12(R)-HPETE (BioDeep_00000014527)
Secondary id: BioDeep_00001872152
human metabolite Endogenous
代谢物信息卡片
化学式: C20H32O4 (336.2300472)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(feces) 3.57%
分子结构信息
SMILES: C(/C/C=C\CCCC(=O)O)=C/C=C/[C@H](OO)C/C=C\CCCCC
InChI: InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m1/s1
描述信息
12(R)-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. The epidermal lipoxygenases 12R-LOX and eLOX3 act in sequence to convert arachidonic acid via 12(R)-HPETE to 12(R)-HETE and the corresponding epoxyalcohol, 8(R)-hydroxy-11(R),12(R)-epoxyeicosatrienoic acid. The epidermal lipoxygenases 12R-LOX and eLOX3 are the gene products of ALOX12B and ALOXE3. Mutations in ALOXE3 or ALOX12B have been found in families with autosomal-recessive congenital ichthyosis (ARCI). ARCI is a clinically and genetically heterogeneous group of severe hereditary keratinization disorders characterized by intense scaling of the whole integument, and differences in color and shape, often associated with erythema. Mutations in ALOXE3 and ALOX12B on chromosome 17p13, which code for two different epidermal lipoxygenases, were found in patients with ichthyosiform erythroderma. Genetic studies indicated that 12R-lipoxygenase (12R-LOX) or epidermal lipoxygenase-3 (eLOX3) was mutated in six families affected by non-bullous congenital ichthyosiform erythroderma (NCIE), one of the main clinical forms of ichthyosis. (PMID: 16116617, 15629692).
12(R)-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. The epidermal lipoxygenases 12R-LOX and eLOX3 act in sequence to convert arachidonic acid via 12(R)-HPETE to 12(R)-HETE and the corresponding epoxyalcohol, 8(R)-hydroxy-11(R),12(R)-epoxyeicosatrienoic acid.
同义名列表
12 个代谢物同义名
(5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,12R,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid; (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoate; (5Z,8Z,10E,14Z)-(12R)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate; 12R-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid; 12R-Hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoate; 12R-Hydroperoxyeicosatetraenoic acid; 12R-Hydroperoxyeicosatetraenoate; 12(R)-HPETE; FA 20:4;O2; 12R-HpETE
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:34145
- KEGG: C14812
- PubChem: 9548885
- HMDB: HMDB0004692
- Metlin: METLIN36322
- LipidMAPS: LMFA03060070
- foodb: FDB023408
- chemspider: 7827808
- CAS: 126873-49-2
- PubChem: 17395810
- NIKKAJI: J1.936.474G
分类词条
相关代谢途径
BioCyc(0)
PlantCyc(0)
代谢反应
125 个相关的代谢反应过程信息。
Reactome(78)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
H+ + LTHSOL + Oxygen + TPNH ⟶ 7-dehydroCHOL + H2O + TPN
- Fatty acid metabolism:
Ac-CoA + H2O ⟶ CH3COO- + CoA-SH
- Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4
- Synthesis of 12-eicosatetraenoic acid derivatives:
AA + Oxygen ⟶ 12R-HpETE
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
H+ + LTHSOL + Oxygen + TPNH ⟶ 7-dehydroCHOL + H2O + TPN
- Fatty acid metabolism:
Ac-CoA + H2O ⟶ CH3COO- + CoA-SH
- Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4
- Synthesis of 12-eicosatetraenoic acid derivatives:
AA + Oxygen ⟶ 12R-HpETE
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12R-HpETE + GSH ⟶ 12R-HETE + GSSG + H2O
- Synthesis of 12-eicosatetraenoic acid derivatives:
12R-HpETE + GSH ⟶ 12R-HETE + GSSG + H2O
- Synthesis of 12-eicosatetraenoic acid derivatives:
12R-HpETE + GSH ⟶ 12R-HETE + GSSG + H2O
- Synthesis of 12-eicosatetraenoic acid derivatives:
12R-HpETE + GSH ⟶ 12R-HETE + GSSG + H2O
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Metabolism of lipids:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Arachidonic acid metabolism:
H2O + leukotriene A4 ⟶ leukotriene B4
- Synthesis of 12-eicosatetraenoic acid derivatives:
AA + Oxygen ⟶ 12R-HpETE
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
prostaglandin H2 ⟶ prostaglandin E2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
H2O + lysoPC ⟶ GPCho + LCFA(-)
- Fatty acid metabolism:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Arachidonic acid metabolism:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Metabolism of lipids:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Fatty acid metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of lipids:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Fatty acid metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Arachidonic acid metabolism:
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
- Synthesis of 12-eicosatetraenoic acid derivatives:
12S-HpETE + GSH ⟶ 12S-HETE + GSSG + H2O
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(46)
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Piroxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Acetylsalicylic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Etodolac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ketoprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ibuprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Rofecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Diclofenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Sulindac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Celecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ketorolac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Suprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Bromfenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Indomethacin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Mefenamic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Oxaprozin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Nabumetone Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Naproxen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Diflunisal Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Meloxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Valdecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Antipyrine Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Antrafenine Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Carprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Etoricoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Fenoprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Flurbiprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Magnesium Salicylate Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Lumiracoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Lornoxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Phenylbutazone Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Nepafenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Trisalicylate-Choline Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tolmetin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tiaprofenic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tenoxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salsalate Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salicylate-Sodium Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salicylic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Acetaminophen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
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
- Xiao Wu, Yanfang Wang, Yunzi Sun. Molecular characterization, expression analysis and association study with immune traits of porcine PSMB6 gene.
Molecular biology reports.
2011 Nov; 38(8):5465-70. doi:
10.1007/s11033-011-0866-3
. [PMID: 21604174]