Melanostatin (BioDeep_00000028150)
human metabolite Endogenous
代谢物信息卡片
(2S)-2-({hydroxy[(2S)-pyrrolidin-2-yl]methylidene}amino)-N-[(C-hydroxycarbonimidoyl)methyl]-4-methylpentanimidate
化学式: C13H24N4O3 (284.1848)
中文名称: L-脯氨酰-L-亮氨酰-甘氨酰胺
谱图信息:
最多检出来源 Homo sapiens(not specific) 0.77%
分子结构信息
SMILES: CC(C)CC(C(=O)NCC(=O)N)NC(=O)C1CCCN1
InChI: InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)/t9-,10-/m0/s1
描述信息
Melanostatin (prolyl-leucyl-glycinamide) is a peptide hormone produced in the hypothalamus that inhibits the release of melanocyte-stimulating hormone (MSH). [HMDB]
Melanostatin (prolyl-leucyl-glycinamide) is a peptide hormone produced in the hypothalamus that inhibits the release of melanocyte-stimulating hormone (MSH).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
26 个代谢物同义名
(2S)-2-({hydroxy[(2S)-pyrrolidin-2-yl]methylidene}amino)-N-[(C-hydroxycarbonimidoyl)methyl]-4-methylpentanimidate; (2S)-N-(carbamoylmethyl)-4-methyl-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide; Melanocyte-Stimulating Hormone-Release Inhibiting Factor; L-Proline-L-leucine-glycine-amide; MSH-Release inhibiting factor I; Oxytocin c-terminal tripeptide; MSH Release-inhibiting hormone; MSH Release-inhibiting factor; L-Prolyl-L-leucylglycinamide; L-Prolyl-L-leucylglycylamide; Prolylleucylglycine amide; Prolyl-leucyl-glycinamide; Prolyl leucyl glycinamide; Prolylleucylglycinamide; Melanostatin I (ox); H-Pro-leu-gly-NH2; Prol leu gly NH2; Pro-leu-glyamide; Prol-leu-gly-NH2; Pro-leu-gly-NH2; Oxytocin (7-9); 7-9-Oxytocin; Melanostatin; MIF-I; MIF-1; Melanostatin
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:168693
- PubChem: 92910
- HMDB: HMDB0005764
- ChEMBL: CHEMBL317488
- Wikipedia: Melanocyte-inhibiting factor
- MeSH: MSH Release-Inhibiting Hormone
- foodb: FDB023754
- chemspider: 83871
- CAS: 9083-38-9
- CAS: 2002-44-0
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 68188 - Streptomyces clavifer: 10.7164/ANTIBIOTICS.44.25
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。
| 亚细胞结构定位 | 关联基因列表 |
|---|
文献列表
- Javier López-Moreno, Sonia García-Carpintero, Rosa Jimenez-Lucena, Carmen Haro, Oriol A Rangel-Zúñiga, Ruth Blanco-Rojo, Elena M Yubero-Serrano, Francisco J Tinahones, Javier Delgado-Lista, Pablo Pérez-Martínez, Helen M Roche, José López-Miranda, Antonio Camargo. Effect of Dietary Lipids on Endotoxemia Influences Postprandial Inflammatory Response.
Journal of agricultural and food chemistry.
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10.1021/acs.jafc.7b01909. [PMID: 28793772] - A Bocheva, E Dzambazova, R Hadjiolova, L Traikov, R Mincheva, I Bivolarski. Effect of Tyr-MIF-1 peptides on blood ACTH and corticosterone concentration induced by three experimental models of stress.
Autonomic & autacoid pharmacology.
2008 Oct; 28(4):117-23. doi:
10.1111/j.1474-8673.2008.00425.x. [PMID: 18798907] - Maria Petersson, Kerstin Uvnäs-Moberg. Prolyl-leucyl-glycinamide shares some effects with oxytocin but decreases oxytocin levels.
Physiology & behavior.
2004 Dec; 83(3):475-81. doi:
10.1016/j.physbeh.2004.08.034. [PMID: 15581670] - L M Harrison, A J Kastin, J E Zadina. Tyr-W-MIF-1 attenuates down-regulation of opiate receptors in SH-SY5Y human neuroblastoma cells.
The Journal of pharmacology and experimental therapeutics.
1998 Feb; 284(2):611-7. doi:
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Neuropeptides.
