2-Hexenal (BioDeep_00000000697)

 

Secondary id: BioDeep_00000179761, BioDeep_00000400207, BioDeep_00000861632

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin


代谢物信息卡片


InChI=1/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+

化学式: C6H10O (98.0732)
中文名称: 反式-2-己烯醛, 2-己烯醛, 2-已烯醛
谱图信息: 最多检出来源 Homo sapiens(blood) 28.33%

分子结构信息

SMILES: CCC/C=C/C([H])=O
InChI: InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3

描述信息

(2E)-hexenal is a 2-hexenal in which the olefinic double bond has E configuration. It occurs naturally in a wide range of fruits, vegetables, and spices. It has a role as a flavouring agent, an antibacterial agent and a plant metabolite.
2-Hexenal is a natural product found in Lonicera japonica, Origanum sipyleum, and other organisms with data available.
2-Hexenal is a uremic toxin. Uremic toxins can be subdivided into three major groups based upon their chemical and physical characteristics: 1) small, water-soluble, non-protein-bound compounds, such as urea; 2) small, lipid-soluble and/or protein-bound compounds, such as the phenols and 3) larger so-called middle-molecules, such as beta2-microglobulin. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. 2-Hexenal is found in allspice. 2-Hexenal is used in perfumery and flavourings. 2-Hexenal belongs to the family of Medium-chain Aldehydes. These are An aldehyde with a chain length containing between 6 and 12 carbon atoms.
2-Hexenal (CAS: 505-57-7), also known as 2-hexenaldehyde or 3-propylacrolein, belongs to the class of organic compounds known as medium-chain aldehydes. These are aldehydes with a chain length containing between 6 and 12 carbon atoms. Thus, 2-hexenal is considered to be a fatty aldehyde lipid molecule. Outside of the human body, 2-hexenal is found, on average, in the highest concentration within a few different foods, such as corn, tea, and bilberries. 2-Hexenal has also been detected, but not quantified in, several different foods, such as common wheat, ginkgo nuts, spearmints, sunflowers, and watermelons. This could make 2-hexenal a potential biomarker for the consumption of these foods. (E)-2-Hexenal is found in allspice. It is used in perfumery and flavouring. (E)-2-Hexenal has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D006993 - Hypnotics and Sedatives
D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018757 - GABA Modulators
Acquisition and generation of the data is financially supported in part by CREST/JST.
Trans-?2-?Hexenal can be used for the determination of low-molecular-weight carbonyl compounds which are reactive with biological nucleophiles in biological samples[1].
Trans-?2-?Hexenal can be used for the determination of low-molecular-weight carbonyl compounds which are reactive with biological nucleophiles in biological samples[1].

同义名列表

75 个代谢物同义名

InChI=1/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+; 4-01-00-03468 (Beilstein Handbook Reference); 3-01-00-02993 (Beilstein Handbook Reference); trans-2-Hexenal (leaf aldehyde) (natural); trans-2-Hexen-1-al, analytical standard; trans-2-Hexen-1-al, natural, >=95\\%, FG; trans-2-Hexen-1-al, >=95\\%, FCC, FG; trans-2-Hexenal (leaf aldehyde); .ALPHA.-.BETA.-HEXYLENEALDEHYDE; alpha,beta-Hexylenaldehyde; MBDOYVRWFFCFHM-SNAWJCMRSA-; alpha.beta-Hexylenaldehyd; trans-2-Hexen-1-al, 98\\%; trans-2-Hexenyl Aldehyde; (E)-2-HEXEN-1-AL [FCC]; trans-3-Propylacrolein; .BETA.-PROPYL ACROLEIN; trans-2-Hexenal, 96\\%; beta-Propyl acrolein; beta-Propylacrolein; GREEN LEAF ALDEHYDE; 2-hexenal, Z-isomer; Α,β-hexylenaldehyde; trans-2-Hexenal-D2; trans-2-Hexen-1-al; Hexylenic aldehyde; trans-2-Hexenal-D4; Β-propyl acrolein; 3-propyl acrolein; b-Propyl acrolein; 3-propyl-acrolein; Trans-​2-​Hexenal; Trans-?2-?Hexenal; 2-HEXENAL, TRANS-; 3-Propylacrolein; trans-Hex-2-enal; Β-propylacrolein; b-Propylacrolein; 2-HEXENAL [FHFI]; 2-Hexenal, (2E)-; (E)-2-hexen-1-al; UNII-69JX3AIR1I; (E)-hex--2-enal; 2-trans-Hexenal; Trans-2-Hexenal; hexen-2-en-1-al; 2-hexenaldehyde; (2E)-hex-2-enal; trans-2 hexenal; 4-Hexenal,(4E)-; 2-Hexenal, (E)-; (2E)-2-Hexenal; Trans-2-exenal; n-C3H7CH=CHCHO; (E)-Hex-2-enal; (E)-2-HEXENAL; Leaf aldehyde; hex-2-en-1-al; Hexenal, (E)-; Tox21_201286; 2-hexenal, E; 2-Hexen-1-al; (2e)-hexenal; Tox21_303390; Hex-2-enal; 69JX3AIR1I; hexen-2-al; 2-Hexenal; AI3-24649; AI3-35157; FAL 6:1; Hexenal; (E)-2-Hexenal; 2-Hexenal; 2-Hexenal



