Sudan_III (BioDeep_00000000300)

 

Secondary id: BioDeep_00000184023


代谢物信息卡片


1-((4-(Phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol, tech grade

化学式: C22H16N4O (352.1324)
中文名称: 苏丹红III, 苏丹红
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 51.88%

分子结构信息

SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N=NC3=C(C=CC4=CC=CC=C43)O
InChI: InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H

描述信息

Sudan III is a bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound lipids in paraffin sections. It has a role as a fluorochrome, a histological dye and a carcinogenic agent. It is a member of azobenzenes, a bis(azo) compound and a member of naphthols. It is functionally related to a 2-naphthol.
D004396 - Coloring Agents

同义名列表

106 个代谢物同义名

1-((4-(Phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol, tech grade; Sudan III, certified by the Biological Stain Commission, BioXtra; 1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol; 1-((E)-(4-((E)-phenyldiazenyl)phenyl)diazenyl)-naphthalen-2-ol; 1-((E)-(4-((E)-phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol; 2-Naphthalenol, 1-(2-(4-(2-phenyldiazenyl)phenyl)diazenyl)-; 2-Naphthalenol, 1-[2-[4-(2-phenyldiazenyl)phenyl]diazenyl]-; 1-((E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl)-2-naphthol; 1-{[4-(phenyldiazenyl)phenyl]diazenyl}naphthalen-2-ol; 1-((4-(Phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol; 1-[(E)-[4-[(E)-phenylazo]phenyl]azo]naphthalen-2-ol; 1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-ol; 1-((4-[Phenyldiazenyl]phenyl)diazenyl)-2-naphthol; 2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-; 2-NAPHTHALENOL, 1-((4-(PHENYLAZO)PHENYL)AZO)-; 4-16-00-00248 (Beilstein Handbook Reference); 1-[[4-(Phenylazo)phenyl]azo]-2-naphthalenol; 1-(Phenylazophenylazo)-2-hydroxynaphthalene; 1-((4-(Phenylazo)phenyl)azo)-2-naphthalenol; 2-Naphthol, 1-((p-(phenylazo)phenyl)azo)-; 2-Naphthol, 1-[[p-(phenylazo)phenyl]azo]-; 1-[[p-(Phenylazo)phenyl]azo]-2-naphthol; 2-NAPHTHOL, 1-(P-PHENYULAZOPHENYLAZO)-; 1-[4-(Phenylazo)phenylazo]-2-naphthol; 1-((p-Phenylazo)phenyl)azo-2-naphthol; 1-(4-(Phenylazo)phenylazo)-2-naphthol; Sudan 3 100 microg/mL in Acetonitrile; Benzeneazobenzeneazo-.beta.-naphthol; Sudan Red (chromatographic standard); Benzeneazobenzeneazo-beta-naphthol; Cerven rozpoustedlova 23 [Czech]; Tetrazobenzene-.beta.-naphthol; Sudan III, analytical standard; Tetrazobenzene-beta-naphthol; WLN: L66J BNUNR DNUNR&& CQ; Sudan III, Technical grade; Cerven rozpoustedlova 23; Ponceau, insoluble, OLG; Sudan IIISolvent Red 23; Grasal Brilliant Red G; Grasan Brilliant Red G; D & C RED #17 [VANDF]; D & C RED NO.17 K7007; SOLVENT RED 23 [INCI]; Fat Red, Bluish (VAN); C.I. Solvent Red 23; Silotras Scarlet TB; FD and C Red No. 17; D and C Red No. 17; Cerotinscharlach R; Fat Soluble Red ZH; D&C RED DYE NO 17; SUDAN III [IARC]; Fat Red (bluish); Fettscharlach LB; D & C Red no. 17; Somalia Red III; Fat Red, Bluish; Stearix Scarlet; D and C Red #17; Organol Scarlet; D.C. Red No 17; Solvent red 23; Schultz No. 31; Fat Scarlet LB; Rouge cerasine; SUDAN III [MI]; Organol Red BS; D&C Red No. 17; DC RED NO. 17; RED 17 [INCI]; D&C RED NO.17; D & C Red #17; Fettscharlach; Sudan Red III; Sudan III (G); Fettponceau G; Pyronalrot B; Sudan Red BK; Sudan III, G; Ponceau, OLG; Sudan G III; Sudan P III; Fat Red HRR; Cerasin Red; Motirot 2R; Fat Red RS; Soudan III; Cerasinrot; DC Red 17; Fat Red R; Toney Red; Sudan III; AI3-02854; Tony Red; Sudanrot; Fettrot; Sudan 3; Sudan ?; C.I. 23; Red ZH; red 17; Rot G; Sudan; Rot C; Sudan III



