L-Malic acid (BioDeep_00000400034)

Main id: BioDeep_00000001660

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


(2S)-2-hydroxybutanedioic acid

  化学式: C4H6O5 (134.0215)
中文名称: L-苹果酸, （2S）-2-羟基丁二酸
  谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C(C(=O)O)O)C(=O)O
InChI: InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1


描述信息

An optically active form of malic acid having (S)-configuration.
Occurs naturally in apples and various other fruits. Flavour enhancer, pH control agent. L-Malic acid is found in many foods, some of which are mulberry, black cabbage, european plum, and fig.
(S)-Malic acid ((S)-2-Hydroxysuccinic acid) is a dicarboxylic acid in naturally occurring form, contributes to the pleasantly sour taste of fruits and is used as a food additive.
(S)-Malic acid ((S)-2-Hydroxysuccinic acid) is a dicarboxylic acid in naturally occurring form, contributes to the pleasantly sour taste of fruits and is used as a food additive.

同义名列表

82 个代谢物同义名

(2S)-2-hydroxybutanedioic acid; (S)-Malic acid; L-Malic acid; (S)-Malate; S-(-)-Malate; (S)-Hydroxybutanedioic acid; (S)-E 296; S-(-)-Malic acid; S-2-Hydroxybutanedioate; S-2-Hydroxybutanedioic acid; (S)-Malate; UNII-J3TZF807X5; (2S)-2-Hydroxybutanedioic acid; (-)-(s)-hydroxybutanedioic acid; (-)-(S)-Malate; (-)-(S)-Malic acid; (-)-1-Hydroxy-1,2-ethanedicarboxylic acid; (-)-Hydroxybutanedioic Acid; (-)-Hydroxysuccinate; (-)-Hydroxysuccinic acid; (-)-L-Malic acid; (-)-Malic acid; (2S)-(-)-hydroxybutanedioic acid; (2s)-malic acid; (S)-(-)-2-Hydroxysuccinic acid; (S)-(-)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid; (S)-(-)-Hydroxysuccinate; (S)-(-)-Hydroxysuccinic acid; (S)-(-)-malic acid; (S)-2-hydroxysuccinic acid; (S)-2-hydroxysuccinicacid; (S)-hydroxy-Butanedioate; (S)-hydroxy-Butanedioic acid; (S)-Hydroxybutanedioate; (S)-Hydroxysuccinic acid; (S)-Malic acid (Standard); 2-Hydroxybutanedioic acid, (S)-; 2yfa; 35F9ECA9-BBE6-463D-BF3F-275FACC5D14E; 4elc; 4ipi; 4ipj; Apple acid; Butanedioic acid, 2-hydroxy-, (2S)-; Butanedioic acid, hydroxy-, (2S)-; hydron;(2S)-2-hydroxybutanedioate; Hydroxybutanedioic acid, (-)-; Hydroxybutanedioic acid, (S)-; Hydroxysuccinnic acid (-); J3TZF807X5; L-(-) malic acid; L-(-)-Apple Acid; L-(-)-Malic acid; L-(-)-Malic acid, >=95% (titration); L-(-)-Malic acid, 97%, optical purity ee: 99% (GLC); L-(-)-Malic acid, BioReagent, suitable for cell culture, suitable for insect cell culture; L-(-)-Malic acid, BioXtra, >=95%; L-(-)-Malic acid, certified reference material, TraceCERT(R); L-(-)-Malic acid, purum, >=99.0% (T); L-(-)-Malic acid, ReagentPlus(R), >=99%; L-(-)-Malic acid, SAJ special grade, >=99.0%; L-(-)-Malic acid, Vetec(TM) reagent grade, 97%; L-2-Hydroxybutanedioic acid; L-Apple acid; L-Hydroxybutanedioate; L-Hydroxybutanedioic acid; L-Hydroxysuccinate; L-Hydroxysuccinic acid; L-malate; L-MALIC ACID [FHFI]; L-MALIC ACID [WHO-DD]; L(-)-Malic acid; L(-)MALIC ACID; MALIC ACID [HSDB]; Malic acid L-(-)-form; MALIC ACID L-(-)-FORM [MI]; MALIC ACID, (L); Malic acid, L-; MALIC ACID, L- [II]; MALIC ACID, L-(II); MALIC ACID, L-[II]; malic-acid



数据库引用编号

19 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

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)

