Prostaglandin B1 (BioDeep_00000001414)

 

Secondary id: BioDeep_00000629540, BioDeep_00000865974

human metabolite Endogenous natural product


代谢物信息卡片


7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoic acid

化学式: C20H32O4 (336.23)
中文名称: PGB1(前列腺素B1)
谱图信息: 最多检出来源 Homo sapiens(plant) 3.62%

分子结构信息

SMILES: CCCCCC(C=CC1=C(C(=O)CC1)CCCCCCC(=O)O)O
InChI: InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1

描述信息

Prostaglandin B1 (PGB1) is a metabolite of PGE1. PGE1 is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). PGB1does not inhibit phospholipase activity, but oligomers of PGB1 (PGBx) extracted from human neutrophils inhibit human phospholipases A2 in vitro and in situ in a dose-dependent manner; these oligomers inhibit arachidonic acid mobilization in human neutrophils and endothelial cells. One mechanism for the pharmacological effects of PGBx may be inhibition of cell-associated and extracellular phospholipase A2. PGB1 has the ability to enhance peripheral vascular resistance and elevate blood pressure. The effect is not central in origin and apparently is not the result of changes in cholinergic or alpha-adrenoceptor sensitivity or changes in vascular smooth muscle susceptibility per se. PGB1 blocks S-phase DNA synthesis; inhibition of DNA synthesis does not appear to require elevated levels of cAMP. (PMID: 7667505, 1477202, 2129000, 2597672, 6635328). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
Prostaglandin B1 (PGB1) is a metabolite of PGE1. PGE1 is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2).

同义名列表

10 个代谢物同义名

7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoic acid; 7-[2-(3-hydroxyoct-1-enyl)-5-oxocyclopenten-1-yl]heptanoic acid; (13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-Oic acid; (13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-Oate; 9-oxo-15S-hydroxy-8(12),13E-prostadienoic acid; 9-oxo-15S-Hydroxy-8(12),13E-prostadienoate; Prostaglandin B1; Prostaglandin-b1; PGB1; Prostaglandin B1



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(0)

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)

19 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 6 ALB, CGAS, GCK, HPGD, PLA2G12A, SOD1
Peripheral membrane protein 3 AP1S2, CGAS, GCK
Endoplasmic reticulum membrane 2 UGT1A1, UGT2B7
Nucleus 8 ALB, CGAS, GCK, HP1BP3, PLCZ1, SMARCAL1, SOD1, USP37
cytosol 8 ALB, AP1S2, CGAS, GCK, HPGD, PLCZ1, SOD1, USP37
nuclear body 1 CGAS
centrosome 1 ALB
nucleoplasm 8 ATP2B1, CGAS, GCK, HPGD, PLCZ1, SMARCAL1, SOD1, USP37
Cell membrane 2 ATP2B1, CGAS
Cytoplasmic side 1 AP1S2
Multi-pass membrane protein 1 ATP2B1
Golgi apparatus membrane 1 GCK
Synapse 1 ATP2B1
glutamatergic synapse 1 ATP2B1
Golgi apparatus 2 ALB, AP1S2
Golgi membrane 3 AP1S2, GCK, INS
lysosomal membrane 1 AP1S2
neuronal cell body 1 SOD1
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 CGAS
plasma membrane 4 ATP2B1, CGAS, F2, UGT1A1
synaptic vesicle membrane 1 ATP2B1
Membrane 3 ATP2B1, UGT1A1, UGT2B7
basolateral plasma membrane 3 ATP2B1, GCK, HPGD
extracellular exosome 6 ALB, ATP2B1, F2, HPGD, LYZ, SOD1
endoplasmic reticulum 2 ALB, UGT1A1
extracellular space 6 ALB, AMH, F2, INS, LYZ, SOD1
perinuclear region of cytoplasm 2 PLCZ1, UGT1A1
mitochondrion 3 GCK, PCK2, SOD1
protein-containing complex 2 ALB, SOD1
intracellular membrane-bounded organelle 2 AP1S2, ATP2B1
pronucleus 1 PLCZ1
Secreted 6 ALB, AMH, F2, INS, PLA2G12A, TRH
extracellular region 8 ALB, AMH, F2, INS, LYZ, PLA2G12A, SOD1, TRH
Single-pass membrane protein 2 UGT1A1, UGT2B7
mitochondrial matrix 2 PCK2, SOD1
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
cytoplasmic vesicle 1 SOD1
nucleolus 1 PLCZ1
axon cytoplasm 1 SOD1
Early endosome 1 AP1S2
Membrane, clathrin-coated pit 1 AP1S2
clathrin-coated pit 1 AP1S2
Cytoplasm, perinuclear region 2 PLCZ1, UGT1A1
Peroxisome 1 SOD1
mitochondrial intermembrane space 1 SOD1
collagen-containing extracellular matrix 1 F2
secretory granule 1 TRH
lateral plasma membrane 1 ATP2B1
nuclear speck 1 HP1BP3
dendrite cytoplasm 1 SOD1
ciliary basal body 1 ALB
cell projection 1 ATP2B1
Chromosome 3 CGAS, HP1BP3, USP37
centriole 1 ALB
spindle pole 1 ALB
nuclear replication fork 1 SMARCAL1
blood microparticle 2 ALB, F2
Basolateral cell membrane 2 ATP2B1, GCK
site of double-strand break 2 CGAS, SMARCAL1
Endomembrane system 1 AP1S2
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 AP1S2
Presynaptic cell membrane 1 ATP2B1
trans-Golgi network membrane 1 AP1S2
secretory granule lumen 1 INS
Golgi lumen 2 F2, INS
endoplasmic reticulum lumen 3 ALB, F2, INS
platelet alpha granule lumen 1 ALB
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
transport vesicle 1 INS
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
nucleosome 1 HP1BP3
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
AP-1 adaptor complex 1 AP1S2
sperm head 1 PLCZ1
endoplasmic reticulum chaperone complex 1 UGT1A1
photoreceptor ribbon synapse 1 ATP2B1
cytochrome complex 1 UGT1A1
ciliary transition fiber 1 ALB


