5-(Hydroxymethyl)-1H-pyrrole-2-carbaldehyde (BioDeep_00000174645)
human metabolite blood metabolite
代谢物信息卡片
化学式: C6H7NO2 (125.0476762)
中文名称: 5-(羟基甲基)-1H-吡咯-2-甲醛
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=C(NC(=C1)C=O)CO
InChI: InChI=1S/C6H7NO2/c8-3-5-1-2-6(4-9)7-5/h1-3,7,9H,4H2
描述信息
同义名列表
9 个代谢物同义名
2-Amino-6-(2-formyl-5-hydroxymethyl-1-pyrrolyl)-hexanoic acid; 2-Amino-6-(2-formyl-5-hydroxymethylpyrrol-1-yl)hexanoic acid; 2-Amino-6-(2-formyl-5-hydroxymethyl-1-pyrrolyl)-hexanoate; 2-Amino-6-(2-formyl-5-hydroxymethylpyrrol-1-yl)hexanoate; 2-Formyl-5-(hydroxymethyl)pyrrole-1-norleucine; 5-(hydroxymethyl)-1H-pyrrole-2-carbaldehyde; 5-(Hydroxymethyl)pyrrole-2-carboxaldehyde; Pyrraline; 2-FHMPN
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:604731
- PubChem: 12416228
- HMDB: HMDB0246729
- ChEMBL: CHEMBL499556
- chemspider: 23979170
- CAS: 67350-50-9
- RefMet: Pyrraline
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)
3 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 3498 - Morus alba: 10.1016/J.JEP.2012.11.007
- 1826902 - Stellaria dichotoma:
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
- Liang Xiong, Cheng Peng, Xiao-Fang Xie, Li Guo, Cheng-Jun He, Zhao Geng, Feng Wan, Ou Dai, Qin-Mei Zhou. Alkaloids isolated from the lateral root of Aconitum carmichaelii.
Molecules (Basel, Switzerland).
2012 Aug; 17(8):9939-46. doi:
10.3390/molecules17089939
. [PMID: 22907155] - Claudia Luevano-Contreras, Karen Chapman-Novakofski. Dietary advanced glycation end products and aging.
Nutrients.
2010 12; 2(12):1247-65. doi:
10.3390/nu2121247
. [PMID: 22254007] - Stefanie Geissler, Michael Hellwig, Madlen Zwarg, Fritz Markwardt, Thomas Henle, Matthias Brandsch. Transport of the advanced glycation end products alanylpyrraline and pyrralylalanine by the human proton-coupled peptide transporter hPEPT1.
Journal of agricultural and food chemistry.
2010 Feb; 58(4):2543-7. doi:
10.1021/jf903791u
. [PMID: 20104847] - Karly C Sourris, Brooke E Harcourt, Sally A Penfold, Felicia Y T Yap, Amy L Morley, Philip E Morgan, Michael J Davies, Scott T Baker, George Jerums, Josephine M Forbes. Modulation of the cellular expression of circulating advanced glycation end-product receptors in type 2 diabetic nephropathy.
Experimental diabetes research.
2010; 2010(?):974681. doi:
10.1155/2010/974681
. [PMID: 21318189] - Michael Hellwig, Stefanie Geissler, Anett Peto, Ilka Knütter, Matthias Brandsch, Thomas Henle. Transport of free and peptide-bound pyrraline at intestinal and renal epithelial cells.
Journal of agricultural and food chemistry.
2009 Jul; 57(14):6474-80. doi:
10.1021/jf901224p
. [PMID: 19555106] - Waqar Ahmad, Lili Li, Yulin Deng. Identification of AGE-precursors and AGE formation in glycation-induced BSA peptides.
BMB reports.
2008 Jul; 41(7):516-22. doi:
10.5483/bmbrep.2008.41.7.516
. [PMID: 18682035] - Chunling Wa, Ronald L Cerny, William A Clarke, David S Hage. Characterization of glycation adducts on human serum albumin by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
Clinica chimica acta; international journal of clinical chemistry.
2007 Oct; 385(1-2):48-60. doi:
10.1016/j.cca.2007.06.011
. [PMID: 17707360] - Khaled A Ahmed, Sekaran Muniandy, Ikram S Ismail. Role of N-(carboxymethyl)lysine in the development of ischemic heart disease in type 2 diabetes mellitus.
Journal of clinical biochemistry and nutrition.