1995 Jan; 28(1):65-71. doi:
10.1016/0143-4179(95)90076-4. [PMID: 7746353] - A J Kastin, W A Banks, K Hahn, J E Zadina. Extreme stability of Tyr-MIF-1 in CSF.
Neuroscience letters.
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Biochemical pharmacology.
1994 Feb; 47(4):699-709. doi:
10.1016/0006-2952(94)90133-3. [PMID: 7907473] - A J Kastin, K Hahn, W A Banks, J E Zadina. Delayed degradation of Tyr-MIF-1 in neonatal rat plasma.
Peptides.
1994; 15(8):1561-3. doi:
10.1016/0196-9781(94)90133-3. [PMID: 7700856] - C Caballero, M E Celis. The effect of the blockade of alpha-melanocyte-stimulating hormone on LH release in the rat.
The Journal of endocrinology.
1993 May; 137(2):197-202. doi:
10.1677/joe.0.1370197. [PMID: 8100849] - A J Kastin, L Fabre, W A Banks, J E Zadina. Uptake, content, regulation of plasma concentrations, and binding of Tyr-MIF-1 by the adrenals.
Neuroendocrinology.
1993 Mar; 57(3):541-9. doi:
10.1159/000126403. [PMID: 8100620] - A J Kastin, L Fabre, M M Brown, R D Olson. Age- and sex-related changes in Tyr-MIF-1-like immunoreactivity in rat plasma.
Neuroendocrinology.
1992 Dec; 56(6):902-6. doi:
10.1159/000126322. [PMID: 1369600] - B Y Hiraoka, M Harada. Use of L-prolyl-L-leucylglycinamide (MIF-1) for the high-performance liquid chromatographic determination of proline iminopeptidase activity in rat liver.
Journal of chromatography.
1991 Jan; 563(1):142-6. doi:
10.1016/0378-4347(91)80286-l. [PMID: 1676401] - Z K Krowicki, A J Kastin. Effects of Tyr-MIF-1 (Tyr-Pro-Leu-Gly-NH2) on GH, LH, prolactin, FSH, and TSH secretion in rats with and without morphine.
Neuropeptides.
1991 Jan; 18(1):41-7. doi:
10.1016/0143-4179(91)90162-c. [PMID: 1675454] - A J Kastin, J C Dickson. Hypophysectomy increases TYR-MIF-1-like immunoreactivity in rat plasma.
Neuroendocrinology.
1987 Mar; 45(3):177-81. doi:
10.1159/000124722. [PMID: 2882434] - A J Kastin, T D Giles, J C Dickson. Immunoreactive plasma concentrations of an endogenous antiopiate are higher in spontaneously hypertensive rats than in Wistar-Kyoto rats.
Hypertension (Dallas, Tex. : 1979).
1986 Mar; 8(3):198-202. doi:
10.1161/01.hyp.8.3.198. [PMID: 2868991] - S Das, H N Bhargava. Effect of prolyl-leucyl-glycinamide on blood pressure, heart rate and angiotensin converting enzyme activity in spontaneously hypertensive and Wistar-Kyoto normotensive rats.
General pharmacology.
1985; 16(4):341-5. doi:
10.1016/0306-3623(85)90193-4. [PMID: 2864305] - H Koyuncuoğlu, K Berkman, I Hatipoğlu, H Sabuncu. Vasopressin release by D-aspartic acid, morphine and prolyl-leucyl-glycinamide (PLG) in DI Brattleboro rats.
Pharmacology, biochemistry, and behavior.
1984 Apr; 20(4):519-25. doi:
10.1016/0091-3057(84)90298-3. [PMID: 6145163] - F J Mycroft, E T Wei, J E Bernardin, D D Kasarda. MIF-like sequences in milk and wheat proteins.
The New England journal of medicine.
1982 Sep; 307(14):895. doi:
10.1056/nejm198209303071419. [PMID: 6125889] - H N Bhargava, H S Kim. Structure activity relationship studies with hypothalamic peptide hormones III. Effect of melanotropin-release inhibiting factor and analogs on tolerance to morphine in the rat.
Neuropharmacology.
1982 Sep; 21(9):917-22. doi:
10.1016/0028-3908(82)90084-3. [PMID: 6128692] - J Verhoef, A Prins, H D Veldhuis, A Witter. H-Pro-[3H]Leu-Gly-NH2: plasma profile and brain uptake following subcutaneous injection in the rat.
