6-HYDROXYMELATONIN (BioDeep_00000001273)
Main id: BioDeep_00000017783
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C13H16N2O3 (248.1161)
中文名称: 6-羟基褪黑素
谱图信息:
最多检出来源 Homo sapiens(feces) 75%
分子结构信息
SMILES: CC(=O)NCCC1=CNC2=CC(=C(C=C21)OC)O
InChI: 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)
描述信息
A member of the class of tryptamines that is melatonin with a hydroxy group substituent at position 6.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
D020011 - Protective Agents > D002316 - Cardiotonic Agents
D002317 - Cardiovascular Agents
6-Hydroxymelatonin is a primary metabolic of Melatonin, which is metabolized by cytochrome P450 (CYP) 1A2.
同义名列表
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:2198
- KEGG: C05643
- PubChem: 1864
- Metlin: METLIN7013
- ChEMBL: CHEMBL127421
- CAS: 2208-41-5
- MetaboLights: MTBLC2198
- 3DMET: B00822
- NIKKAJI: J102.947I
- RefMet: 6-Hydroxymelatonin
- medchemexpress: HY-W011956
- PubChem: 7954
- KNApSAcK: 2198
分类词条
相关代谢途径
Reactome(0)
BioCyc(3)
PlantCyc(0)
代谢反应
12 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(5)
- superpathway of tryptophan utilization:
N-formylkynurenine + H2O ⟶ H+ + L-kynurenine + formate
- superpathway of melatonin degradation:
hydrogen peroxide + melatonin ⟶ N1-acetyl-N2-formyl-5-methoxykynuramine + H2O
- melatonin degradation I:
O2 + a reduced [NADPH-hemoprotein reductase] + melatonin ⟶ N-acetyl-serotonin + H2O + an oxidized [NADPH-hemoprotein reductase] + formaldehyde
- superpathway of melatonin degradation:
N1-acetyl-N2-formyl-5-methoxykynuramine + H2O ⟶ N-acetyl-5-methoxykynurenamine + H+ + formate
- melatonin degradation I:
O2 + a reduced [NADPH-hemoprotein reductase] + melatonin ⟶ N-acetyl-serotonin + H2O + an oxidized [NADPH-hemoprotein reductase] + formaldehyde
Plant Reactome(0)
INOH(1)
- Tryptophan degradation ( Tryptophan degradation ):
L-Tryptophan + O2 ⟶ N-Formyl-L-kynurenine
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(5)
- Tryptophan Metabolism:
L-Tryptophan + Oxygen ⟶ N'-Formylkynurenine
- Tryptophan Metabolism:
L-Tryptophan + Oxygen ⟶ N'-Formylkynurenine
- Tryptophan Metabolism:
L-Tryptophan + Oxygen ⟶ N'-Formylkynurenine
- Tryptophan Metabolism:
L-Tryptophan + Oxygen ⟶ N'-Formylkynurenine
- Tryptophan Metabolism:
L-Tryptophan + Oxygen ⟶ N'-Formylkynurenine
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Gaëlle Magliocco, Jules Desmeules, Caroline Flora Samer, Aurélien Thomas, Youssef Daali. Evaluation of CYP1A2 activity: Relationship between the endogenous urinary 6-hydroxymelatonin to melatonin ratio and paraxanthine to caffeine ratio in dried blood spots.
Clinical and translational science.
2022 06; 15(6):1482-1491. doi:
10.1111/cts.13263
. [PMID: 35338582] - Seiya Ohki, Miyu Kunimatsu, Shingo Ogawa, Hiroki Takano, Tomomi Furihata, Hiromi Shibasaki, Akitomo Yokokawa. Development and Validation of an LC-MS/MS-Based Method for Quantifying Urinary Endogenous 6-Hydroxymelatonin.
Chemical & pharmaceutical bulletin.
2022; 70(5):375-382. doi:
10.1248/cpb.c21-00982
. [PMID: 35491194] - G Magliocco, F Le Bloc'h, A Thomas, J Desmeules, Y Daali. Simultaneous determination of melatonin and 6-hydroxymelatonin in human overnight urine by LC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Sep; 1181(?):122938. doi:
10.1016/j.jchromb.2021.122938
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Cell reports.
2021 04; 35(4):109040. doi:
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Journal of pineal research.
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The journal of physical chemistry. B.
2015 Jul; 119(27):8535-43. doi:
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International journal of radiation biology.
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Inflammation.
2012 Aug; 35(4):1429-34. doi:
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Early human development.
2012 Aug; 88(8):707-10. doi:
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2011 Jun; 27(6):879-91. doi:
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BMC cancer.