数据库引用编号

15 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)

0 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 ADIG, AHR, ALB, APOE, CAT, CYP1A1, DES, HPGDS, NQO1, VIM
Peripheral membrane protein 3 CYP1A1, CYP1B1, PLIN2
Endoplasmic reticulum membrane 4 CYP1A1, CYP1A2, CYP1B1, HMGCR
Nucleus 8 ADIG, AHR, ALB, APOE, DES, NQO1, PLIN2, PPARA
cytosol 9 AHR, ALB, CAT, DES, GPT, HPGDS, NQO1, PLIN2, VIM
dendrite 2 APOE, NQO1
phagocytic vesicle 1 VIM
centrosome 1 ALB
nucleoplasm 3 AHR, HPGDS, PPARA
Cell membrane 1 VIM
Multi-pass membrane protein 2 HMGCR, SLC45A2
Synapse 1 NQO1
glutamatergic synapse 1 APOE
Golgi apparatus 2 ALB, APOE
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 DES
neuronal cell body 2 APOE, NQO1
sarcolemma 1 DES
Cytoplasm, cytosol 1 NQO1
plasma membrane 3 APOE, PLIN2, VIM
Membrane 8 ADIG, APOE, CAT, CYP1B1, HMGCR, NQO1, PLIN2, SLC45A2
axon 1 VIM
extracellular exosome 7 ALB, APOE, BMP3, CAT, DES, GPT, VIM
endoplasmic reticulum 4 ALB, APOE, HMGCR, PLIN2
extracellular space 5 ALB, APOE, BMP3, IL6, INS
intercalated disc 1 DES
mitochondrion 3 CAT, CYP1A1, CYP1B1
protein-containing complex 3 AHR, ALB, CAT
intracellular membrane-bounded organelle 5 CAT, CYP1A1, CYP1A2, CYP1B1, HPGDS
Microsome membrane 3 CYP1A1, CYP1A2, CYP1B1
Secreted 6 ADIG, ALB, APOE, BMP3, IL6, INS
extracellular region 8 ADIG, ALB, APOE, BMP3, CAT, IL6, INS, PLIN2
Single-pass membrane protein 1 ADIG
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
transcription regulator complex 1 AHR
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
Z disc 1 DES
Melanosome membrane 1 SLC45A2
Early endosome 1 APOE
cell-cell junction 1 DES
Cell membrane, sarcolemma 1 DES
Mitochondrion inner membrane 1 CYP1A1
Cytoplasm, cytoskeleton 1 VIM
focal adhesion 2 CAT, VIM
extracellular matrix 1 APOE
Peroxisome 2 CAT, VIM
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 2 CAT, HMGCR
collagen-containing extracellular matrix 1 APOE
fascia adherens 1 DES
intermediate filament 2 DES, VIM
neuron projection 1 VIM
ciliary basal body 1 ALB
chromatin 2 AHR, PPARA
cell leading edge 1 VIM
cytoskeleton 1 VIM
centriole 1 ALB
Secreted, extracellular space 1 APOE
spindle pole 1 ALB
blood microparticle 2 ALB, APOE
nuclear envelope 1 DES
Nucleus envelope 1 DES
endosome lumen 1 INS
Lipid droplet 2 ADIG, PLIN2
microtubule organizing center 1 VIM
aryl hydrocarbon receptor complex 1 AHR
Melanosome 1 APOE
intermediate filament cytoskeleton 2 DES, VIM
Peroxisome membrane 1 HMGCR
Cytoplasm, myofibril, sarcomere, Z line 1 DES
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, APOE, IL6, INS
nuclear matrix 1 VIM
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Nucleus matrix 1 VIM
cell tip 1 DES
clathrin-coated endocytic vesicle membrane 1 APOE
synaptic cleft 1 APOE
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
cardiac myofibril 1 DES
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
ciliary transition fiber 1 ALB