数据库引用编号

29 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(1)

代谢反应

241 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(5)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(236)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

40 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 12 ADH5, ALB, ALDH1A1, ARHGAP45, CAPN1, CAT, CYP1A1, ELANE, HPGDS, KEAP1, PA2G4, SOD1
Peripheral membrane protein 1 CYP1A1
Endoplasmic reticulum membrane 1 CYP1A1
Mitochondrion membrane 1 MAOA
Nucleus 7 ALB, CBX4, GABPA, KEAP1, PA2G4, PBK, SOD1
cytosol 12 ADH5, ALB, ALDH1A1, ARHGAP45, CAPN1, CAT, ELANE, HPGDS, KEAP1, MAOA, MB, SOD1
nuclear body 1 CBX4
phagocytic vesicle 1 ELANE
centrosome 1 ALB
nucleoplasm 5 CBX4, GABPA, HPGDS, KEAP1, SOD1
Cell membrane 1 CAPN1
Cytoplasmic side 1 MAOA
ruffle membrane 1 ARHGAP45
Cell projection, axon 1 ALDH1A1
Synapse 1 ALDH1A1
cell surface 1 ELANE
Golgi apparatus 2 ALB, ATRN
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 1 SOD1
Cytoplasm, cytosol 1 ALDH1A1
Lysosome 1 CAPN1
plasma membrane 3 ARHGAP45, ATRN, CAPN1
Membrane 5 ARHGAP45, CAPN1, CAT, MAOA, PA2G4
axon 1 ALDH1A1
extracellular exosome 10 ADH5, ALB, ALDH1A1, ATRN, CAPN1, CAT, ELANE, MB, PA2G4, SOD1
endoplasmic reticulum 2 ALB, KEAP1
extracellular space 4 ALB, ATRN, ELANE, SOD1
mitochondrion 6 ADH5, CAPN1, CAT, CYP1A1, MAOA, SOD1
protein-containing complex 3 ALB, CAT, SOD1
intracellular membrane-bounded organelle 3 CAT, CYP1A1, HPGDS
Microsome membrane 1 CYP1A1
Single-pass type I membrane protein 1 ATRN
Secreted 1 ALB
extracellular region 7 ALB, ARHGAP45, CAPN1, CAT, ELANE, PA2G4, SOD1
Mitochondrion outer membrane 1 MAOA
Single-pass membrane protein 1 MAOA
mitochondrial outer membrane 1 MAOA
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 2 CAT, SOD1
anchoring junction 1 ALB
centriolar satellite 1 KEAP1
cytoplasmic vesicle 1 SOD1
nucleolus 1 PA2G4
axon cytoplasm 1 SOD1
midbody 1 KEAP1
sarcoplasm 1 MB
Cell projection, ruffle membrane 1 ARHGAP45
Mitochondrion inner membrane 1 CYP1A1
focal adhesion 2 CAPN1, CAT
Peroxisome 2 CAT, SOD1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
mitochondrial intermembrane space 1 SOD1
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
nuclear speck 1 CBX4
dendrite cytoplasm 1 SOD1
ciliary basal body 1 ALB
chromatin 1 GABPA
centriole 1 ALB
Nucleus, nucleolus 1 PA2G4
spindle pole 1 ALB
actin filament 1 KEAP1
blood microparticle 1 ALB
[Isoform 3]: Secreted 1 ATRN
Cul3-RING ubiquitin ligase complex 1 KEAP1
Cornified envelope 1 CAPN1
Nucleus speckle 1 CBX4
[Isoform 1]: Cytoplasm 1 PA2G4
ficolin-1-rich granule lumen 2 CAPN1, CAT
secretory granule lumen 2 ARHGAP45, CAT
endoplasmic reticulum lumen 1 ALB
transcription repressor complex 1 ELANE
PcG protein complex 1 CBX4
PRC1 complex 1 CBX4
platelet alpha granule lumen 1 ALB
specific granule lumen 1 ELANE
azurophil granule lumen 3 ARHGAP45, ELANE, PA2G4
Single-pass type IV membrane protein 1 MAOA
[Isoform 2]: Cytoplasm 1 PA2G4
ribonucleoprotein complex 1 PA2G4
[Isoform 1]: Cell membrane 1 ATRN
Cytoplasmic vesicle, phagosome 1 ELANE
Cytoplasm, sarcoplasm 1 MB
catalase complex 1 CAT
inclusion body 1 KEAP1
calpain complex 1 CAPN1
ciliary transition fiber 1 ALB


