L-Histidinol (BioDeep_00000001369)

 

Secondary id: BioDeep_00000399972, BioDeep_00000400246

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol

化学式: C6H11N3O (141.09020759999999)
中文名称: 组氨醇
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.31%

Reviewed

Last reviewed on 2024-08-19.

Cite this Page

L-Histidinol. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-histidinol (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001369). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C([C@@H](CO)N)c1c[nH]cn1
InChI: InChI=1S/C6H11N3O/c7-5(3-10)1-6-2-8-4-9-6/h2,4-5,10H,1,3,7H2,(H,8,9)

描述信息

L-Histidinol, a structural analogue of the essential amino acid L-histidine, enhances the toxicity of a variety of anticancer drugs for many tumour cells of animal origin (PMID:8297120). L-Histidinol inhibits human myristoyl-CoA:protein-myristoyltransferase (hNMT), an essential eukaryotic enzyme that catalyzes the cotranslational transfer of myristate into the NH2-terminal glycine residue of a number of important proteins of diverse function (PMID:9778369).
L-Histidinol, a structural analogue of the essential amino acid L-histidine, enhances the toxicity of a variety of anticancer drugs for many tumor cells of animal origin. (PMID 8297120)

同义名列表

16 个代谢物同义名

(2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol; (2S)-2-Amino-3-(1H-imidazol-4-yl)propan-1-ol; (betaS)-beta-Amino-1H-imidazole-5-propanol; 4-[(S)-2-Amino-3-hydroxypropyl]imidazole; (S)-beta-amino-1H-Imidazole-4-propanol; (βS)-β-Amino-1H-imidazole-5-propanol; beta-Amino-1H-imidazole-5-propanol; β-Amino-1H-imidazole-5-propanol; L-Histidinol dihydrochloride; Imidazole C-4(5) deriv. 4; (S)-Histidinol; L-Histidinol; Histidinol; Histidol; HSO; Histidinol



数据库引用编号

30 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

321 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(1)

Plant Reactome(312)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(6)

PharmGKB(0)

6 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

  • Xiaoyan Zhang, Kezhen Ning, Zhongren Yang, Xiumei Huang, Hongtao Yu, Nana Fu, Xinyuan Qin, Lizhen Hao, Fenglan Zhang. Responses of transcriptome and metabolome in the roots of Pugionium cornutum (L.) Gaertn to exogenously applied phthalic acid. BMC plant biology. 2022 Nov; 22(1):535. doi: 10.1186/s12870-022-03927-9. [PMID: 36396992]
  • Milosz Ruszkowski, Zbigniew Dauter. Structures of Medicago truncatula L-Histidinol Dehydrogenase Show Rearrangements Required for NAD+ Binding and the Cofactor Positioned to Accept a Hydride. Scientific reports. 2017 09; 7(1):10476. doi: 10.1038/s41598-017-10859-0. [PMID: 28874718]
  • Lindsay N Petersen, Sandra Marineo, Salvatore Mandalà, Faezah Davids, Bryan T Sewell, Robert A Ingle. The missing link in plant histidine biosynthesis: Arabidopsis myoinositol monophosphatase-like2 encodes a functional histidinol-phosphate phosphatase. Plant physiology. 2010 Mar; 152(3):1186-96. doi: 10.1104/pp.109.150805. [PMID: 20023146]
  • C Sengstag. Using SUC2-HIS4C reporter domain to study topology of membrane proteins in Saccharomyces cerevisiae. Methods in enzymology. 2000; 327(?):175-90. doi: 10.1016/s0076-6879(00)27275-3. [PMID: 11044982]
  • O A Badary. L-Histidinol attenuates Fanconi syndrome induced by ifosfamide in rats. Experimental nephrology. 1999 Jul; 7(4):323-7. doi: 10.1159/000020620. [PMID: 10450020]
  • O A Badary, M N Nagi, H A Al-Sawaf, M Al-Harbi, A M Al-Bekairi. Effect of L-histidinol on cisplatin nephrotoxicity in the rat. Nephron. 1997; 77(4):435-9. doi: 10.1159/000190321. [PMID: 9434066]
  • R C Warrington, W D Fang, L Zhang, M Shieh, M H Saier. L-histidinol selectively modulates daunomycin toxicity in normal and tumorigenic kidney epithelial cells. Anticancer research. 1996 Nov; 16(6B):3629-33. doi: . [PMID: 9042233]
  • R C Warrington, W D Fang, L Zhang, M Shieh, M H Saier. Mimetics of L-histidinol which selectively modulate daunomycin toxicity in normal and tumorigenic epithelial cells. Anticancer research. 1996 Nov; 16(6B):3635-9. doi: . [PMID: 9042234]
  • R C Warrington, W D Fang, L U Zhang. L-histidinol reverses resistance to cisplatinum and other antineoplastics in a tumorigenic epithelial cell line. Anticancer research. 1996 Nov; 16(6B):3641-6. doi: . [PMID: 9042235]
  • R G Hutson, M S Kilberg. Cloning of rat asparagine synthetase and specificity of the amino acid-dependent control of its mRNA content. The Biochemical journal. 1994 Dec; 304 ( Pt 3)(?):745-50. doi: 10.1042/bj3040745. [PMID: 7818476]
  • D Zaharko, J Plowman, W Waud, D Dykes, L Malspeis. L-histidinol: preclinical therapeutic studies in combination with antitumor agents and pharmacokinetic studies in mice. Cancer research. 1992 Jul; 52(13):3604-9. doi: . [PMID: 1617631]
  • J Nordenberg, L Wasserman, H Gutman, E Beery, A Novogrodsky. Growth inhibition and induction of phenotypic alterations by L-histidinol in B16 mouse melanoma cells. Cancer letters. 1989 Oct; 47(3):193-7. doi: 10.1016/0304-3835(89)90090-6. [PMID: 2576843]
  • R C Warrington, W D Fang. Reversal of the multidrug-resistant phenotype of Chinese hamster ovary cells by L-histidinol. Journal of the National Cancer Institute. 1989 May; 81(10):798-803. doi: 10.1093/jnci/81.10.798. [PMID: 2716073]
  • E M Newman, D W Nierenberg, D V Santi. Selective killing of transformed cells by methotrexate with histidine deprivation or with alpha-amino alcohols. Cancer research. 1983 Oct; 43(10):4703-8. doi: . [PMID: 6883328]
  • A Yen, R C Warrington, A B Pardee. Serum-stimulated 3T3 cells undertake a histidinol-sensitive process which G1 cells do not. Experimental cell research. 1978 Jul; 114(2):458-62. doi: 10.1016/0014-4827(78)90509-8. [PMID: 679996]
  • R C Warrington, R Hechtman. The histidine analogue L-histidinol arrests the growth of BALB/3T3 cells in G0. Cell biology international reports. 1977 Nov; 1(6):571-9. doi: 10.1016/0309-1651(77)90096-0. [PMID: 610886]
  • G T Lee, D L Engelhardt. Protein metabolism during growth of Vero Cells. Journal of cellular physiology. 1977 Aug; 92(2):293-301. doi: 10.1002/jcp.1040920218. [PMID: 881437]