文献列表

  • Yang Liu, Shan Yang, Xiaomin Chen, Min Ke. Comparison of different lipid staining methods in human meibomian gland epithelial cells. Experimental eye research. 2023 11; 236(?):109658. doi: 10.1016/j.exer.2023.109658. [PMID: 37741430]
  • Jie Bai, Xiping Ma, Xuekai Sun. Investigation on the interaction of food colorant Sudan III with bovine serum albumin using spectroscopic and molecular docking methods. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2020; 55(6):669-676. doi: 10.1080/10934529.2020.1729616. [PMID: 32073347]
  • Mianmian Wu, Pan Li, Qingxia Zhu, Meiran Wu, Hao Li, Feng Lu. Functional paper-based SERS substrate for rapid and sensitive detection of Sudan dyes in herbal medicine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2018 May; 196(?):110-116. doi: 10.1016/j.saa.2018.02.014. [PMID: 29438940]
  • Yura Jang, Jeongae Lee, Hesson Chung. A Simple Colorimetric Method to Quantify Total Fecal Oil Using Oil-soluble Dyes in Laboratory Animals and Its Correlation with Liquid Chromatography-Mass Spectrometry Analysis. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2018; 34(5):623-626. doi: 10.2116/analsci.17n034. [PMID: 29743437]
  • Eleftherios A Petrakis, Laura R Cagliani, Petros A Tarantilis, Moschos G Polissiou, Roberto Consonni. Sudan dyes in adulterated saffron (Crocus sativus L.): Identification and quantification by (1)H NMR. Food chemistry. 2017 Feb; 217(?):418-424. doi: 10.1016/j.foodchem.2016.08.078. [PMID: 27664653]
  • Kazuki Okajima, Ken Nagaya, Hiroshi Azuma, Tatsuya Suzuki. Biliary atresia and stool: its consistency and fat content, another potentially useful clinical information. European journal of gastroenterology & hepatology. 2016 Jan; 28(1):118. doi: 10.1097/meg.0000000000000504. [PMID: 26594917]
  • Di Chen, Yun-Qing Huang, Xiao-Mei He, Zhi-Guo Shi, Yu-Qi Feng. Coupling carbon nanotube film microextraction with desorption corona beam ionization for rapid analysis of Sudan dyes (I-IV) and Rhodamine B in chilli oil. The Analyst. 2015 Mar; 140(5):1731-8. doi: 10.1039/c4an02044h. [PMID: 25619730]
  • Yaping Liu, Lianqing Wang, Xinlun Tian, Kai-Feng Xu, Wenbing Xu, Xue Li, Cai Yue, Peng Zhang, Yi Xiao, Xue Zhang. Characterization of gene mutations and phenotypes of cystic fibrosis in Chinese patients. Respirology (Carlton, Vic.). 2015 Feb; 20(2):312-8. doi: 10.1111/resp.12452. [PMID: 25580864]
  • Iman Saeidi, Behruz Barfi, Moazameh Payrovi, Javid Feizy, Hojat A Sheibani, Mina Miri, Farahnaz Ghollasi Moud. Polyamide as an efficient sorbent for simultaneous interface-free determination of three Sudan dyes in saffron and urine using high-performance liquid chromatography-ultra violet detection. Se pu = Chinese journal of chromatography. 2015 Jan; 33(1):29-34. doi: 10.3724/sp.j.1123.2014.08029. [PMID: 25958664]
  • Jun Liu, Zhenbin Gong. [Determination of four Sudan dyes in chili oil by high performance liquid chromatography with on-line photochemical derivatization and fluorescence detection]. Se pu = Chinese journal of chromatography. 2012 Jun; 30(6):624-9. doi: 10.3724/sp.j.1123.2012.01015. [PMID: 23016298]
