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经验公式(希尔记法):
C12H14N2O2
化学文摘社编号:
分子量:
218.25
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
214-916-5
MDL number:
产品名称
N-乙酰-5-羟色胺, ≥99% (HPLC), powder
InChI key
MVAWJSIDNICKHF-UHFFFAOYSA-N
InChI
1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
SMILES string
CC(=O)NCCc1c[nH]c2ccc(O)cc12
assay
≥99% (HPLC)
form
powder
color
white to faint yellow
mp
120-122 °C (lit.)
solubility
ethanol: 50 mg/mL
storage temp.
2-8°C
Quality Level
Gene Information
human ... MTNR1A(4543), MTNR1B(4544)
相关类别
General description
N-乙酰血清素 (NAS)(又称normelatonin)是色氨酸代谢途径中褪黑激素的前体。
Application
N-乙酰基-5-羟色胺已被用于治疗神经元细胞,并分析其对Krüppel样因子15(KLF15)表达的影响。
Biochem/physiol Actions
N-乙酰血清素(NAS,又称normelatonin)可以保护神经元,因为它能够防止氧化胁迫。 它还可以抑制转录因子NF-κB的作用。NAS具有抗氧化和抗衰老作用。它可以防止β-淀粉质引起的神经毒性。它有助于维持生物膜的最佳流动性能。
褪黑激素的直接前体。它由血清素和乙酰辅酶 A 在血清素 N-乙酰转移酶(褪黑激素生物合成中的限速酶)催化下形成的。该吲哚胺是褪黑激素受体的弱激动剂,对 G 蛋白刺激和 cAMP 积累的抑制有一定的作用。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
N-Acetylserotonin and 6-hydroxymelatonin against oxidative stress: Implications for the overall protection exerted by melatonin
A?lvarez DR, et al.
The Journal of Physical Chemistry B, 119(27), 8535-8543 (2015)
N-acetyl-serotonin (normelatonin) and melatonin protect neurons against oxidative challenges and suppress the activity of the transcription factor NF-kappaB
Lezoualch F, et al.
Journal of Pineal Research, 24(3), 168-178 (1998)
J Vanecek et al.
Endocrinology, 126(3), 1509-1513 (1990-03-01)
Melatonin's transduction mechanisms were investigated using in vitro cultured anterior hemipituitaries. Melatonin inhibited cAMP and 3',5'-cyclic GMP accumulation in neonatal rat anterior pituitary stimulated with LHRH. Maximal inhibitory effect was reached within 25 min and persisted for at least 20
Izabela Sadowska-Woda et al.
Toxicology in vitro : an international journal published in association with BIBRA, 24(3), 879-884 (2009-12-08)
beta-Cyfluthrin is one of the most widely used type II pyrethroid in agriculture. The aim of this study was to examine (1) the possibility of beta-cyfluthrin to induce oxidative stress in human erythrocytes in vitro and its effect on catalase
Jimo Borjigin et al.
Molecular and cellular endocrinology, 349(1), 13-19 (2011-07-26)
The pineal gland is a neuroendocrine organ of the brain. Its main task is to synthesize and secrete melatonin, a nocturnal hormone with diverse physiological functions. This review will focus on the central and pineal mechanisms in generation of mammalian
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