2007 Sep; 41(2):97-105. doi:
10.3164/jcbn.2007014
. [PMID: 18193103] - Satoshi Tamura, Hirokazu Tsukahara, Masaki Ueno, Masayuki Maeda, Hisako Kawakami, Kyouichi Sekine, Mitsufumi Mayumi. Evaluation of a urinary multi-parameter biomarker set for oxidative stress in children, adolescents and young adults.
Free radical research.
2006 Nov; 40(11):1198-205. doi:
10.1080/10715760600895191
. [PMID: 17050173] - Kazuki Akira, Masayasu Amano, Fumitaka Okajima, Fuminobu Okajima, Takao Hashimoto, Shinichi Oikawa. Inhibitory effects of amlodipine and fluvastatin on the deposition of advanced glycation end products in aortic wall of cholesterol and fructose-fed rabbits.
Biological & pharmaceutical bulletin.
2006 Jan; 29(1):75-81. doi:
10.1248/bpb.29.75
. [PMID: 16394514] - Katsumi Mera, Makoto Anraku, Kenichiro Kitamura, Keisuke Nakajou, Toru Maruyama, Kimio Tomita, Masaki Otagiri. Oxidation and carboxy methyl lysine-modification of albumin: possible involvement in the progression of oxidative stress in hemodialysis patients.
Hypertension research : official journal of the Japanese Society of Hypertension.
2005 Dec; 28(12):973-80. doi:
10.1291/hypres.28.973
. [PMID: 16671336] - Anke Förster, Yvonne Kühne, Thomas Henle. Studies on absorption and elimination of dietary maillard reaction products.
Annals of the New York Academy of Sciences.
2005 Jun; 1043(?):474-81. doi:
10.1196/annals.1333.054
. [PMID: 16037269] - José D Méndez, Lidia I Leal. Inhibition of in vitro pyrraline formation by L-arginine and polyamines.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2004 Dec; 58(10):598-604. doi:
10.1016/j.biopha.2004.09.004
. [PMID: 15589069] - Bohang Sun, Toshio Morikawa, Hisashi Matsuda, Supinya Tewtrakul, Li Jun Wu, Shoichi Harima, Masayuki Yoshikawa. Structures of new beta-carboline-type alkaloids with antiallergic effects from Stellaria dichotoma(1,2).
Journal of natural products.
2004 Sep; 67(9):1464-9. doi:
10.1021/np040080a
. [PMID: 15387643] - Tadashi Jono, Ryoji Nagai, Xia Lin, Naila Ahmed, Paul J Thornalley, Motohiro Takeya, Seikoh Horiuchi. Nepsilon-(Carboxymethyl)lysine and 3-DG-imidazolone are major AGE structures in protein modification by 3-deoxyglucosone.
Journal of biochemistry.
2004 Sep; 136(3):351-8. doi:
10.1093/jb/mvh124
. [PMID: 15598892] - Yoshimasa Aso, Keishi Takanashi, Kyouichi Sekine, Noboru Yoshida, Kohzo Takebayashi, Kazuhiro Yoshihara, Toshihiko Inukai. Dissociation between urinary pyrraline and pentosidine concentrations in diabetic patients with advanced nephropathy.
The Journal of laboratory and clinical medicine.
2004 Aug; 144(2):92-9. doi:
10.1016/j.lab.2004.03.016
. [PMID: 15322503] - Tadashi Kiho, Shigeyuki Usui, Kazuyuki Hirano, Koichi Aizawa, Takahiro Inakuma. Tomato paste fraction inhibiting the formation of advanced glycation end-products.
Bioscience, biotechnology, and biochemistry.
2004 Jan; 68(1):200-5. doi:
10.1271/bbb.68.200
. [PMID: 14745184] - Hirokazu Tsukahara, Rumiko Shibata, Naoko Ohta, Shuko Sato, Masahiro Hiraoka, Setsuko Ito, Eisei Noiri, Mitsufumi Mayumi. High levels of urinary pentosidine, an advanced glycation end product, in children with acute exacerbation of atopic dermatitis: relationship with oxidative stress.
Metabolism: clinical and experimental.
2003 Dec; 52(12):1601-5. doi:
10.1016/s0026-0495(03)00310-x
. [PMID: 14669163] - A Foerster, T Henle. Glycation in food and metabolic transit of dietary AGEs (advanced glycation end-products): studies on the urinary excretion of pyrraline.
Biochemical Society transactions.
2003 Dec; 31(Pt 6):1383-5. doi:
10.1042/bst0311383
. [PMID: 14641068] - Hirokazu Tsukahara, KyouchiI Sekine, Mayumi Uchiyama, Hisako Kawakami, Ikue Hata, Yukiko Todoroki, Masahiro Hiraoka, Masayuki Kaji, Tohru Yorifuji, Toru Momoi, Kazuhiro Yoshihara, Masatoshi Beppu, Mitsufumi Mayumi. Formation of advanced glycosylation end products and oxidative stress in young patients with type 1 diabetes.
