N8-Acetylspermidine (BioDeep_00000001387)
Secondary id: BioDeep_00000405952
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite
代谢物信息卡片
化学式: C9H21N3O (187.1685)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(feces) 8.95%
分子结构信息
SMILES: CC(=O)NCCCCNCCCN
InChI: InChI=1S/C9H21N3O/c1-9(13)12-8-3-2-6-11-7-4-5-10/h11H,2-8,10H2,1H3,(H,12,13)
描述信息
N8-Acetylspermidine is a polyamine. The polyamines, found in virtually all living organisms, are a ubiquitous group of compounds that appear to play a vital role in many cellular processes involving nucleic acids including cell growth and differentiation. The polyamines, found in virtually all living organisms, are a ubiquitous group of compounds that appear to play a vital role in many cellular processes involving nucleic acids including cell growth and differentiation. Acetylation on the terminal nitrogen adjacent to the 4-carbon chain produces N8-acetylspermidine. This reaction is catalyzed by spermidine N8-acetyltransferase and does not result in the conversion of spermidine to putrescine but, instead, the product undergoes deacetylation. This acetyltransferase appears to be associated with chromatin in the cell nucleus and has been reported to be the same as (or related to) the enzyme(s) responsible for histone acetylation. N8-Acetylspermidine does not accumulate in tissues but rather appears to be rapidly deacetylated back to spermidine by a relatively specific cytosolic deacetylase, N8-acetylspermidine deacetylase. The function of this N8-acetylation/deacetylation pathway in cellular processes is not understood clearly, but several observations have suggested a role in cell growth and differentiation. (PMID: 12093478) [HMDB]
N8-Acetylspermidine is a polyamine. The polyamines, found in virtually all living organisms, are a ubiquitous group of compounds that appear to play a vital role in many cellular processes involving nucleic acids including cell growth and differentiation. Acetylation on the terminal nitrogen adjacent to the 4-carbon chain produces N8-acetylspermidine. This reaction is catalyzed by spermidine N8-acetyltransferase and does not result in the conversion of spermidine to putrescine. Instead, the product undergoes deacetylation. This acetyltransferase appears to be associated with chromatin in the cell nucleus and has been reported to be the same as (or related to) the enzyme(s) responsible for histone acetylation. N8-Acetylspermidine does not accumulate in tissues but rather appears to be rapidly deacetylated back to spermidine by a relatively specific cytosolic deacetylase, N8-acetylspermidine deacetylase. The function of this N8-acetylation/deacetylation pathway in cellular processes is not understood clearly, but several observations have suggested a role in cell growth and differentiation (PMID: 12093478).
KEIO_ID A112
同义名列表
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:27911
- KEGG: C01029
- PubChem: 123689
- HMDB: HMDB0002189
- Metlin: METLIN24072
- ChEMBL: CHEMBL78630
- MetaCyc: CPD-3462
- foodb: FDB022894
- chemspider: 110264
- CAS: 13431-24-8
- CAS: 34450-15-2
- MoNA: KO002272
- MoNA: KO002268
- MoNA: KO002270
- MoNA: KO002271
- MoNA: KO002269
- PMhub: MS000000426
- PubChem: 4273
- PDB-CCD: Q9C
- NIKKAJI: J362.759D
- RefMet: N8-Acetylspermidine
- KNApSAcK: 27911
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 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(2)
- S-Adenosyl-L-Methionine Biosynthesis:
5'-S-methyl-5'-thioadenosine + Water ⟶ 5-Methylthioribose + Adenine - S-Adenosyl-L-Methionine Biosynthesis:
5'-S-methyl-5'-thioadenosine + Water ⟶ 5-Methylthioribose + Adenine
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Lucia Abela, Luke Simmons, Katharina Steindl, Bernhard Schmitt, Massimo Mastrangelo, Pascal Joset, Mihaela Papuc, Heinrich Sticht, Alessandra Baumer, Lisa M Crowther, Déborah Mathis, Anita Rauch, Barbara Plecko. N(8)-acetylspermidine as a potential plasma biomarker for Snyder-Robinson syndrome identified by clinical metabolomics.
