Cyclohexanone (BioDeep_00000004423)

 

Secondary id: BioDeep_00000860032, BioDeep_00001867682

human metabolite Endogenous natural product


代谢物信息卡片


Cyclohexanone homopolymer

化学式: C6H10O (98.0732)
中文名称: 聚环己酮, 环己酮
谱图信息: 最多检出来源 Homo sapiens(plant) 12.34%

分子结构信息

SMILES: C1CCC(=O)CC1
InChI: InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2

描述信息

Cyclohexanone is a food flavourant. Present in various plant spp. e.g. Cistus ladaniferus (labdanum). Cyclohexanone is a colorless oily liquid with an odor resembling acetone and peppermint. Cyclohexanone is occasionally found as a volatile component of human urine. Biological fluids such as blood and urine have been shown to contain a large number of components, some of them volatiles (low boiling point) apparently present in all individuals, while others such are much more variable. In some cases differences up to an order of magnitude are observed. Although some of these changes may have dietary origins, others seem to be characteristic of the individual. Cyclohexanone is obtained through oxidation of cyclohexane or dehydrogenation of phenol. Approx. 95\\% of its manuf. is used for the production of nylon. Information on toxicity to human beings is fragmentary. Acute exposure is characterized by irritation of the eyes, nose, and throat. In two persons, drowsiness and renal impairment were found; Like cyclohexanol, cyclohexanone is not carcinogenic and is only moderately toxic, with a TLV of 25 ppm for the vapor. It is an irritant.; The great majority of cyclohexanone is consumed in the production of precursors to Nylon 66 and Nylon 6. About half of the worlds supply is converted to adipic acid, one of two precursors for nylon 66. For this application, the KA oil (see above) is oxidized with nitric acid. The other half of the cyclohexanone supply is converted to the oxime. In the presence of sulfuric acid catalyst, the oxime rearranges to caprolactam, a precursor to nylon 6:; however, there were embryotoxic effects and influence on reproduction Cyclohexanone is well absorbed through the skin, respiratory tract, and alimentary tract. The main metabolic pathway leads to cyclohexanol, which is excreted in urine coupled with glucuronic acid. A high correlation was found between the concentration of cyclohexanone in the working environment and its concentration in urine. Cyclohexanone is formed from the hydrocarbons cyclohexane and 1-, 2-, and 3-hexanol. A patients case report documents the development of anosmia (an olfactory disorder) and rhinitis caused by occupational exposure to organic solvents, including cyclohexanone (PMID: 10476412, 16925936, 16477465); however, these workers were also exposed to other compounds. Hepatic disorders were found in a group of workers exposed for over five years. In animals, cyclohexanone is characterized by relatively low acute toxicity (DL50 by intragastric administration is approx. 2 g/kg body wt.). Effects on the central nervous system (CNS) were found (narcosis), as well as irritation of the eyes and skin. Following multiple administration, effects were found in the CNS, liver, and kidneys as well as irritation of the conjunctiva. Mutagenic and genotoxic effects were found, but no teratogenic effects were detected
Cyclohexanone is a colorless oily liquid with an odor resembling acetone and peppermint. Cyclohexanone is occasionally found as a volatile component of human urine. Biological fluids such as blood and urine have been shown to contain a large number of components, some of them volatiles (low boiling point) apparently present in all individuals, while others such are much more variable. In some cases differences up to an order of magnitude are observed. Although some of these changes may have dietary origins, others seem to be characteristic of the individual. Cyclohexanone is obtained through oxidation of cyclohexane or dehydrogenation of phenol. Approx. 95\\% of its manufacturing is used for the production of nylon. Information on toxicity to human beings is fragmentary. Acute exposure is characterized by irritation of the eyes, nose, and throat. In two persons, drowsiness and renal impairment were found; however, these workers were also exposed to other compounds. Hepatic disorders were found in a group of workers exposed for over five years. In animals, cyclohexanone is characterized by relatively low acute toxicity (DL50 by intragastric administration is approximately 2 g/kg body wt.). Effects on the central nervous system (CNS) were found (narcosis), as well as irritation of the eyes and skin. Following multiple administration, effects were found in the CNS, liver, and kidneys as well as irritation of the conjunctiva. Mutagenic and genotoxic effects were found, but no teratogenic effects were detected; however, there were embryotoxic effects and influence on reproduction Cyclohexanone is well absorbed through the skin, respiratory tract, and alimentary tract. The main metabolic pathway leads to cyclohexanol, which is excreted in urine coupled with glucuronic acid. A high correlation was found between the concentration of cyclohexanone in the working environment and its concentration in urine. Cyclohexanone is formed from the hydrocarbons cyclohexane and 1-, 2-, and 3-hexanol. A patients case report documents the development of anosmia (an olfactory disorder) and rhinitis caused by occupational exposure to organic solvents, including cyclohexanone (PMID:10476412, 16925936, 16477465).

