3-Hydroxybenzo(a)pyrene (BioDeep_00000003650)

 

Secondary id: BioDeep_00001875297

human metabolite blood metabolite


代谢物信息卡片


pentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1(18),2,4,6,8,10,12,14,16,19-decaen-13-ol

化学式: C20H12O (268.0888)
中文名称: 3-羟基苯并[a]芘
谱图信息: 最多检出来源 Homo sapiens(blood) 9.2%

分子结构信息

SMILES: C1=CC=C2C3=C4C(=CC2=C1)C=CC5=C(C=CC(=C54)C=C3)O
InChI: InChI=1S/C20H12O/c21-18-10-7-12-5-8-16-15-4-2-1-3-13(15)11-14-6-9-17(18)19(12)20(14)16/h1-11,21H



数据库引用编号

16 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)

1 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 13 AHR, ALB, CYP1A1, HPGDS, NQO1, PRKACA, RAD51, SOX2, SULT1A1, SULT1A3, SULT1B1, SULT1E1, TP53
Peripheral membrane protein 3 CYP1A1, CYP1B1, PRKACA
Endoplasmic reticulum membrane 3 CYP1A1, CYP1B1, UGT1A1
Mitochondrion membrane 1 PRKACA
Nucleus 8 AHR, ALB, NQO1, PRKACA, RAD51, SOX2, TP53, UGDH
cytosol 15 AHR, ALB, COP1, HPGDS, MYL4, NQO1, PRKACA, RAD51, SOX2, SULT1A1, SULT1A3, SULT1B1, SULT1E1, TP53, UGDH
dendrite 1 NQO1
mitochondrial membrane 1 PRKACA
centrosome 4 ALB, PRKACA, RAD51, TP53
nucleoplasm 8 AHR, COP1, HPGDS, PRKACA, RAD51, SOX2, TP53, UGDH
Cell membrane 1 PRKACA
Lipid-anchor 1 PRKACA
Synapse 1 NQO1
glutamatergic synapse 1 PRKACA
Golgi apparatus 1 ALB
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 PRKACA
neuronal cell body 1 NQO1
postsynapse 1 PRKACA
Cytoplasm, cytosol 2 NQO1, SULT1E1
acrosomal vesicle 1 PRKACA
plasma membrane 2 PRKACA, UGT1A1
Membrane 6 COP1, CYP1B1, NQO1, PRKACA, TP53, UGT1A1
extracellular exosome 3 ALB, PRKACA, UGDH
endoplasmic reticulum 4 ALB, PRKACA, TP53, UGT1A1
extracellular space 2 ALB, IGFBP4
perinuclear region of cytoplasm 3 PRKACA, RAD51, UGT1A1
mitochondrion 5 CYP1A1, CYP1B1, PRKACA, RAD51, TP53
protein-containing complex 5 AHR, ALB, COP1, RAD51, TP53
intracellular membrane-bounded organelle 3 CYP1A1, CYP1B1, HPGDS
Microsome membrane 2 CYP1A1, CYP1B1
Secreted 1 ALB
extracellular region 2 ALB, IGFBP4
Single-pass membrane protein 1 UGT1A1
Mitochondrion matrix 2 RAD51, TP53
mitochondrial matrix 3 PRKACA, RAD51, TP53
anchoring junction 1 ALB
transcription regulator complex 3 AHR, SOX2, TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 RAD51, TP53
nuclear membrane 1 SULT1E1
nucleolus 2 RAD51, TP53
Cytoplasm, perinuclear region 1 UGT1A1
Mitochondrion inner membrane 1 CYP1A1
Cytoplasm, cytoskeleton 1 TP53
Nucleus, PML body 1 TP53
PML body 2 RAD51, TP53
nuclear speck 3 COP1, PRKACA, SOX2
NLRP3 inflammasome complex 1 COP1
ciliary basal body 2 ALB, PRKACA
ciliary base 1 PRKACA
chromatin 4 AHR, RAD51, SOX2, TP53
Chromosome 1 RAD51
centriole 1 ALB
Cytoplasmic vesicle, secretory vesicle, acrosome 1 PRKACA
spindle pole 1 ALB
chromosome, telomeric region 1 RAD51
nuclear chromosome 1 RAD51
blood microparticle 1 ALB
sperm midpiece 1 PRKACA
site of double-strand break 2 RAD51, TP53
sperm flagellum 1 PRKACA
myosin II complex 1 MYL4
lateral element 1 RAD51
aryl hydrocarbon receptor complex 1 AHR
Nucleus speckle 1 SOX2
germ cell nucleus 1 TP53
replication fork 1 TP53
plasma membrane raft 1 PRKACA
endoplasmic reticulum lumen 2 ALB, IGFBP4
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
male germ cell nucleus 1 RAD51
platelet alpha granule lumen 1 ALB
condensed nuclear chromosome 1 RAD51
AIM2 inflammasome complex 1 COP1
calcium channel complex 1 PRKACA
A band 1 MYL4
[Isoform 1]: Nucleus 1 TP53
nucleotide-activated protein kinase complex 1 PRKACA
condensed chromosome 1 RAD51
alphav-beta3 integrin-PKCalpha complex 1 PRKACA
presynaptic intermediate filament cytoskeleton 1 RAD51
endoplasmic reticulum chaperone complex 1 UGT1A1
cAMP-dependent protein kinase complex 1 PRKACA
[Isoform 2]: Cell projection, cilium, flagellum 1 PRKACA
cytochrome complex 1 UGT1A1
nuclear aryl hydrocarbon receptor complex 1 AHR
IPAF inflammasome complex 1 COP1
protease inhibitor complex 1 COP1
cytosolic aryl hydrocarbon receptor complex 1 AHR
nuclear ubiquitin ligase complex 1 RAD51
Cul4A-RING E3 ubiquitin ligase complex 1 COP1
ciliary transition fiber 1 ALB