  • Yong Hua Qi, Wen Chong Shan, Yan Zheng Liu, Yu Jie Zhang, Jian Ping Wang. Production of the polyclonal antibody against Sudan 3 and Immunoassay of Sudan dyes in food samples. Journal of agricultural and food chemistry. 2012 Mar; 60(9):2116-22. doi: 10.1021/jf300026x. [PMID: 22329681]
  • Nicolas Anton, Patrick Saulnier, Cédric Gaillard, Emilien Porcher, Sandy Vrignaud, Jean-Pierre Benoit. Aqueous-core lipid nanocapsules for encapsulating fragile hydrophilic and/or lipophilic molecules. Langmuir : the ACS journal of surfaces and colloids. 2009 Oct; 25(19):11413-9. doi: 10.1021/la901565q. [PMID: 19788211]
  • Dawn Tung Au, Hubiao Chen, Zhihong Jiang, Zhongzhen Zhao. A novel method to identify the Chinese herbal medicine Wuzhimaotao by quantification of laticifers. Microscopy research and technique. 2009 Apr; 72(4):293-8. doi: 10.1002/jemt.20650. [PMID: 18985697]
  • Juling Ji, Jinsheng Zhang, Guangcun Huang, Jin Qian, Xueqing Wang, Shuang Mei. Over-expressed microRNA-27a and 27b influence fat accumulation and cell proliferation during rat hepatic stellate cell activation. FEBS letters. 2009 Feb; 583(4):759-66. doi: 10.1016/j.febslet.2009.01.034. [PMID: 19185571]
  • M Suzuki, T Tanaka. Development of Meteorus pulchricornis and regulation of its noctuid host, Pseudaletia separata. Journal of insect physiology. 2007 Oct; 53(10):1072-8. doi: 10.1016/j.jinsphys.2007.06.006. [PMID: 17675053]
  • Hong Chen, Yong-qing Xiao, Li Li, Cun Zhang. [Studies on chemical constituents in fruit of Gardenia jasminoides]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jun; 32(11):1041-3. doi: . [PMID: 17672338]
  • Yoko Uematsu, Mami Ogimoto, Junichirou Kabashima, Kumi Suzuki, Kouichi Ito. Fast cleanup method for the analysis of Sudan I-IV and para red in various foods and paprika color (oleoresin) by high-performance liquid chromatography/diode array detection: focus on removal of fat and oil as fatty acid methyl esters prepared by transesterification of acylglycerols. Journal of AOAC International. 2007 Mar; 90(2):437-45. doi: . [PMID: 17474514]
  • Anthony Verdin, Anissa Lounès-Hadj Sahraoui, Ray Newsam, Gary Robinson, Roger Durand. Polycyclic aromatic hydrocarbons storage by Fusarium solani in intracellular lipid vesicles. Environmental pollution (Barking, Essex : 1987). 2005 Jan; 133(2):283-91. doi: 10.1016/j.envpol.2004.05.040. [PMID: 15519459]
  • Zein Shaban, Samir El-Shazly, Shawky Abdelhady, Ibrahim Fattouh, Kaampwe Muzandu, Mayumi Ishizuka, Kazuhiro Kimura, Akio Kazusaka, Shoichi Fujita. Down regulation of hepatic PPARalpha function by AhR ligand. The Journal of veterinary medical science. 2004 Nov; 66(11):1377-86. doi: 10.1292/jvms.66.1377. [PMID: 15585952]
  • Tina Pohle, Stephanie Brändlein, Nele Ruoff, Hans Konrad Müller-Hermelink, H Peter Vollmers. Lipoptosis: tumor-specific cell death by antibody-induced intracellular lipid accumulation. Cancer research. 2004 Jun; 64(11):3900-6. doi: 10.1158/0008-5472.can-03-3149. [PMID: 15173000]
  • Nirianne Marie Q Palacpac, Yasushi Hiramine, Fumika Mi-ichi, Motomi Torii, Kiyoshi Kita, Ryuji Hiramatsu, Toshihiro Horii, Toshihide Mitamura. Developmental-stage-specific triacylglycerol biosynthesis, degradation and trafficking as lipid bodies in Plasmodium falciparum-infected erythrocytes. Journal of cell science. 2004 Mar; 117(Pt 8):1469-80. doi: 10.1242/jcs.00988. [PMID: 15020675]