Journal of inherited metabolic disease.
2016 Jan; 39(1):131-7. doi:
10.1007/s10545-015-9876-y. [PMID: 26174906] - Ashley J Vargas, Erin L Ashbeck, Cynthia A Thomson, Eugene W Gerner, Patricia A Thompson. Dietary polyamine intake and polyamines measured in urine.
Nutrition and cancer.
2014; 66(7):1144-53. doi:
10.1080/01635581.2014.949801. [PMID: 25204413] - B L O'Brien, M Hankewych, D McCormick, R Jacoby, T A Brasitus, A G Halline. Urinary N1-acetylspermidine and N8-acetylspermidine excretion in normal humans and in patients with colorectal cancer.
Digestive diseases and sciences.
1995 Jun; 40(6):1269-74. doi:
10.1007/bf02065536. [PMID: 7781445] - C Löser, U R Fölsch, C Paprotny, W Creutzfeldt. Polyamines in colorectal cancer. Evaluation of polyamine concentrations in the colon tissue, serum, and urine of 50 patients with colorectal cancer.
Cancer.
1990 Feb; 65(4):958-66. doi:
10.1002/1097-0142(19900215)65:4<958::aid-cncr2820650423>3.0.co;2-z. [PMID: 2297664] - A G Halline, P K Dudeja, B A Lashner, T A Brasitus. Urinary excretion of N1-acetylspermidine and other acetylated and free polyamines in the 1,2-dimethylhydrazine model of experimental rat colon cancer.
Cancer research.
1989 Sep; 49(17):4721-3. doi:
. [PMID: 2758407] - J Blankenship, P E Marchant. Metabolism of N1-acetylspermidine and N8-acetylspermidine in rats.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1984 Oct; 177(1):180-7. doi:
10.3181/00379727-177-41930. [PMID: 6473353] - S Yamamoto, T Kobayashi, Y Suemoto, M Makita. An improved gas chromatographic method for the determination of urinary acetylpolyamines.
Chemical & pharmaceutical bulletin.
1984 May; 32(5):1878-84. doi:
10.1248/cpb.32.1878. [PMID: 6467469] - W J Hrushesky, J Merdink, M M Abdel-Monem. Circadian rhythmicity of polyamine urinary excretion.
Cancer research.
1983 Aug; 43(8):3944-7. doi:
NULL. [PMID: 6861156] - D H Russell, J D Ellingson, T P Davis. Analysis of polyamines and acetyl derivatives by a single automated amino acid analyzer technique.
Journal of chromatography.
1983 Apr; 273(2):263-74. doi:
10.1016/s0378-4347(00)80948-2. [PMID: 6863443] - C E Prussak, K Brendel. The formation of radiolabeled N1- and N8-acetylspermidine in various rat organs following [14C]spermidine administration.
The International journal of biochemistry.
1983; 15(7):899-905. doi:
10.1016/0020-711x(83)90165-9. [PMID: 6884566] - S Yamamoto, M Yokogawa, K Wakamatsu, H Kataoka, M Makita. Gas chromatographic method for the determination of urinary acetylpolyamines.
Journal of chromatography.
1982 Dec; 233(?):29-38. doi:
10.1016/s0378-4347(00)81728-4. [PMID: 7161341] - M M Abdel-Monem, J L Merdink, A Theologides. Urinary excretion of monoacetyl polyamines in patients with non-Hodgkin's lymphoma.
Cancer research.
1982 May; 42(5):2097-8. doi:
. [PMID: 7066912] - M M Abdel-Monem, J L Merdink. Determination of monoacetyldiamines and -polyamines in urine by high-performance liquid chromatography.
Journal of chromatography.
1981 Mar; 222(3):363-70. doi:
10.1016/s0378-4347(00)84136-5. [PMID: 7228946]