Pediatric research.
2003 Sep; 54(3):419-24. doi:
10.1203/01.pdr.0000076662.72100.74
. [PMID: 12761359] - Makoto Daimon, Kazuhiko Sugiyama, Wataru Kameda, Tamotsu Saitoh, Toshihide Oizumi, Akihiko Hirata, Hiroshi Yamaguchi, Hiroshi Ohnuma, Masahiko Igarashi, Takeo Kato. Increased urinary levels of pentosidine, pyrraline and acrolein adduct in type 2 diabetes.
Endocrine journal.
2003 Feb; 50(1):61-7. doi:
10.1507/endocrj.50.61
. [PMID: 12733710] - Martin Zeier, Vedat Schwenger, Reinhold Deppisch, Ulrike Haug, Kai Weigel, U Bahner, Christoph Wanner, H Schneider, Thomas Henle, Eberhard Ritz. Glucose degradation products in PD fluids: do they disappear from the peritoneal cavity and enter the systemic circulation?.
Kidney international.
2003 Jan; 63(1):298-305. doi:
10.1046/j.1523-1755.2003.00705.x
. [PMID: 12472796] - Maria Cristina Ruiz, Manuel Portero-Otín, Reinald Pamplona, Jesús R Requena, Joan Prat, Maria Antonieta Lafarga, Mercè Borràs, Maria Josep Bellmunt. Chemical and immunological characterization of oxidative nonenzymatic protein modifications in dialysis fluids.
Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis.
2003 Jan; 23(1):23-32. doi:
10.1177/089686080302300103
. [PMID: 12691503] - Noriyuki Shibata, Asao Hirano, E Tessa Hedley-Whyte, Mauro C Dal Canto, Ryoji Nagai, Koji Uchida, Seikoh Horiuchi, Motoko Kawaguchi, Tomoko Yamamoto, Makio Kobayashi. Selective formation of certain advanced glycation end products in spinal cord astrocytes of humans and mice with superoxide dismutase-1 mutation.
Acta neuropathologica.
2002 Aug; 104(2):171-8. doi:
10.1007/s00401-002-0537-5
. [PMID: 12111360] - Naila Ahmed, Paul J Thornalley. Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence.
The Biochemical journal.
2002 May; 364(Pt 1):15-24. doi:
10.1042/bj3640015
. [PMID: 11988071] - K Yoshihara, R Kiyonami, Y Shimizu, M Beppu. Determination of urinary pyrraline by solid-phase extraction and high performance liquid chromatography.
Biological & pharmaceutical bulletin.
2001 Aug; 24(8):863-6. doi:
10.1248/bpb.24.863
. [PMID: 11510474] - C M Breitling-Utzmann, A Unger, D A Friedl, M O Lederer. Identification and quantification of phosphatidylethanolamine-derived glucosylamines and aminoketoses from human erythrocytes--influence of glycation products on lipid peroxidation.
Archives of biochemistry and biophysics.
2001 Jul; 391(2):245-54. doi:
10.1006/abbi.2001.2406
. [PMID: 11437356] - M Takeuchi, Z Makita. Alternative routes for the formation of immunochemically distinct advanced glycation end-products in vivo.
Current molecular medicine.
2001 Jul; 1(3):305-15. doi:
10.2174/1566524013363735
. [PMID: 11899079] - T Niwa, S Tsukushi. 3-deoxyglucosone and AGEs in uremic complications: inactivation of glutathione peroxidase by 3-deoxyglucosone.
Kidney international. Supplement.
2001 Feb; 78(?):S37-41. doi:
10.1046/j.1523-1755.2001.59780037.x
. [PMID: 11168980] - N Sakata, N Uesugi, S Takebayashi, R Nagai, T Jono, S Horiuchi, M Takeya, H Itabe, T Takano, T Myint, N Taniguchi. Glycoxidation and lipid peroxidation of low-density lipoprotein can synergistically enhance atherogenesis.
Cardiovascular research.
2001 Feb; 49(2):466-75. doi:
10.1016/s0008-6363(00)00262-5
. [PMID: 11164857] - S Miyata, V Monnier. Immunohistochemical detection of advanced glycosylation end products in diabetic tissues using monoclonal antibody to pyrraline.
The Journal of clinical investigation.
1992 Apr; 89(4):1102-12. doi:
10.1172/jci115690
. [PMID: 1556177]