2010 Jun; 10(?):314. doi:
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Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2010 Jun; 61(3):295-300. doi:
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Hormone research in paediatrics.
2010; 74(6):390-8. doi:
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Molecular vision.
2009 Aug; 15(?):1673-9. doi:
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Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego.
2009 May; 26(155):440-3. doi:
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Collegium antropologicum.
2009 Mar; 33(1):193-9. doi:
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The journal of physiological sciences : JPS.
2009 Jan; 59(1):37-47. doi:
10.1007/s12576-008-0003-9
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Klinicheskaia meditsina.
2009; 87(6):26-31. doi:
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. [PMID: 19670712] - M Nordio, F Romanelli. Efficacy of wrists overnight compression (HT 7 point) on insomniacs: possible role of melatonin?.
Minerva medica.
2008 Dec; 99(6):539-47. doi:
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- James B Burch, John S Reif, Michael G Yost. Geomagnetic activity and human melatonin metabolite excretion.
Neuroscience letters.
2008 Jun; 438(1):76-9. doi:
10.1016/j.neulet.2008.04.031
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Endocrinology.
2008 Apr; 149(4):1869-79. doi:
10.1210/en.2007-1412
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American journal of hypertension.
2008 Mar; 21(3):348-51. doi:
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Experimental gerontology.
2008 Feb; 43(2):88-94. doi:
10.1016/j.exger.2007.06.010
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BMC bioinformatics.
2007 Nov; 8 Suppl 7(?):S3. doi:
10.1186/1471-2105-8-s7-s3
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Journal of physiological anthropology.
2007 Jun; 26(4):429-36. doi:
10.2114/jpa2.26.429
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Collegium antropologicum.
2007 Jun; 31(2):587-93. doi:
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Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego.
2007 May; 22(131):369-72. doi:
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. [PMID: 17679370] - Qiuhong Duan, Zhongqiang Wang, Tao Lu, Juan Chen, Ximing Wang. Comparison of 6-hydroxylmelatonin or melatonin in protecting neurons against ischemia/reperfusion-mediated injury.
Journal of pineal research.
2006 Nov; 41(4):351-7. doi:
10.1111/j.1600-079x.2006.00374.x
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Bioelectromagnetics.
2006 Jul; 27(5):423-6. doi:
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Journal of pineal research.
2006 May; 40(4):350-4. doi:
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Journal of pineal research.
2006 May; 40(4):343-9. doi:
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Journal of neurochemistry.
2006 Jan; 96(1):78-81. doi:
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Endokrynologia Polska.
2006 Jan; 57(1):2-6. doi:
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Journal of separation science.
2005 Nov; 28(16):2165-72. doi:
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Nutrition & metabolism.
2005 Sep; 2(?):22. doi:
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Journal of radiation research.
2005 Sep; 46(3):313-8. doi:
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Scandinavian journal of clinical and laboratory investigation.
2005; 65(5):413-31. doi:
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The Journal of clinical endocrinology and metabolism.
2004 Sep; 89(9):4388-90. doi:
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2004 May; 36(4):256-61. doi:
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Journal of pineal research.
2004 May; 36(4):217-23. doi:
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Molecular genetics and metabolism.
2004 Jan; 81(1):65-9. doi:
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Journal of pineal research.
2003 Nov; 35(4):295-6. doi:
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Neuroendocrinology.
2003 Nov; 78(5):241-3. doi:
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Journal of chemical neuroanatomy.
2003 Oct; 26(2):103-7. doi:
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International journal of radiation biology.
2003 Apr; 79(4):221-33. doi:
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Life sciences.
2003 Feb; 72(12):1367-75. doi:
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Journal of pineal research.
2003 Jan; 34(1):26-31. doi:
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International journal of radiation biology.
2002 Nov; 78(11):1029-36. doi:
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Journal of occupational and environmental medicine.
2002 Aug; 44(8):769-75. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Jul; 775(1):9-15. doi:
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Minerva endocrinologica.
2002 Jun; 27(2):73-7. doi:
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Journal of pineal research.
2002 May; 32(4):257-61. doi:
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Neuro endocrinology letters.
2002 Apr; 23 Suppl 1(?):88-91. doi:
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Acta anaesthesiologica Scandinavica.
2002 Jan; 46(1):30-6. doi:
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The Journal of urology.
2001 Dec; 166(6):2407-10. doi:
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Biological signals and receptors.
2001 Nov; 10(6):367-79. doi:
10.1159/000046904
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Journal of pineal research.
2001 Sep; 31(2):109-13. doi:
10.1034/j.1600-079x.2001.310203.x
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