文献列表

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  • Xin Hao, Shuyao Wang, Yu Fu, Yahui Liu, Hongyu Shen, Libo Jiang, Eric S McLamore, Yingbai Shen. The WRKY46-MYC2 module plays a critical role in E-2-hexenal-induced anti-herbivore responses by promoting flavonoid accumulation. Plant communications. 2024 Feb; 5(2):100734. doi: 10.1016/j.xplc.2023.100734. [PMID: 37859344]
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  • Serkan Selli, Rosa Perestrelo, Hasim Kelebek, Onur Sevindik, Fabiano Travaglia, Jean Daniel Coïsson, José S Câmara, Matteo Bordiga. Impact of Japanese beetles (Popillia japonica Newman) on the chemical composition of two grape varieties (Nebbiolo and Erbaluce) grown in Italy. Food research international (Ottawa, Ont.). 2023 Mar; 165(?):112575. doi: 10.1016/j.foodres.2023.112575. [PMID: 36869554]
  • Jihong Zhang, Quanwu Liang, Yuqiong Li, Zhiping Deng, Ge Song, Haihua Wang, Mingli Yan, Xuewen Wang. Integrated transcriptome and metabolome analyses shed light on the defense mechanisms in tomato plants after (E)-2-hexenal fumigation. Genomics. 2023 Feb; 115(2):110592. doi: 10.1016/j.ygeno.2023.110592. [PMID: 36854356]
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  • Guo-Zhi Ji, Xiao-Min Li, Yang Dong, Yu-Dong Shi. Composition, formation mechanism, and removal method of off-odor in soymilk products. Journal of food science. 2022 Dec; 87(12):5175-5190. doi: 10.1111/1750-3841.16370. [PMID: 36353794]
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  • Qinghua Wang, Fan Gao, Xuexue Chen, Wenjiang Wu, Lei Wang, Jiangli Shi, Yun Huang, Yuanyue Shen, Guoliang Wu, Jiaxuan Guo. Characterization of key aroma compounds and regulation mechanism of aroma formation in local Binzi (Malus pumila × Malus asiatica) fruit. BMC plant biology. 2022 Nov; 22(1):532. doi: 10.1186/s12870-022-03896-z. [PMID: 36380276]
  • Dariusz Piesik, Jan Bocianowski, Karol Kotwica, Grzegorz Lemańczyk, Magdalena Piesik, Veronika Ruzsanyi, Chris A Mayhew. Responses of Adult Hypera rumicis L. to Synthetic Plant Volatile Blends. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196290. [PMID: 36234827]
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