139 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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 CAT, FH, G6PD, MDH1, MDH2, ME1, PC, PKM, PRKX, SLC9A1
Peripheral membrane protein 3 CRAT, G6PD, HSD17B6
Nucleus 5 CS, FH, MDH2, PKM, PRKX
cytosol 8 CAT, CRAT, FH, G6PD, MDH1, ME1, PC, PKM
centrosome 1 MDH1
nucleoplasm 2 PRKX, SLC9A1
Cell membrane 1 SLC9A1
lamellipodium 1 SLC9A1
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 1 SLC9A1
cell surface 1 SLC9A1
Golgi apparatus 1 ATRN
Golgi membrane 1 INS
lysosomal membrane 1 GAA
mitochondrial inner membrane 2 ATP5ME, CRAT
Cytoplasm, cytosol 2 G6PD, MDH1
Lysosome 1 GAA
plasma membrane 5 ATRN, GAA, ME1, ME2, SLC9A1
Membrane 8 CAT, CS, G6PD, GAA, MDH2, ME1, ME2, SLC9A1
apical plasma membrane 1 SLC9A1
basolateral plasma membrane 1 SLC9A1
extracellular exosome 11 ATRN, CAT, CS, FH, G6PD, GAA, LYZ, MDH1, MDH2, PKM, SLC9A1
Lysosome membrane 1 GAA
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 CRAT, HSD17B6
extracellular space 4 ATRN, INS, LYZ, MDH1
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 SLC9A1
intercalated disc 1 SLC9A1
mitochondrion 11 ATP5ME, CAT, CRAT, CS, FH, MDH2, ME1, ME2, PC, PKM, SLC9A1
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 5 CAT, G6PD, GAA, HSD17B6, ME2
Microsome membrane 1 HSD17B6
Single-pass type I membrane protein 1 ATRN
Secreted 3 GAA, INS, PRB1
extracellular region 6 CAT, GAA, INS, LYZ, PKM, PRB1
cytoplasmic side of plasma membrane 1 G6PD
Single-pass membrane protein 2 ME1, ME2
[Isoform 2]: Secreted 1 ATRN
Mitochondrion matrix 4 CS, MDH2, ME2, PC
mitochondrial matrix 6 CAT, CS, FH, MDH2, ME2, PC
centriolar satellite 1 G6PD
Extracellular vesicle 1 PKM
T-tubule 1 SLC9A1
vesicle 1 PKM
Mitochondrion inner membrane 1 CRAT
Matrix side 1 CRAT
Membrane raft 1 SLC9A1
focal adhesion 2 CAT, SLC9A1
Peroxisome 2 CAT, CRAT
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, CRAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 PKM
cilium 1 PKM
Chromosome 1 FH
[Isoform 1]: Mitochondrion 1 CRAT
Basolateral cell membrane 1 SLC9A1
site of double-strand break 1 FH
[Isoform 3]: Secreted 1 ATRN
endosome lumen 1 INS
tertiary granule membrane 1 GAA
ficolin-1-rich granule lumen 2 CAT, PKM
secretory granule lumen 3 CAT, INS, PKM
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
transport vesicle 1 INS
azurophil granule membrane 1 GAA
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ficolin-1-rich granule membrane 1 GAA
[Isoform 1]: Cell membrane 1 ATRN
Rough endoplasmic reticulum 1 PKM
proton-transporting ATP synthase complex 1 ATP5ME
proton-transporting ATP synthase complex, coupling factor F(o) 1 ATP5ME
catalase complex 1 CAT
[Isoform Mitochondrial]: Mitochondrion 1 FH
[Isoform Cytoplasmic]: Cytoplasm, cytosol 1 FH
autolysosome lumen 1 GAA
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
cation-transporting ATPase complex 1 SLC9A1
[Isoform 2]: Peroxisome 1 CRAT


文献列表

  • Annika Lagemann, Andreas Dunkel, Thomas Hofmann. Activity-guided discovery of (S)-malic acid 1'-O-β-gentiobioside as an angiotensin I-converting enzyme inhibitor in lettuce (Lactuca sativa). Journal of agricultural and food chemistry. 2012 Jul; 60(29):7211-7. doi: 10.1021/jf3022157. [PMID: 22762370]
  • Ricardo Orozco-Solís, Rhowena J B Matos, Omar Guzmán-Quevedo, Sandra Lopes de Souza, Audrey Bihouée, Rémi Houlgatte, Raul Manhães de Castro, Francisco Bolaños-Jiménez. Nutritional programming in the rat is linked to long-lasting changes in nutrient sensing and energy homeostasis in the hypothalamus. PloS one. 2010 Oct; 5(10):e13537. doi: 10.1371/journal.pone.0013537. [PMID: 20975839]
  • Ivi C Tsantili, M Nazmul Karim, Maria I Klapa. Quantifying the metabolic capabilities of engineered Zymomonas mobilis using linear programming analysis. Microbial cell factories. 2007 Mar; 6(?):8. doi: 10.1186/1475-2859-6-8. [PMID: 17349037]
  • Christian M Zmasek, Sean R Eddy. RIO: analyzing proteomes by automated phylogenomics using resampled inference of orthologs. BMC bioinformatics. 2002 May; 3(?):14. doi: 10.1186/1471-2105-3-14. [PMID: 12028595]
  • L Accatino, F R Simon. Identification and characterization of a bile acid receptor in isolated liver surface membranes. The Journal of clinical investigation. 1976 Feb; 57(2):496-508. doi: 10.1172/jci108302. [PMID: 3520]
  • . . . . doi: . [PMID: 17334376]