT
7-Chloro-T
7-HO-T (7-HT)
7-MeO-DMT
7-MeO-T
7-Methyl-DMT
7-Methyl-T
Acetryptine (5-AT)
Almotriptan
Benzotript (4-CB-Trp)
BGE
Bretisilocin (5-fluoro-MET; GM-2505)
Convolutindole A (2,4,6-TBr,1,7-DiMeO-DMT)
DALT
DAT
DBT
Desformylflustrabromine
DET (T-9)
DHT
DiPT
DMT
DPT
E-6801
E-6837
EB-003
EiPT
EPT
FGIN-127
FGIN-143
Idalopirdine
iPALT (ALiPT; ASR-3003)
Lespedamine (1-MeO-DMT)
L-694247
MBT
MET
MiPT
MPT
MsBT
N -Benzyltryptamine (T-NB, NB-T)
N -DEAOP-NET
N -DEAOP-NMT
NAT
NBoc-DMT
NET/NETP
NHT
NiPT
NMT
NsBT
NtBT
PALT (ASR-3004)
PiPT
Rizatriptan
ST-1936 (2-Me-5-Cl-DMT)
Sumatriptan
TCS-1205
Tryptamine (T; indolylethylamine)
Tryptophan (Trp)
WAY-181187
Yuremamine
Z2876442907
Zolmitriptan
4-Hydroxytryptamines and esters /ethers 5-Hydroxy- and5-methoxytryptamines
2-Methyl-5-HT
2-Methyl-5-MeO-DALT
4-HO-5-MeO-T
4-F-5-MeO-DMT
4,5-DHP-DMT
4,5-DHT
4,5-MDO-DMT
4,5-MDO-DiPT
5-BT
5-Ethoxy-DMT
5-HO-DET
5-HO-DiPT
5-HO-NiPT
5-HO-DPT
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 (N ,N ,O -TMS; O -methylbufotenine)
5-MeO-DPT
5-MeO-EiPT
5-MeO-EPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-NET
5-MeO-NiPT
5-MeO-NMT (O ,N -DMS)
5-MeO-PiPT
5-MeO-NBpBrT
5-MeO-T (5-MT; mexamine; O -methylserotonin)
5-MeO-T-NBOMe
5-MT-NB3OMe
5-NOT
5,6-DHT
5,6-MDO-DiPT
5,6-MDO-DMT
5,6-MDO-MiPT
5,6-MeO-MiPT
5,7-DHT
Arachidonoyl serotonin
ASR-3001 (5-MeO-iPALT)
BAB
Benanserin (BAS; SQ-4788)
BGC20-761
Bufotenidine (5-HTQ; N ,N ,N -TMS)
Bufotenin (5-HO-DMT; N ,N -DMS; mappine)
Bufoviridine (5-SO-DMT)
CP-132,484
Cqd 280
Cqd 285
Cqdd 280
Donitriptan
EMDT (2-Et-5-MeO-DMT)
HIOC
Indorenate (TR-3369)
Isamide (N -CA-5-MT)
L-741604
MS-245
N -DEAOP-5-MeO-NET
N -DEAOP-5-MeO-NMT
N -Feruloylserotonin (moschamine)
Norbufotenin (5-HO-NMT; NMS)
O -Acetylbufotenine (5-AcO-DMT)
O -Pivalylbufotenine (5-t -BuCO-DMT)
Psilomethoxin (4-HO-5-MeO-DMT)
Psilomethoxybin (4-PO-5-MeO-DMT)
Serotonin (5-HT)
N -Acetyltryptaminesα-Alkyltryptamines
5-Hydroxy- and 5-alkoxy-α-alkyltryptamines: 1-Pr-5-MeO-AMT
5-Allyloxy-AMT
5-Ethoxy-αMT
5-iPrO-αMT
5-MeO-αET
5-MeO-αMT (α,O -DMS; Alpha-O)
α-Methyl-5-HTP
α-Methylmelatonin
α-Methylserotonin (5-HO-αMT; α-Me-5-HT)
α,N ,O -TMS (5-MeO-α,N -DMT)
α,N ,N ,O -TeMS (5-MeO-α,N ,N -TMT)
AL-37350A (4,5-DHP-αMT)
BW-723C86
Cyclized tryptamines
5-MeO-IsoqT
Barettin
Cyclic 3-OHM
Ergolines and lysergamides (e.g., LSD )
Harmala alkaloids and β-carbolines (e.g., 5-methoxyharmalan , 6-MeO-THH , 6-methoxyharmalan , 9-Me-BC , β-carboline (norharman) , fenharmane , harmaline , harmalol , harmane , harmine , LY-266,097 , pinoline , tetrahydroharmine , tryptoline )
Iboga alkaloids (e.g., ibogaine , ibogamine , noribogaine , tabernanthine )
Ibogalogs (e.g., catharanthalog , fluorogainalog , ibogainalog , ibogaminalog (DM-506) , LS-22925 , noribogainalog , noribogaminalog , PHA-57378 , PNU-22394 , tabernanthalog )
Imidazolylindoles (e.g., AGH-107 , AGH-192 , AH-494 )
Metralindole
Morpholinylethylindoles (e.g., mor-T , 5-MeO-mor-T )
