Monobenzone (BioDeep_00000009781)

 

Secondary id: BioDeep_00000858393

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


MONOBENZYL ether OF hydroquinone

化学式: C13H12O2 (200.0837)
中文名称: 4-苄氧基苯酚, 单苯甲酮
谱图信息: 最多检出来源 Homo sapiens(blood) 1.68%

分子结构信息

SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)O
InChI: InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2

描述信息

Monobenzone is the monobenzyl ether of hydroquinone used medically for depigmentation. Monobenzone occurs as a white, almost tasteless crystalline powder, soluble in alcohol and practically insoluble in water. The topical application of monobenzone in animals increases the excretion of melanin from the melanocytes. The same action is thought to be responsible for the depigmenting effect of the drug in humans. Monobenzone may cause destruction of melanocytes and permanent depigmentation.
D - Dermatologicals
Same as: D05072

同义名列表

25 个代谢物同义名

MONOBENZYL ether OF hydroquinone; Monobenzyl ether hydroquinone; Hydroquinone monobenzyl ether; Benzyl p-hydroxyphenyl ether; p-Hydroxyphenyl benzyl ether; Hydroquinone benzyl ether; ICN brand OF monobenzone; 4-(Phenylmethoxy)phenol; Monobenzyl hydroquinone; 4-(Benzyloxyl)phenol; Benzyl hydroquinone; 4-(benzyloxy)phenol; p-(Benzyloxy)phenol; 4-Benzyloxy-phenol; 4-Benzyloxyphenol; Novo-depigman; Monobenzonum; Agerite alba; Monobenzone; Monobenzona; superlite; Benzoquin; Benoquin; 4-(Benzyloxyl)phenol; Monobenzone