同义名列表

24 个代谢物同义名

Cyclohexanone homopolymer; Rcra waste number u057; Cyclohexanon(dutch); Ketohexamethylene; Polycyclohexanone; Cyclohexyl ketone; Ketocyclohexane; Pimelin ketone; Pimelic ketone; Oxocyclohexane; Cyclic ketone; CYCLOHEXANONE; Cykloheksanon; Cyclohexanon; Cicloesanone; Hytrol O; Hytrolo; Hexanon; Sextone; Nadone; Anone; ANON; Cyclohexanone; Cyclohexanone



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

44 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 11 AXIN2, CASP3, CASP7, CMA1, EGFR, MAPK14, MAPK8, MDM2, MSMP, PMP2, PTGS2
Peripheral membrane protein 3 ACHE, GORASP1, PTGS2
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 2 EGFR, PTGS2
Nucleus 9 ACHE, AXIN2, CASP3, CASP7, EGFR, MAPK14, MAPK8, MDM2, PMP2
cytosol 9 AXIN2, CASP3, CASP7, CMA1, LIPE, MAPK14, MAPK8, MDM2, PMP2
dendrite 1 C4A
centrosome 1 AXIN2
nucleoplasm 5 CASP3, CASP7, MAPK14, MAPK8, MDM2
Cell membrane 6 ACHE, EGFR, LIPE, TNF, TRPA1, TRPV1
Cytoplasmic side 1 GORASP1
ruffle membrane 1 EGFR
Cell projection, axon 1 C4A
Early endosome membrane 1 EGFR
Multi-pass membrane protein 2 TRPA1, TRPV1
Golgi apparatus membrane 1 GORASP1
Synapse 3 ACHE, C4A, MAPK8
cell junction 1 EGFR
cell surface 3 ACHE, EGFR, TNF
glutamatergic synapse 4 CASP3, EGFR, MAPK14, MDM2
Golgi apparatus 2 ACHE, GORASP1
Golgi membrane 2 EGFR, GORASP1
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 4 C4A, CASP3, TNF, TRPV1
Cytoplasm, cytosol 2 CASP7, LIPE
Lysosome 1 GAA
endosome 1 EGFR
plasma membrane 10 ACHE, AXIN2, BCHE, C4A, EGFR, GAA, MDM2, TNF, TRPA1, TRPV1
Membrane 6 ACHE, EGFR, GAA, LIPE, TRPA1, TRPV1
apical plasma membrane 1 EGFR
axon 2 C4A, MAPK8
basolateral plasma membrane 1 EGFR
caveola 2 LIPE, PTGS2
extracellular exosome 3 C4A, GAA, PMP2
Lysosome membrane 1 GAA
endoplasmic reticulum 1 PTGS2
extracellular space 8 ACHE, BCHE, C4A, CASP7, CMA1, EGFR, MSMP, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, EGFR
mitochondrion 1 MAPK14
protein-containing complex 3 EGFR, MDM2, PTGS2
intracellular membrane-bounded organelle 2 CMA1, GAA
Microsome membrane 1 PTGS2
postsynaptic density 2 CASP3, MDM2
Single-pass type I membrane protein 1 EGFR
Secreted 5 ACHE, BCHE, C4A, GAA, MSMP
extracellular region 7 ACHE, BCHE, C4A, CMA1, GAA, MAPK14, TNF
Extracellular side 1 ACHE
nuclear membrane 1 EGFR
external side of plasma membrane 2 TNF, TRPV1
beta-catenin destruction complex 1 AXIN2
nucleolus 1 MDM2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 TRPV1
Membrane raft 2 EGFR, TNF
focal adhesion 1 EGFR
GABA-ergic synapse 1 TRPV1
cis-Golgi network 1 GORASP1
basement membrane 1 ACHE
intracellular vesicle 1 EGFR
collagen-containing extracellular matrix 1 CMA1
secretory granule 1 CMA1
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Postsynaptic cell membrane 1 TRPV1
receptor complex 1 EGFR
Cell projection, neuron projection 1 TRPV1
neuron projection 1 PTGS2
stereocilium bundle 1 TRPA1
phagocytic cup 1 TNF
cytoplasmic ribonucleoprotein granule 1 CMA1
Secreted, extracellular space 1 CASP7
Nucleus, nucleolus 1 MDM2
spindle pole 1 MAPK14
blood microparticle 2 BCHE, C4A
Lipid-anchor, GPI-anchor 1 ACHE
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Nucleus, nucleoplasm 1 MDM2
Cell projection, dendrite 1 C4A
tertiary granule membrane 1 GAA
side of membrane 1 ACHE
myelin sheath 1 PMP2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 3 BCHE, C4A, PTGS2
transcription repressor complex 1 MDM2
endocytic vesicle membrane 1 MDM2
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 EGFR
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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