12-HHTrE (BioDeep_00000004028)
Secondary id: BioDeep_00000172682, BioDeep_00001868670
human metabolite Endogenous blood metabolite
代谢物信息卡片
12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoic acid anion
化学式: C17H28O3 (280.2038)
中文名称: 12-羟基-十七碳三烯酸
谱图信息:
最多检出来源 Homo sapiens(blood) 37.89%
Reviewed
Last reviewed on 2024-09-14.
Cite this Page
12-HHTrE. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/12-hhtre (retrieved
2024-12-27) (BioDeep RN: BioDeep_00000004028). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCCC(C=CC=CCC=CCCCC(=O)O)O
InChI: InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)/b7-5-,8-6+,14-11+/t16-/m0/s1
描述信息
12(S)-HHTrE is an unusual product of the cyclooxygenase (COX) pathway and one of the primary arachidonic acid metabolites of the human platelet.1 It is biosynthesized by thromboxane (TX) synthesis from prostaglandin H2 (PGH2) concurrently with TXA2. The biological role of 12(S)-HHTrE is uncertain. It is avidly oxidized to 12-oxoHTrE by porcine 15-hydroxy PGDH. [HMDB]
12(S)-HHTrE is an unusual product of the cyclooxygenase (COX) pathway and one of the primary arachidonic acid metabolites of the human platelet.1 It is biosynthesized by thromboxane (TX) synthesis from prostaglandin H2 (PGH2) concurrently with TXA2. The biological role of 12(S)-HHTrE is uncertain. It is avidly oxidized to 12-oxoHTrE by porcine 15-hydroxy PGDH.
同义名列表
25 个代谢物同义名
12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoic acid anion; 12-Hydroxy-5,8,10-heptadecatrienoic acid, (S)-(Z,e,e)-isomer; 12-Hydroxy-5,8,10-heptadecatrienoic acid, (S)-(e,Z,Z)-isomer; (5Z,8E,10E,12S)-12-hydroxyheptadeca-5,8,10-trienoic acid; (12S,5Z,8E,10E)-12-Hydroxy-5,8,10-heptadecatrienoic acid; 12-Hydroxy-5,8,10-heptadecatrienoic acid, (e,Z,Z)-isomer; 12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoic acid; (12S,5Z,8E,10E)-12-Hydroxy-5,8,10-heptadecatrienoate; 12-Hydroxy-5,8,10-heptadecatrienoic acid, (S)-isomer; 12(S)-Hydroxy-(5Z,8Z,10E)-heptadeca-5,8,10-trienoate; 12S-hydroxy-5Z,8E,10E-heptadecatrienoic acid; 12-L-Hydroxy-5,8,10-heptadecatrienoic acid; 12-hydroxy-5,8,10-heptadecatrienoic acid; 12S-Hydroxy-5Z,8E,10E-heptadecatrienoate; 12-hydroxyheptadeca-5,8,10-trienoic acid; Hydroxyheptadecatrienoic acid anion; 12-Hydroxyheptadecatrienoic acid; Hydroxyheptadecatrienoic acid; 12-Hydroxyheptadecatrienoate; Hydroxyheptadecatrienoate; Hydroxyheptadecatrienate; 12-HHTrE; 12S-HHT; 12-HHT; HHT
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:63977
- KEGG: C20388
- PubChem: 5283141
- PubChem: 1414
- HMDB: HMDB0012535
- ChEMBL: CHEMBL4632597
- foodb: FDB029115
- chemspider: 4446265
- CAS: 54397-84-1
- PMhub: MS000014735
- PubChem: 163312126
- RefMet: Hydroxyheptadecatrienoic acid
分类词条
相关代谢途径
Reactome(5)
BioCyc(0)
PlantCyc(0)
代谢反应
51 个相关的代谢反应过程信息。
Reactome(50)
- 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + TPNH + prostaglandin D2 ⟶ 11epi-PGF2a + TPN - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
prostaglandin H2 ⟶ prostaglandin E2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + TPNH + prostaglandin D2 ⟶ 11epi-PGF2a + TPN - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2 - 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 Prostaglandins (PG) and Thromboxanes (TX):
H+ + e- + prostaglandin G2 ⟶ H2O + prostaglandin H2
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
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
- Yiyun Geng, Weichao Li, Nai-Kei Wong, Fuchong Xue, Qing Li, Yang Zhang, Jingyuan Xu, Zhangshuang Deng, Yiqing Zhou. Discovery of Artemisinins as Microsomal Prostaglandins Synthase-2 Inhibitors for the Treatment of Colorectal Cancer via Chemoproteomics.
Journal of medicinal chemistry.
2024 Feb; 67(3):2083-2094. doi:
10.1021/acs.jmedchem.3c01989. [PMID: 38287228] - Tatsuro Nakamura. The roles of lipid mediators in type I hypersensitivity.
Journal of pharmacological sciences.
2021 Sep; 147(1):126-131. doi:
10.1016/j.jphs.2021.06.001. [PMID: 34294363] - Toshiaki Okuno, Takehiko Yokomizo. Metabolism and biological functions of 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid.
