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About This Item
実験式（ヒル表記法）:
C13H16N2O3
CAS番号:
分子量:
248.28
MDL番号:
UNSPSCコード:
41116107
PubChem Substance ID:
NACRES:
NA.77
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溶解性
alcohol: soluble
SMILES記法
COc1cc2c(CCNC(C)=O)c[nH]c2cc1O
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)
InChI Key
OMYMRCXOJJZYKE-UHFFFAOYSA-N
遺伝子情報
human ... MTNR1A(4543) , MTNR1B(4544)
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関連するカテゴリー
詳細
6-Hydroxymelatonin (6-OHM) is a melatonin metabolite. It is produced in the liver by the action of cytochrome P450 enzyme as well as by photodegradation of melatonin. In the central nervous system, it exists as a sulfated form. 6-OHM is a partial melatonin receptor MT2 agonist.
アプリケーション
6-Hydroxymelatonin has been used as a melatonin derivative to test its protective effects in ultra violet B (UVB)-induced oxidative stress melanocytes and keratinocytes.
生物化学的／生理学的作用
6-Hydroxymelatonin (6-OHM) is an antioxidant with a free radical scavenging role. Like melatonin, it reduces the impact of UVB-induced oxidative stress in melanocytes. It also aids protection during iron (Fe2+)-induced neurotoxicity. 6-OHM effectively reduces lipid peroxidation and superoxide anion production induced by potassium cyanide (KCN).
シグナルワード
Warning
危険有害性情報
危険有害性の分類
Acute Tox. 4 Oral - Carc. 2
保管分類コード
11 - Combustible Solids
WGK
WGK 3
個人用保護具 (PPE)
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
Jan Code
H0627-10MG:
H0627-100MG:
H0627-VAR:
H0627-BULK:
H0627-50MG:
Deepa S Maharaj et al.
Journal of neurochemistry, 96(1), 78-81 (2005-11-23)
Oxidative damage of biological macromolecules is a hallmark of most neurodegenerative disorders such as Alzheimer, Parkinson and diffuse Lewy body diseases. Another important phenomenon involved in these disorders is the alteration of iron homeostasis, with an increase in iron levels.
Xuwan Liu et al.
American journal of physiology. Heart and circulatory physiology, 283(1), H254-H263 (2002-06-14)
The present study was designed to explore the protective effects of melatonin and its analogs, 6-hydroxymelatonin and 8-methoxy-2-propionamidotetralin, on the survival of doxorubicin-treated mice and on doxorubicin-induced cardiac dysfunction, ultrastructural alterations, and apoptosis in mouse hearts. Whereas 60% of the
Katsuhisa Sakano et al.
Biochemical pharmacology, 68(9), 1869-1878 (2004-09-29)
Melatonin, an indolic pineal hormone, is produced primarily at night in mammals and is important in controlling biological rhythms. Although melatonin is known to be effective as a free radical scavenger and has an anti-cancer effect, carcinogenic properties have also
G Facciolá et al.
European journal of clinical pharmacology, 56(12), 881-888 (2001-04-25)
The present study was carried out to identify the cytochrome P450 enzyme(s) involved in the 6-hydroxylation and O-demethylation of melatonin. The formation kinetics of 6-hydroxymelatonin and N-acetylserotonin were determined using human liver microsomes and cDNA yeast-expressed human enzymes (CYP1A2, 2C9
S Härtter et al.
Therapeutic drug monitoring, 23(3), 282-286 (2001-05-22)
Melatonin has recently garnered interest as a possible treatment for sleep disorders, and this has created a desire for appropriate pharmacokinetic studies. No method has yet been published that can measure the concentrations of both melatonin and its main metabolite
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