Acetamidopropanal (BioDeep_00000012123)
Secondary id: BioDeep_00001869221
human metabolite Endogenous
代谢物信息卡片
化学式: C5H9NO2 (115.0633254)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(plant) 0.36%
分子结构信息
SMILES: CC(=O)NCCC=O
InChI: InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)
描述信息
Acetamidopropanal is associated with urea cycle and metabolism of arginine, proline, glutamate, aspartate and asparagine. Induction of SSAT typically gives rise to growth inhibition or apoptosis, depending upon the cell type and the extent of enzyme overexpression. In such experiments, growth inhibition has been closely linked to depletion of intracellular polyamine pools ( 12) and disturbances in polyamine metabolism ( 13), whereas apoptosis has been associated with downstream events emanating from polyamine oxidase-mediated oxidation of acetylated polyamines and the associated release of oxidatively reactive by-products such as hydrogen peroxide and the aldehyde, 3-acetamidopropanal.
Acetamidopropanal, also known as N-(3-oxopropyl)acetamide or 3aap, is a member of the class of compounds known as alpha-hydrogen aldehydes. Alpha-hydrogen aldehydes are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Acetamidopropanal is soluble (in water) and a very weakly acidic compound (based on its pKa). Acetamidopropanal can be found in a number of food items such as passion fruit, cloves, irish moss, and calabash, which makes acetamidopropanal a potential biomarker for the consumption of these food products. Acetamidopropanal exists in all living organisms, ranging from bacteria to humans.
同义名列表
4 个代谢物同义名
N-(3-Oxopropyl)acetamide; 3-acetamidopropanal; Acetamidopropanal; 3AAP
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:30322
- KEGG: C18170
- PubChem: 5460495
- HMDB: HMDB0012880
- Metlin: METLIN72070
- MetaCyc: CPD-10687
- foodb: FDB030406
- chemspider: 4574010
- CAS: 73323-68-9
- PMhub: MS000026411
- PubChem: 96024386
- RefMet: Acetamidopropanal
分类词条
相关代谢途径
Reactome(8)
BioCyc(0)
PlantCyc(0)
代谢反应
137 个相关的代谢反应过程信息。
Reactome(109)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
GAA + SAM ⟶ CRET + H+ + SAH
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPN + Oxygen ⟶ 3AAPNAL + H2O2 + SPM
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
GAA + SAM ⟶ CRET + H+ + SAH
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
GAA + SAM ⟶ CRET + H+ + SAH
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Amine Oxidase reactions:
5HT + H2O + Oxygen ⟶ 5HIALD + H2O2 + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
AGM + H2O ⟶ Putrescine + Urea
- Interconversion of polyamines:
Ac-CoA + SPN ⟶ CoA-SH + NASPN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
5HT + H2O + Oxygen ⟶ 5HIALD + H2O2 + ammonia
- PAOs oxidise polyamines to amines:
H2O + Oxygen + SPN ⟶ 3APAL + H2O2 + SPM
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + Oxygen + SPN ⟶ 3APAL + H2O2 + SPM
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
5HT + H2O + Oxygen ⟶ 5HIALD + H2O2 + ammonia
- PAOs oxidise polyamines to amines:
H2O + Oxygen + SPN ⟶ 3APAL + H2O2 + SPM
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
H2O + Oxygen + TYR ⟶ H2O2 + HPHAC + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Phase I - Functionalization of compounds:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Amine Oxidase reactions:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN
- Amine Oxidase reactions:
H2O + Oxygen + TYR ⟶ H2O2 + HPHAC + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
H2O + Oxygen + TYR ⟶ H2O2 + HPHAC + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
5HT + H2O + Oxygen ⟶ 5HIALD + H2O2 + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
H2O + Oxygen + TYR ⟶ H2O2 + HPHAC + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of polyamines:
L-Arg ⟶ AGM + carbon dioxide
- Interconversion of polyamines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Amine Oxidase reactions:
H2O + Oxygen + TYR ⟶ H2O2 + HPHAC + ammonia
- PAOs oxidise polyamines to amines:
H2O + NASPM + Oxygen ⟶ 3AAPNAL + H2O2 + PTCN
BioCyc(4)
- spermine and spermidine degradation I:
N1-acetylspermidine + H2O + O2 ⟶ 3-acetamidopropanal + hydrogen peroxide + putrescine
- spermine and spermidine degradation I:
H2O + O2 + spermine ⟶ 3-aminopropanal + hydrogen peroxide + spermidine
- spermine and spermidine degradation I:
N1-acetylspermidine + H2O + O2 ⟶ 3-acetamidopropanal + hydrogen peroxide + putrescine
- spermine and spermidine degradation I:
N1-acetylspermidine + H2O + O2 ⟶ 3-acetamidopropanal + hydrogen peroxide + putrescine
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(24)
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
- spermine and spermidine degradation I:
acetyl-CoA + spermine ⟶ N1-acetylspermine + H+ + coenzyme A
COVID-19 Disease Map(0)
PathBank(0)
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
- Ikumi Ishii, Yoshihiko Ikeguchi, Hiroshi Mano, Masahiro Wada, Anthony E Pegg, Akira Shirahata. Polyamine metabolism is involved in adipogenesis of 3T3-L1 cells.
Amino acids.
2012 Feb; 42(2-3):619-26. doi:
10.1007/s00726-011-1037-5
. [PMID: 21809076] - Kuniyasu Soda. The mechanisms by which polyamines accelerate tumor spread.
Journal of experimental & clinical cancer research : CR.
2011 Oct; 30(?):95. doi:
10.1186/1756-9966-30-95
. [PMID: 21988863] - Tianyun Wu, Victoria Yankovskaya, William S McIntire. Cloning, sequencing, and heterologous expression of the murine peroxisomal flavoprotein, N1-acetylated polyamine oxidase.
The Journal of biological chemistry.
2003 Jun; 278(23):20514-25. doi:
10.1074/jbc.m302149200
. [PMID: 12660232] - V Pavlov, P Kong Thoo Lin, V Rodilla. Biochemical effects and growth inhibition in MCF-7 cells caused by novel sulphonamido oxa-polyamine derivatives.
Cellular and molecular life sciences : CMLS.
2002 Apr; 59(4):715-23. doi:
10.1007/s00018-002-8460-4
. [PMID: 12022477]