Prostaglandins & other lipid mediators.
2021 02; 152(?):106502. doi:
10.1016/j.prostaglandins.2020.106502. [PMID: 33075476] - Malgorzata Cebo, Jörg Schlotterbeck, Meinrad Gawaz, Madhumita Chatterjee, Michael Lämmerhofer. Simultaneous targeted and untargeted UHPLC-ESI-MS/MS method with data-independent acquisition for quantification and profiling of (oxidized) fatty acids released upon platelet activation by thrombin.
Analytica chimica acta.
2020 Jan; 1094(?):57-69. doi:
10.1016/j.aca.2019.10.005. [PMID: 31761048] - Elba Garreta-Lara, Antonio Checa, David Fuchs, Romà Tauler, Silvia Lacorte, Craig E Wheelock, Carlos Barata. Effect of psychiatric drugs on Daphnia magna oxylipin profiles.
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Seminars in immunology.
2017 10; 33(?):30-36. doi:
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2016 Feb; 30(2):933-47. doi:
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Seikagaku. The Journal of Japanese Biochemical Society.
2015 Feb; 87(1):125-8. doi:
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The Journal of experimental medicine.
2014 Jun; 211(6):1063-78. doi:
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Journal of ethnopharmacology.
2012 Jun; 141(2):647-52. doi:
10.1016/j.jep.2011.05.019. [PMID: 21619922] - Undurti N Das, N Madhavi. Effect of polyunsaturated fatty acids on drug-sensitive and resistant tumor cells in vitro.
Lipids in health and disease.
2011 Sep; 10(?):159. doi:
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Journal of ethnopharmacology.
2011 May; 135(2):561-8. doi:
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The Journal of experimental medicine.
2008 Apr; 205(4):759-66. doi:
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Biochemistry.
2007 Jul; 46(28):8414-24. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2007 Jul; 77(1):21-8. doi:
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Journal of molecular biology.
2005 May; 348(5):1163-76. doi:
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Prostaglandins & other lipid mediators.
2003 Jul; 71(3-4):217-34. doi:
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Platelets.
2002 Nov; 13(7):415-8. doi:
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Environmental health perspectives.
2001 Aug; 109 Suppl 4(?):613-8. doi:
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Prostaglandins & other lipid mediators.
1998 Jun; 56(2-3):53-76. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
1998 Feb; 58(2):143-6. doi:
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The Biochemical journal.
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Journal of applied toxicology : JAT.
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The International journal of biochemistry.
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Prostaglandins, leukotrienes, and essential fatty acids.
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10.1016/0952-3278(92)90071-p. [PMID: 1324504] - W R Henderson, M Rashed, E C Yong, T R Fritsche, G K Chiang. Toxoplasma gondii stimulates the release of 13- and 9-hydroxyoctadecadienoic acids by human platelets.
Biochemistry.
1992 Jun; 31(23):5356-62. doi:
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Analytical biochemistry.
1990 Sep; 189(2):244-8. doi:
10.1016/0003-2697(90)90115-p. [PMID: 2281869] - H Beving, S Eksborg, R Nordlander, P Olsson, U Olsson. Effects on cyclo-oxygenase of low and high dose aspirin.
Thrombosis research.
1990 Jul; 59(2):227-35. doi:
10.1016/0049-3848(90)90126-w. [PMID: 2122535] - S F O'Keefe, M Lagarde, A Grandgirard, J L Sebedio. Trans n-3 eicosapentaenoic and docosahexaenoic acid isomers exhibit different inhibitory effects on arachidonic acid metabolism in human platelets compared to the respective cis fatty acids.
Journal of lipid research.
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Inflammation.
1990 Jun; 14(3):239-45. doi:
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1989 Jan; 21(1):43-50. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
1988 Feb; 31(2):65-72. doi:
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Thrombosis research.
1988 Feb; 49(3):331-42. doi:
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The American review of respiratory disease.
1988 Jan; 137(1):38-43. doi:
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Eicosanoids.
1988; 1(1):19-25. doi:
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Thrombosis research.
1987 Oct; 48(1):63-71. doi:
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Analytical biochemistry.
1986 Apr; 154(1):152-61. doi:
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American heart journal.
1985 Dec; 110(6):1154-60. doi:
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Biochemical and biophysical research communications.
1985 May; 129(1):268-74. doi:
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Thrombosis research.
1984 Dec; 36(5):389-96. doi:
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Pediatric research.
1982 Jun; 16(6):490-3. doi:
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Prostaglandins, leukotrienes, and medicine.
1982 Jun; 8(6):653-60. doi:
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British journal of haematology.
1981 Sep; 49(1):29-41. doi:
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Prostaglandins.
1981 Mar; 21(3):471-81. doi:
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Advances in prostaglandin and thromboxane research.
1980; 6(?):297-9. doi:
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Israel journal of medical sciences.
1977 Mar; 13(3):264-71. doi:
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Acta pharmacologica et toxicologica.
1975 Nov; 37(5):361-8. doi:
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