数据库引用编号

14 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 10 BCL2, CD74, MIF, NES, NFE2L2, NLRP3, NR3C1, PRDX6, RRM2, TYR
Endoplasmic reticulum membrane 2 BCL2, MLANA
Nucleus 9 BCL2, CD74, KDM1A, NFE2L2, NLRP3, NR3C1, OGG1, PRDX6, RRM2
cytosol 8 BCL2, MIF, NFE2L2, NLRP3, NR3C1, OGG1, PRDX6, RRM2
trans-Golgi network 1 MLANA
centrosome 2 NFE2L2, NR3C1
nucleoplasm 6 ATP2B1, KDM1A, MIF, NFE2L2, NR3C1, OGG1
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 4 ATP2B1, CD74, CD8A, TNF
Multi-pass membrane protein 1 ATP2B1
Golgi apparatus membrane 1 NLRP3
Synapse 3 ATP2B1, NR3C1, VCAN
cell surface 3 CD74, MIF, TNF
glutamatergic synapse 1 ATP2B1
Golgi apparatus 2 MLANA, NFE2L2
Golgi membrane 2 CD74, NLRP3
lysosomal membrane 1 CD74
neuronal cell body 1 TNF
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 2 NFE2L2, NLRP3
Lysosome 3 CD74, PRDX6, TYR
plasma membrane 9 ATP2B1, CD74, CD8A, CXCR5, ME2, MIF, MLANA, NFE2L2, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 9 ATP2B1, BCL2, CD74, CXCR5, ME2, NLRP3, NR3C1, PRDX6, VCAN
basolateral plasma membrane 1 ATP2B1
extracellular exosome 4 ATP2B1, CD74, MIF, PRDX6
endoplasmic reticulum 2 BCL2, NLRP3
extracellular space 5 IL6, MIF, PRDX6, TNF, VCAN
lysosomal lumen 2 CD74, VCAN
perinuclear region of cytoplasm 2 PRDX6, TYR
mitochondrion 6 BCL2, ME2, NLRP3, NR3C1, OGG1, PRDX6
protein-containing complex 5 BCL2, CD74, KDM1A, NR3C1, OGG1
intracellular membrane-bounded organelle 3 ATP2B1, ME2, TYR
Single-pass type I membrane protein 2 CD8A, TYR
Secreted 5 CD74, IL6, MIF, NLRP3, VCAN
extracellular region 8 CD74, CD8A, IL6, MIF, NLRP3, PRDX6, TNF, VCAN
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, ME2
mitochondrial outer membrane 1 BCL2
[Isoform 2]: Secreted 1 CD8A
Mitochondrion matrix 1 ME2
mitochondrial matrix 3 ME2, NR3C1, OGG1
transcription regulator complex 1 KDM1A
photoreceptor outer segment 1 VCAN
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 4 CD74, CD8A, CXCR5, TNF
Secreted, extracellular space, extracellular matrix 1 VCAN
multivesicular body 1 CD74
Melanosome membrane 2 MLANA, TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 2 CD74, TNF
vesicle 1 MIF
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 NR3C1
spindle 1 NR3C1
extracellular matrix 1 VCAN
collagen-containing extracellular matrix 1 VCAN
intermediate filament 1 NES
lateral plasma membrane 1 ATP2B1
nuclear speck 2 NR3C1, OGG1
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Late endosome 1 CD74
receptor complex 1 CD8A
chromatin 3 KDM1A, NFE2L2, NR3C1
mediator complex 1 NFE2L2
cell projection 1 ATP2B1
phagocytic cup 1 TNF
Chromosome 2 KDM1A, NR3C1
Cell projection, cilium, photoreceptor outer segment 1 VCAN
chromosome, telomeric region 1 KDM1A
Basolateral cell membrane 1 ATP2B1
Endomembrane system 1 NLRP3
microtubule organizing center 1 NLRP3
Nucleus, nucleoplasm 2 NR3C1, OGG1
Melanosome 2 MLANA, TYR
Nucleus speckle 1 OGG1
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 NES
trans-Golgi network membrane 1 CD74
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 MIF
secretory granule lumen 1 MIF
Golgi lumen 1 VCAN
endoplasmic reticulum lumen 2 IL6, VCAN
nuclear matrix 1 OGG1
endocytic vesicle membrane 1 CD74
azurophil granule lumen 1 PRDX6
immunological synapse 1 ATP2B1
perineuronal net 1 VCAN
ER to Golgi transport vesicle membrane 1 CD74
Nucleus matrix 1 OGG1
clathrin-coated endocytic vesicle membrane 1 CD74
Vacuole 1 CD74
protein-DNA complex 1 NFE2L2
lumenal side of endoplasmic reticulum membrane 1 CD74
[Isoform 1]: Cell membrane 1 CD8A
DNA repair complex 1 KDM1A
[Isoform Alpha]: Cytoplasm 1 NR3C1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 1 CD8A
MHC class II protein complex 1 CD74
transport vesicle membrane 1 CD74
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
[Isoform p41]: Late endosome 1 CD74
macrophage migration inhibitory factor receptor complex 1 CD74
NOS2-CD74 complex 1 CD74
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
Secreted, extracellular space, extracellular matrix, interphotoreceptor matrix 1 VCAN
interphotoreceptor matrix 1 VCAN
ribonucleoside-diphosphate reductase complex 1 RRM2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Nan Tang, Xiao-Ting Liu, Wei-Lun Wen, Tian-Shan Liang, Xi-Ting Lv, Qi-Lin Li, Guo-En Wang, Yan-Hua Wu. Restraint stress promotes monobenzone-induced depigmentation in mice via the activation of glucocorticoid receptor/macrophage migration inhibitory factor signaling pathway. Molecular immunology. 2023 Jul; 161(?):33-43. doi: 10.1016/j.molimm.2023.07.007. [PMID: 37481827]
  • Yuanyuan Bian, Hao Yu, Mingzhu Jin, Xinghua Gao. Repigmentation by combined narrow‑band ultraviolet B/adipose‑derived stem cell transplantation in the mouse model: Role of Nrf2/HO‑1‑mediated Ca2+ homeostasis. Molecular medicine reports. 2022 01; 25(1):. doi: 10.3892/mmr.2021.12522. [PMID: 34751412]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • C G Moreira, L Z B Carrenho, P L Pawloski, B S Soley, D A Cabrini, M F Otuki. Pre-clinical evidences of Pyrostegia venusta in the treatment of vitiligo. Journal of ethnopharmacology. 2015 Jun; 168(?):315-25. doi: 10.1016/j.jep.2015.03.080. [PMID: 25862965]
  • Yiping Zhu, Suiquan Wang, Fuquan Lin, Qing Li, Aie Xu. The therapeutic effects of EGCG on vitiligo. Fitoterapia. 2014 Dec; 99(?):243-51. doi: 10.1016/j.fitote.2014.08.007. [PMID: 25128425]
  • Huixiao Hong, William S Branham, Stacey L Dial, Carrie L Moland, Hong Fang, Jie Shen, Roger Perkins, Daniel Sheehan, Weida Tong. Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities. Chemical research in toxicology. 2012 Nov; 25(11):2553-66. doi: 10.1021/tx3003406. [PMID: 23013281]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • K M AlGhamdi, A Kumar. Depigmentation therapies for normal skin in vitiligo universalis. Journal of the European Academy of Dermatology and Venereology : JEADV. 2011 Jul; 25(7):749-57. doi: 10.1111/j.1468-3083.2010.03876.x. [PMID: 21054565]
  • Hong Fang, Weida Tong, William S Branham, Carrie L Moland, Stacy L Dial, Huixiao Hong, Qian Xie, Roger Perkins, William Owens, Daniel M Sheehan. Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. Chemical research in toxicology. 2003 Oct; 16(10):1338-58. doi: 10.1021/tx030011g. [PMID: 14565775]
  • Sohachi Yamazaki. Superlite Plasma Collection System. Therapeutic apheresis and dialysis : official peer-reviewed journal of the International Society for Apheresis, the Japanese Society for Apheresis, the Japanese Society for Dialysis Therapy. 2003 Feb; 7(1):60-3. doi: 10.1046/j.1526-0968.2003.00015.x. [PMID: 12921116]
  • T R Hedges, K R Kenyon, L A Hanninen, D B Mosher. Corneal and conjunctival effects of monobenzone in patients with vitiligo. Archives of ophthalmology (Chicago, Ill. : 1960). 1983 Jan; 101(1):64-8. doi: 10.1001/archopht.1983.01040010066010. [PMID: 6849655]
  • M F Grojean, J Thivolet, H Perrot. [Acquired leukomelanoderma caused by topical depigmenting agents]. Annales de dermatologie et de venereologie. 1982; 109(8):641-7. doi: . [PMID: 7187189]