Journal of neurochemistry.
1982 Apr; 38(4):1135-8. doi:
10.1111/j.1471-4159.1982.tb05359.x. [PMID: 6121002] - H N Bhargava, H S Kim. Structure activity relationship studies with hypothalamic peptide hormones. I. Effect of melanotropin release inhibiting factor and analogs on tolerance to morphine in the rat.
The Journal of pharmacology and experimental therapeutics.
1982 Feb; 220(2):394-8. doi:
NULL. [PMID: 6120229] - K S Hui, M Hui, K P Cheng, A Lajtha, I Boksay, M U Fencik. Determination of the melanotropin-inhibiting factor analogue pareptide in urine by high-performance liquid chromatography.
Journal of chromatography.
1981 Mar; 222(3):512-7. doi:
10.1016/s0378-4347(00)84157-2. [PMID: 6112231] - P C Datta, M G King. alpha-MSH, MIF-I and melatonin: effects on novelty-induced defecation, plasma 11-OHCS and central catecholamines in rats.
Peptides.
1981; 2 Suppl 1(?):143-54. doi:
10.1016/0196-9781(81)90069-3. [PMID: 6115365] - R Sankar, F R Domer, A J Kastin. Selective effects of alpha-MSH and MIF-1 on the blood-brain barrier.
Peptides.
1981; 2(3):345-7. doi:
10.1016/s0196-9781(81)80127-1. [PMID: 6117842] - A Witter, H Scholtens, J Verhoef. H-Pro-[3H]Leu-Gly-NH2: metabolism in human and rat plasma investigated by high-pressure liquid chromatography.
Neuroendocrinology.
1980 Jun; 30(6):377-81. doi:
10.1159/000123030. [PMID: 6104307] - A J Thody, C H Lever de Vries, F J Tilders. The failure of L-prolyl-L-leucylglycinamide to inhibit the release of alpha-melanocyte-stimulating hormone in the rat.
Acta endocrinologica.
1980 Mar; 93(3):300-5. doi:
10.1530/acta.0.0930300. [PMID: 6103629] - G J Krol, J M Banovsky, C A Mannan, R E Pickering, B T Kho. Trace analysis of the MIF analogue pareptide in blood plasma by high-performance liquid chromatography and short-wavelength excitation fluorometry.
Journal of chromatography.
1979 Aug; 163(4):383-9. doi:
10.1016/s0378-4347(00)81641-2. [PMID: 544604] - P C Datta, M G King. Effects of MIF-I and melatonin on novelty-induced defecation and associated plasma 11-OHCS and brain catecholamines.
Pharmacology, biochemistry, and behavior.
1979 Aug; 11(2):173-81. doi:
10.1016/0091-3057(79)90010-8. [PMID: 41262] - M A Khilji, G S Bailey. The purification of a bovine kidney enzyme which cleaves melanocyte-stimulating hormone-release inhibiting factor.
Biochimica et biophysica acta.
1978 Nov; 527(1):282-8. doi:
10.1016/0005-2744(78)90279-6. [PMID: 31186] - G Lombardi, Ch Oliver, G Lupoli, M Minozzi. Corticotrophic and melanotrophic functions in congenital adrenal hyperplasia.
Acta endocrinologica.
1977 May; 85(1):118-25. doi:
10.1530/acta.0.0850118. [PMID: 16424] - K H Voigt, H L Fehm, R E Lang, K E Beinert, E F Pfeiffer. Suppression of ACTH secretion by synthetic MSH-release inhibiting factor Pro-Leu-Gly-NH2 in Addison's disease.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
1977 Mar; 9(2):150-2. doi:
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Neuroendocrinology.
1977; 24(2):119-28. doi:
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Clinical endocrinology.
1976 Nov; 5(6):717-22. doi:
10.1111/j.1365-2265.1976.tb03875.x. [PMID: 12896] - M Donnadieu, M F Laurent, J P Luton, H Bricaire, F Girard, M Binoux. Synthetic MIF has no effect on beta-MSH and ACTH hypersecretion in Nelson's syndrome.
The Journal of clinical endocrinology and metabolism.
1976 Jun; 42(6):1145-8. doi:
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The Journal of clinical endocrinology and metabolism.
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