12-Hydroxydodecanoic acid (BioDeep_00000001277)

 

Secondary id: BioDeep_00000031780, BioDeep_00000405505, BioDeep_00000412720, BioDeep_00000419328

human metabolite PANOMIX_OTCML-2023 Endogenous natural product BioNovoGene_Lab2019


代谢物信息卡片


ω-Hydroxydodecanoic acid

化学式: C12H24O3 (216.1725)
中文名称: 12-羟基十二酸, 端羟基12酸, 12-羟基十二烷酸, 桧酸
谱图信息: 最多检出来源 Homo sapiens(plant) 23.59%

分子结构信息

SMILES: C(=O)(O)CCCCCCCCCCCO
InChI: InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)

描述信息

12-hydroxydodecanoic acid is the substrate of the human glutathione-dependent formaldehyde dehydrogenase (EC1.1.1.1). The enzyme that catalyzes the conversion of alcohols to aldehydes is a zinc-containing dimeric enzyme responsible for the oxidation of long-chain alcohols and omega-hydroxy fatty acids. (OMIM). The human glutathione-dependent formaldehyde dehydrogenase is unique among the structurally studied members of the alcohol dehydrogenase family in that it follows a random bi kinetic mechanism forming a binary complex, and a ternary complex with NAD+. (PMID 12196016).
12-hydroxydodecanoic acid is the substrate of the human glutathione-dependent formaldehyde dehydrogenase (EC1.1.1.1) . The enzyme that catalyzes the conversion of alcohols to aldehydes is a zinc-containing dimeric enzyme responsible for the oxidation of long-chain alcohols and omega-hydroxy fatty acids. (OMIM)
12-Hydroxydodecanoic acid is an endogenous metabolite.

同义名列表

31 个代谢物同义名

ω-Hydroxydodecanoic acid; Omega hydroxy dodecanoic acid; Omega-Hydroxydodecanoic acid; ω-Hydroxydodecanoate; 2-hydroxy-dodecanoic acid; 12-Hydroxydodecanoic acid; Omega hydroxy dodecanoate; Omega-hydroxy lauric acid; Omega-hydroxylauric acid; Omega-hydroxydodecanoate; Omega-OH dodecanoic acid; hydroxy dodecanoic acid; Omega-hydroxy laic acid; 12-hydroxy lauric acid; 12-Hydroxylauric acid; 2-Hydroxy-dodecanoate; 12-Hydroxydodecanoate; 12-Hydroxy laic acid; Omega-OH lauric acid; Omega-OH dodecanoate; hydroxy dodecanoate; Omega-hydroxy laate; Omega-OH laic acid; 12-Hydroxylaurate; 12-Hydroxy laate; Omega-OH laate; Sabinate; ω Sabinic acid; 12-Hydroxydodecanoic acid; 12-Hydroxydodecanoic acid