文献列表

  • Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy. Journal of natural products. 2017 10; 80(10):2602-2608. doi: 10.1021/acs.jnatprod.6b01052. [PMID: 29043803]
  • Joanna M Little, Mika Kurkela, Julia Sonka, Sirkku Jäntti, Raimo Ketola, Stacie Bratton, Moshe Finel, Anna Radominska-Pandya. Glucuronidation of oxidized fatty acids and prostaglandins B1 and E2 by human hepatic and recombinant UDP-glucuronosyltransferases. Journal of lipid research. 2004 Sep; 45(9):1694-703. doi: 10.1194/jlr.m400103-jlr200. [PMID: 15231852]
  • S Itoh, R Lu, Y Bao, J D Morrow, L J Roberts, V L Schuster. Structural determinants of substrates for the prostaglandin transporter PGT. Molecular pharmacology. 1996 Oct; 50(4):738-42. doi: NULL. [PMID: 8863817]
  • T Hishinuma, H Nakamura, K Itoh, Y Ohyama, M Ishibashi, M Mizugaki. Microdetermination of the prostaglandin B1 in human plasma by gas chromatography/selected ion monitoring using [18O]prostaglandin B1 as an internal standard. Prostaglandins. 1995 Apr; 49(4):239-46. doi: 10.1016/0090-6980(95)00016-4. [PMID: 7667505]
  • A Sakamoto, R Ogawa. [ESR study of free radical formation during ischemia-reperfusion injury in the rat brain and the protective effect of a new antioxidant]. Masui. The Japanese journal of anesthesiology. 1992 Apr; 41(4):595-602. doi: ". [PMID: 1315880]
  • R Franson, R Raghupathi, M Fry, J Saal, B Vishwanath, S S Ghosh, M D Rosenthal. Inhibition of human phospholipases A2 by cis-unsaturated fatty acids and oligomers of prostaglandin B1. Advances in experimental medicine and biology. 1990; 279(?):219-30. doi: 10.1007/978-1-4613-0651-1_15. [PMID: 2129000]
  • M D Rosenthal, R C Franson. Oligomers of prostaglandin B1 inhibit arachidonic acid mobilization in human neutrophils and endothelial cells. Biochimica et biophysica acta. 1989 Dec; 1006(3):278-86. doi: 10.1016/0005-2760(89)90014-3. [PMID: 2557075]
  • R C Franson, M D Rosenthal. Oligomers of prostaglandin B1 inhibit in vitro phospholipase A2 activity. Biochimica et biophysica acta. 1989 Dec; 1006(3):272-7. doi: 10.1016/0005-2760(89)90013-1. [PMID: 2597672]
  • S Narasimhulu, E M Brown. Interaction of PGBx and peroxides with cytochrome c and inhibition of lipid peroxidation. Archives of biochemistry and biophysics. 1985 Dec; 243(2):461-9. doi: 10.1016/0003-9861(85)90523-5. [PMID: 3002276]
  • J D Watkins, J Jarabak. The effect of NaCl intake on 9-ketoprostaglandin reductase activity in the rabbit kidney. Prostaglandins. 1985 Aug; 30(2):335-49. doi: 10.1016/0090-6980(85)90196-0. [PMID: 3901124]
  • K Matsumoto, K Saito, H Fukuda. Centrally specific and GABA-insensitive inhibition of benzodiazepine binding by prostaglandins (A1, A2 and B2). Journal of pharmacobio-dynamics. 1983 Oct; 6(10):784-6. doi: 10.1248/bpb1978.6.784. [PMID: 6319659]
  • M H Wiley, K R Feingold, C Grunfeld, V Quesney-Huneeus, J M Wu. Evidence for cAMP-independent inhibition of S-phase DNA synthesis by prostaglandins. The Journal of biological chemistry. 1983 Jan; 258(1):491-6. doi: . [PMID: 6294110]
  • S Ivanković, S Ivković, V Molnar. [Prostaglandins in the plasma of patients with chronic renal diseases treated with hemodialysis]. Lijecnicki vjesnik. 1982 Jul; 104(7-8):280-2. doi: NULL. [PMID: 6958953]