Partial ergolines and lysergamides (e.g., NDTDI , RU-27849 , RU-28251 , RU-28306 , FHATHBIN , LY-178210 , Bay R 1531 (LY-197206) , LY-293284 , 10,11-seco-LSD , 10,11-secoergoline (α,N -Pip-T) , CT-5252 )
Pertines (e.g., alpertine , milipertine , oxypertine , solypertine )
Piperidinylethylindoles (e.g., pip-T , 5-MeO-pip-T , indolylethylfentanyl )
Pyrrolidinylethylindoles (e.g., pyr-T , 4-HO-pyr-T , 5-MeO-pyr-T , 4-F-5-MeO-pyr-T )
Pyrrolidinylmethylindoles (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5F-MPMI , 5-MeO-MPMI , CP-122288 , CP-135807 , eletriptan )
Tetrahydrocarbazolamines (e.g., ciclindole , flucindole , frovatriptan , LY-344864 , ramatroban )
Tetrahydropyridinylindoles (e.g., RS134-49 , RU-28253 , NEtPhOH-THPI )
Tetrahydropyrroloquinolines (e.g., bufothionine , O -methylnordehydrobufotenine )
Yohimbans (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine )
Isotryptamines Related compounds
2-Azapsilocin
4-Aza-5-MeO-DPT
5-Aza-4-MeO-DiPT
5-HIAA
5-HIAL
5-HITCA
5-MIAL
7-Aza-5-MeO-DiPT
α-Carboline
γ-Carbolines (pyridoindoles) (e.g., γ-carboline , alosetron , gevotroline , latrepirdine , lurosetron , mebhydrolin , tiflucarbine )
Amedalin
Benzindopyrine
Benzofurans (e.g., 3-APB , 5-MeO-DiBF , BPAP , 3-F-BPAP , dimemebfe , mebfap , oxa-noribogaine )
Benzothiophenes (e.g., 3-APBT )
Carmoxirole
CT-4436
Daledalin
Gramine
Histamine
Homotryptamines (e.g., HT , DMHT )
I-32
IAL
IN-399
Indazolethylamines (e.g., AL-34662 , AL-38022A , O -methyl-AL-34662 , VU6067416 , YM-348 )
Indenylethylamines (e.g., C-DMT )
Indolizinylethylamines (e.g., TACT908 (2ZEDMA) , 1ZP2MA , 1Z2MAP1O )
Indolylaminopropanes (e.g., 1-API , 2-API , 4-API , 5-API (5-IT; PAL-571) , 6-API (6-IT) , 7-API )
Iprindole
Masupirdine
Medmain
Molindone
Non-tryptamine triptans (e.g., avitriptan , LY-334370 , naratriptan )
Ondansetron
Oxazinopyridoindoles (e.g., IHCH-8134 )
Phenethylamines (e.g., phenethylamine , amphetamine )
Piperidinylbenzimidazolines (e.g., benperidol , timiperone )
Piperazinylbenzisothiazoles (e.g., lurasidone , perospirone , tiospirone , ziprasidone )
Piperidinylbenzisoxazoles (e.g., iloperidone , milsaperidone , ocaperidone , paliperidone , risperidone )
Piperidinylindoles (e.g., BRL-54443 , LY-334370 , naratriptan , sertindole , SN-22 )
Pirlindole
Pyridinylbenzimidazoles (e.g., droperidol )
Pyridinylindoles (e.g., tepirindole )
Pyridopyrroloquinoxalines (e.g., IHCH-7113 , IHCH-7079 , IHCH-7086 , lumateperone , deulumateperone , ITI-1549 )
Pyrrolylethylamines (e.g., 2-pyrrolylethylamine (NEA) , 3-pyrrolylethylamine (3-NEA) , 3-pyrrolylpropylamine )
Pyrrolopyridinylethylamines (e.g., WAY-208466 )
Quinolinylethylamines (e.g., mefloquine )
Ro60-0213
Selisistat
Tetrahydropyridinylindoles (e.g., EMD-386088 , LY-367265 , RU-24,969 )
Tetrahydropyridinylpyrrolopyridines (e.g., (R )-69 (3IQ) , (R )-70 , CP-94253 )
Tetrindole
Tipindole
Zilpaterol (RU-42173)