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

56 个相关的代谢反应过程信息。

Reactome(55)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

16 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 ACTB, ADH5, ANG, CYP2E1, ENO1, FADD, GAPDH, PGAM1, SLC6A3, SPX, TAGLN
Peripheral membrane protein 3 CYP1B1, CYP2E1, FDXR
Endoplasmic reticulum membrane 3 CYP1B1, CYP2E1, FA2H
Nucleus 6 ACTB, ANG, ENO1, GAPDH, MPO, PPARA
cytosol 9 ACTB, ADH5, ANG, ENO1, FADD, GAPDH, HBD, LIPE, PGAM1
nucleoplasm 3 ACTB, MPO, PPARA
Cell membrane 3 ENO1, LIPE, SLC6A3
lamellipodium 1 ACTB
Cell projection, axon 1 SLC6A3
Multi-pass membrane protein 2 FA2H, SLC6A3
Synapse 2 ACTB, FGB
cell cortex 2 ENO1, FGB
cell surface 3 ENO1, FGB, SLC6A3
glutamatergic synapse 1 ACTB
growth cone 1 ANG
mitochondrial inner membrane 2 CYP2E1, FDXR
neuronal cell body 2 ANG, SLC6A3
presynaptic membrane 1 SLC6A3
Cytoplasm, cytosol 2 GAPDH, LIPE
Cytoplasmic vesicle, secretory vesicle 1 SPX
Lysosome 1 MPO
Presynapse 1 ACTB
plasma membrane 6 ACTB, ENO1, FADD, FGB, GAPDH, SLC6A3
Membrane 9 ACTB, CYP1B1, ENO1, FA2H, GAPDH, HBD, LIPE, PGAM1, SLC6A3
axon 2 ACTB, SLC6A3
brush border 1 ACTB
caveola 1 LIPE
extracellular exosome 7 ACTB, ADH5, ENO1, FGB, GAPDH, MPO, PGAM1
endoplasmic reticulum 2 FA2H, FGB
extracellular space 7 ACTB, ANG, ENO1, FGB, GH1, MPO, SPX
perinuclear region of cytoplasm 1 GAPDH
Schaffer collateral - CA1 synapse 1 ACTB
adherens junction 1 ACTB
mitochondrion 3 ADH5, CYP1B1, FDXR
protein-containing complex 1 ACTB
intracellular membrane-bounded organelle 4 CYP1B1, CYP2E1, GAPDH, MPO
Microsome membrane 3 CYP1B1, CYP2E1, FA2H
Secreted 3 ANG, FGB, GH1
extracellular region 6 ANG, FGB, GH1, MPO, PGAM1, SPX
cytoplasmic side of plasma membrane 1 FADD
neuronal cell body membrane 1 SLC6A3
mitochondrial matrix 1 FDXR
nuclear membrane 1 GAPDH
external side of plasma membrane 1 FGB
Extracellular vesicle 1 FGB
actin cytoskeleton 2 ACTB, ANG
microtubule cytoskeleton 1 GAPDH
nucleolus 1 ANG
cell-cell junction 1 ACTB
vesicle 2 ACTB, GAPDH
postsynaptic membrane 1 SLC6A3
Cytoplasm, perinuclear region 1 GAPDH
Mitochondrion inner membrane 2 CYP2E1, FDXR
Membrane raft 1 SLC6A3
Cytoplasm, cytoskeleton 2 ACTB, GAPDH
focal adhesion 1 ACTB
flotillin complex 1 SLC6A3
basement membrane 1 ANG
collagen-containing extracellular matrix 1 FGB
secretory granule 1 MPO
nuclear outer membrane 1 ENO1
Cell projection, neuron projection 1 SLC6A3
neuron projection 1 SLC6A3
chromatin 2 ACTB, PPARA
Chromosome 1 ANG
cytoskeleton 2 ACTB, GAPDH
cytoplasmic ribonucleoprotein granule 1 ACTB
Secreted, extracellular space 1 SPX
Nucleus, nucleolus 1 ANG
actin filament 1 ACTB
blood microparticle 3 ACTB, FGB, HBD
NuA4 histone acetyltransferase complex 1 ACTB
endosome lumen 1 GH1
Lipid droplet 2 GAPDH, LIPE
Membrane, caveola 1 LIPE
Cytoplasm, myofibril, sarcomere, M line 1 ENO1
M band 1 ENO1
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
cell body 1 FADD
azurophil granule 1 MPO
platelet alpha granule 1 FGB
ficolin-1-rich granule lumen 1 PGAM1
secretory granule lumen 1 PGAM1
nuclear matrix 1 ACTB
platelet alpha granule lumen 1 FGB
axon terminus 1 SLC6A3
kinetochore 1 ACTB
dense core granule 1 SPX
endocytic vesicle 1 ANG
transport vesicle 1 SPX
tight junction 1 ACTB
azurophil granule lumen 1 MPO
bBAF complex 1 ACTB
brahma complex 1 ACTB
nBAF complex 1 ACTB
npBAF complex 1 ACTB
SWI/SNF complex 1 ACTB
calyx of Held 1 ACTB
phagocytic vesicle lumen 1 MPO
ribonucleoprotein complex 2 ACTB, GAPDH
CD95 death-inducing signaling complex 1 FADD
death-inducing signaling complex 1 FADD
ripoptosome 1 FADD
apical junction complex 1 ACTB
dopaminergic synapse 1 SLC6A3
nucleosome 1 ACTB
postsynaptic actin cytoskeleton 1 ACTB
GAIT complex 1 GAPDH
GBAF complex 1 ACTB
RSC-type complex 1 ACTB
hemoglobin complex 1 HBD
haptoglobin-hemoglobin complex 1 HBD
growth hormone receptor complex 1 GH1
fibrinogen complex 1 FGB
cortical cytoskeleton 1 ACTB
angiogenin-PRI complex 1 ANG
phosphopyruvate hydratase complex 1 ENO1
dense body 1 ACTB