文献列表

  • Linjing Deng, Hui Liu, Qihong Deng. Physiologically-based pharmacokinetic modeling of benzo(a)pyrene and the metabolite in humans of different ages. International journal of environmental health research. 2021 Mar; 31(2):202-214. doi: 10.1080/09603123.2019.1640355. [PMID: 31296039]
  • Kai Luo, Qun Gao, Jianying Hu. Determination of 3-Hydroxybenzo[a]pyrene Glucuronide/Sulfate Conjugates in Human Urine and Their Association with 8-Hydroxydeoxyguanosine. Chemical research in toxicology. 2019 07; 32(7):1367-1373. doi: 10.1021/acs.chemrestox.9b00025. [PMID: 31204473]
  • Ayman Alhamdow, Håkan Tinnerberg, Christian Lindh, Maria Albin, Karin Broberg. Cancer-related proteins in serum are altered in workers occupationally exposed to polycyclic aromatic hydrocarbons: a cross-sectional study. Carcinogenesis. 2019 07; 40(6):771-781. doi: 10.1093/carcin/bgz022. [PMID: 30753342]
  • Ayman Alhamdow, Christian Lindh, Maria Albin, Per Gustavsson, Håkan Tinnerberg, Karin Broberg. Cardiovascular disease-related serum proteins in workers occupationally exposed to polycyclic aromatic hydrocarbons. Toxicological sciences : an official journal of the Society of Toxicology. 2019 Jun; ?(?):. doi: 10.1093/toxsci/kfz142. [PMID: 31228248]
  • Sigrid Richter-Brockmann, Gerhard Dettbarn, Soenke Jessel, Andrea John, Albrecht Seidel, Christine Achten. Ultra-high sensitive analysis of 3-hydroxybenzo[a]pyrene in human urine using GC-APLI-MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Jun; 1118-1119(?):187-193. doi: 10.1016/j.jchromb.2019.04.007. [PMID: 31055084]
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  • Jerry Campbell, Allison Franzen, Cynthia Van Landingham, Michael Lumpkin, Susan Crowell, Clive Meredith, Anne Loccisano, Robinan Gentry, Harvey Clewell. Predicting lung dosimetry of inhaled particleborne benzo[a]pyrene using physiologically based pharmacokinetic modeling. Inhalation toxicology. 2016 09; 28(11):520-35. doi: 10.1080/08958378.2016.1214768. [PMID: 27569524]
  • Huan Hu, Baizhan Liu, Jun Yang, Zuomin Lin, Wuer Gan. Sensitive determination of trace urinary 3-hydroxybenzo[a]pyrene using ionic liquids-based dispersive liquid-liquid microextraction followed by chemical derivatization and high performance liquid chromatography-high resolution tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Aug; 1027(?):200-6. doi: 10.1016/j.jchromb.2016.05.041. [PMID: 27294533]
  • Simon Lutier, Anne Maître, Vincent Bonneterre, Dominique J Bicout, Marie Marques, Renaud Persoons, Damien Barbeau. Urinary elimination kinetics of 3-hydroxybenzo(a)pyrene and 1-hydroxypyrene of workers in a prebake aluminum electrode production plant: Evaluation of diuresis correction methods for routine biological monitoring. Environmental research. 2016 May; 147(?):469-79. doi: 10.1016/j.envres.2016.02.035. [PMID: 26970901]
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