  • Kiyoto Ishizeki, Noriaki Takahashi, Tokio Nawa. Induction of adipogenesis by the intrasplenic transplantation of chick serum clots. Archives of histology and cytology. 2004 Mar; 67(1):21-30. doi: 10.1679/aohc.67.21. [PMID: 15125020]
  • Satoshi Fukumoto, Toyoshi Fujimoto. Deformation of lipid droplets in fixed samples. Histochemistry and cell biology. 2002 Nov; 118(5):423-8. doi: 10.1007/s00418-002-0462-7. [PMID: 12432454]
  • K D Fine, F Ogunji. A new method of quantitative fecal fat microscopy and its correlation with chemically measured fecal fat output. American journal of clinical pathology. 2000 Apr; 113(4):528-34. doi: 10.1309/0t2w-nn7f-7t8q-5n8c. [PMID: 10761454]
  • A Ikeno, T Sumiya, H Minato, B Fujitani, Y Masuda, K Hosoki, M Kurono, M Yasuba. Effects of monatepil maleate, a new Ca2+ channel antagonist with alpha1-adrenoceptor antagonistic activity, on cholesterol absorption and catabolism in high cholesterol diet-fed rabbits. Japanese journal of pharmacology. 1998 Nov; 78(3):303-12. doi: 10.1254/jjp.78.303. [PMID: 9869264]
  • Z Churý, J Drbal, J Kalabis, J Kleinová, J Peprla, H Frånková. [Fatty acid and cholesterol crystals in bone marrow smears of oncology patients]. Vnitrni lekarstvi. 1998 Jan; 44(1):23-6. doi: NULL. [PMID: 9750479]
  • H S Maranhão, J Wehba. [Steatocrit and Sudan III in the study of steatorrhea in children: comparison with the Van de Kamer method]. Arquivos de gastroenterologia. 1995 Jul; 32(3):140-5. doi: . [PMID: 8728789]
  • B Lembcke. [Sudan III staining: really new aspects of a really old test?]. Zeitschrift fur Gastroenterologie. 1989 Jul; 27(7):398-9. doi: NULL. [PMID: 2475984]
  • M R Khouri, S N Ng, G Huang, Y F Shiau. Fecal triglyceride excretion is not excessive in pancreatic insufficiency. Gastroenterology. 1989 Mar; 96(3):848-52. doi: NULL. [PMID: 2464525]
  • M R Khouri, G Huang, Y F Shiau. Sudan stain of fecal fat: new insight into an old test. Gastroenterology. 1989 Feb; 96(2 Pt 1):421-7. doi: 10.1016/0016-5085(89)91566-7. [PMID: 2463205]
  • H Sośnik. Correlation coefficient between the topological index of sudanophilic bodies (SLey) and various types of spermatogenic tubules in male gonad in human biomorphosis. Patologia polska. 1989; 40(3):273-9. doi: ". [PMID: 2484271]
  • T Ohira, K Ishikawa, I Masuda, M Yokoyama, I Honda. Histologic localization of lipid in the articular tissues in calcium pyrophosphate dihydrate crystal deposition disease. Arthritis and rheumatism. 1988 Aug; 31(8):1057-62. doi: 10.1002/art.1780310819. [PMID: 2457374]
  • D J McCarthy, C Lindamood, D L Hill. Effects of retinoids on metabolizing enzymes and on binding of benzo(a)pyrene to rat tissue DNA. Cancer research. 1987 Oct; 47(19):5014-20. doi: . [PMID: 3621188]
  • A Sevá-Pereira, P C Berenhi, A F de Magalhães. [Qualitative microscopic evaluation of fecal fats. Comparative study]. Arquivos de gastroenterologia. 1986 Apr; 23(2):95-8. doi: NULL. [PMID: 2436602]
  • bacteriologia. [Electrophoresis of serum lipoproteins dyed with Sudan III. Its application to normal and pathological cases]. ""Laboratorio;" analisis clinicos. parasitologia. doi: hematologia. [PMID: 14018811]