文献列表

  • Meryem Köse, Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Elisabetta De Filippo, Katharina Sylvester, Trond Ulven, Ivar von Kügelgen, Christa E Müller. An Agonist Radioligand for the Proinflammatory Lipid-Activated G Protein-Coupled Receptor GPR84 Providing Structural Insights. Journal of medicinal chemistry. 2020 03; 63(5):2391-2410. doi: 10.1021/acs.jmedchem.9b01339. [PMID: 31721581]
  • Satoshi Yamaori, Noriyuki Araki, Mio Shionoiri, Kurumi Ikehata, Shinobu Kamijo, Shigeru Ohmori, Kazuhito Watanabe. A Specific Probe Substrate for Evaluation of CYP4A11 Activity in Human Tissue Microsomes and a Highly Selective CYP4A11 Inhibitor: Luciferin-4A and Epalrestat. The Journal of pharmacology and experimental therapeutics. 2018 09; 366(3):446-457. doi: 10.1124/jpet.118.249557. [PMID: 29976573]
  • Myeongjin Yi, Jae-Gook Shin, Su-Jun Lee. Expression of CYP4V2 in human THP1 macrophages and its transcriptional regulation by peroxisome proliferator-activated receptor gamma. Toxicology and applied pharmacology. 2017 09; 330(?):100-106. doi: 10.1016/j.taap.2017.07.009. [PMID: 28729181]
  • Inge Van Bogaert, Steve Fleurackers, Simon Van Kerrebroeck, Dirk Develter, Wim Soetaert. Production of new-to-nature sophorolipids by cultivating the yeast Candida bombicola on unconventional hydrophobic substrates. Biotechnology and bioengineering. 2011 Apr; 108(4):734-41. doi: 10.1002/bit.23004. [PMID: 21404247]
  • Hiromasa Imaishi, Mariana Petkova-Andonova. Molecular cloning of CYP76B9, a cytochrome P450 from Petunia hybrida, catalyzing the omega-hydroxylation of capric acid and lauric acid. Bioscience, biotechnology, and biochemistry. 2007 Jan; 71(1):104-13. doi: 10.1271/bbb.60396. [PMID: 17213671]
  • Alexander N Grechkin, Lucia S Mukhtarova, Mats Hamberg. Detection of an enol intermediate in the hydroperoxide lyase chain cleavage reaction. FEBS letters. 2003 Aug; 549(1-3):31-4. doi: 10.1016/s0014-5793(03)00758-0. [PMID: 12914919]
  • Michael Zemaitis, Samuel Poloyac, Reginald Frye. Identification of omega hydroxy fatty acids in biological samples as their pentafluoropropyl derivatives by gas chromatography/mass spectrometry with positive and negative ion detection. Rapid communications in mass spectrometry : RCM. 2002; 16(15):1411-5. doi: 10.1002/rcm.733. [PMID: 12125016]
  • Y H Yang, J L Wang, C L Miranda, D R Buhler. CYP2M1: cloning, sequencing, and expression of a new cytochrome P450 from rainbow trout liver with fatty acid (omega-6)-hydroxylation activity. Archives of biochemistry and biophysics. 1998 Apr; 352(2):271-80. doi: 10.1006/abbi.1998.0607. [PMID: 9587416]
  • . . . . doi: . [PMID: 9531510]