Sudan_I (BioDeep_00000000283)

 

Secondary id: BioDeep_00000412923

human metabolite blood metabolite


代谢物信息卡片


1-[(Z)-2-Phenylhydrazin-1-ylidene]naphthalen-2(1H)-one

化学式: C16H12N2O (248.095)
中文名称: 苏丹红I, 苏丹Ⅰ
谱图信息: 最多检出来源 Homo sapiens(blood) 71.84%

分子结构信息

SMILES: C1=CC=C(C=C1)N=NC2=C(C=CC3=CC=CC=C32)O
InChI: InChI=1S/C16H12N2O/c19-15-11-10-12-6-4-5-9-14(12)16(15)18-17-13-7-2-1-3-8-13/h1-11,19H

描述信息

C.i. solvent yellow 14 appears as dark reddish-yellow leaflets or orange powder. Slight odor. (NTP, 1992)
Sudan I is a monoazo compound. It has a role as a dye. It is functionally related to a 2-naphthol.
D009676 - Noxae > D002273 - Carcinogens
D004396 - Coloring Agents
CONFIDENCE standard compound; INTERNAL_ID 5651

同义名列表

129 个代谢物同义名

1-[(Z)-2-Phenylhydrazin-1-ylidene]naphthalen-2(1H)-one; (E)-1-(2-Phenyldiazen-2-ium-1-yl)naphthalen-2-olate; 4-16-00-00228 (Beilstein Handbook Reference); 1,2-Naphthalenedione, 1-(phenylhydrazone); 1-[(1E)-2-Phenyldiazenyl]-2-naphthalenol; 1-phenylazo-2-naphthol, 1-(15)N-labeled; 1-phenylazo-2-naphthol, 2-(15)N-labeled; 1-(2-phenyldiazen-1-yl)naphthalen-2-ol; Sudan 1 100 microg/mL in Acetonitrile; 2-Naphthalenol, 1-(2-phenyldiazenyl)-; (E)-1-(phenyldiazenyl)naphthalen-2-ol; 1-[(Z)-Phenyldiazenyl]naphthalen-2-ol; 1-[(Phenyliminio)amino]-2-naphtholate; 1-phenylazo-2-naphthol, sodium salt; 1-phenylazo-2-naphthol, (Z)-isomer; 1-phenylazo-2-naphthol, (E)-isomer; 1-(Phenylazo)-2-hydroxynaphthalene; 1-(phenyldiazenyl)naphthalen-2-ol; .alpha.-Phenylazo-.beta.-naphthol; 1-[(E)-Phenyldiazenyl]-2-naphthol; 2-Hydroxy-1-phenylazonaphthalene; 1-phenylazo-2-hydroxynaphthalene; 1-(Phenyldiazenyl)-2-naphthol #; 1-phenylazo-2-naphthol, ion(1-); 1-phenyldiazenylnaphthalen-2-ol; 1-(2-Hydroxynaphthyl)azobenzene; 2-Hydroxynaphthyl-1-azobenzene; 2-Naphthalenol, 1-(phenylazo)-; Zlut rozpoustedlova 14 [Czech]; 2-Naphthalenol, 1-(phenylazo); alpha-Phenylazo-beta-naphthol; C.I. SOLVENT YELLOW 14 [HSDB]; Orange 3RA Soluble in Grease; Sudan I, Dye content >=95 \\%; Sudan I, analytical standard; 1-(Phenylazo)-2-naphthalenol; MRQIXHXHHPWVIL-ISLYRVAYSA-N; ZONYAPYTDIVJGG-VLGSPTGOSA-N; 1-Phenylazo-.beta.-naphthol; Benzeneazo-.beta.-naphthol; 1-PHENYL-D5-AZO-2-NAPHTHOL; 2-Naphthol, 1-(phenylazo)-; 1-Phenylazo-beta-naphthol; 1-(Phenylazo)-2-naphthol; Benzeneazo-beta-naphthol; Benzene-1-azo-2-naphthol; C. I. Solvent Yellow 14; C.I. Disperse Yellow 97; Orange Soluble A LHuile; 1-Benzeneazo-2-naphthol; Plastoresin Orange F4A; Zlut rozpoustedlova 14; 1-phenylazo-2-naphthol; C.I. Solvent Yellow 14; Waxoline Orange EP-FW; Orange Resenole No. 3; 1-Benzoazo-2-naphthol; C.I Solvent yellow 14; Solvent Yellow No. 14; Orange Insoluble Olg; 2-Naphtholazobenzene; Tertrogras Orange SV; ci solvent yellow 14; Dispersol Yellow PP; Sudan Orange RA New; WLN: L66J BNUNR& CQ; Calcogas Orange NC; Fat Soluble Orange; Disperse Yellow 97; Waxoline Yellow IM; Silotras Orange TR; Waxoline Yellow IS; Orange 2 Insoluble; Waxoline Yellow IP; Resoform Orange G; Orange Resenole 3; Lacquer Orange VG; Solvent Yellow 14; Waxakol Orange GL; Waxoline Yellow I; Somalia Orange I; Resinol Orange R; Morton Orange Y; Grasan Orange R; Orange A LHuile; Sansel Orange G; UNII-48I7IBB68J; Cerotinorange G; Sudan Orange RA; Ceres Orange R; Oleal Orange R; Sudan Orange R; Stearix Orange; Organol Orange; SUDAN I [IARC]; Enial Orange I; Fat Orange RS; Grasal Orange; Fat Orange 4A; Fettorange 4a; Pyronalorange; Atul Orange R; Fettorange IG; Fettorange lg; Fettorange R; NCI60_000270; Motiorange R; NCI60_004248; Fat Orange G; Tox21_200511; Tox21_300297; Fat Orange I; Fat Orange R; Scharlach B; Fast Orange; Calcogas M; Orange Pel; 48I7IBB68J; Dunkelgelb; Scarlet B; Carminaph; Sudangelb; C16H12N2O; Soudan I; SUDAN 1; Sudan I; Sudan J; Sudan; Sudan I



数据库引用编号

18 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 AHR, CAT, CDKN2A, CYP1A1, CYP2B6, CYP3A4, LCP1, PFDN5, PLS1, SGCB
Peripheral membrane protein 4 CYP1A1, CYP1B1, CYP2B6, LCP1
Endoplasmic reticulum membrane 6 CYP1A1, CYP1A2, CYP1B1, CYP2B6, CYP3A4, HSP90B1
Nucleus 7 AHR, CBX8, CDKN2A, HSP90B1, PFDN5, PNKD, PTMS
cytosol 9 AHR, CAT, CDKN2A, COMT, HSP90B1, LCP1, MB, PFDN5, PLS1
dendrite 1 COMT
nucleoplasm 3 AHR, CBX8, CDKN2A
Cell membrane 1 COMT
Cytoplasmic side 1 LCP1
ruffle membrane 1 LCP1
Multi-pass membrane protein 2 MT-CYB, SLC45A2
Synapse 1 COMT
cell junction 1 LCP1
mitochondrial inner membrane 2 CYP1A1, MT-CYB
sarcolemma 1 SGCB
smooth endoplasmic reticulum 1 HSP90B1
plasma membrane 4 COMT, LCP1, PLS1, SGCB
Membrane 8 CAT, COMT, CYP1B1, CYP3A4, HSP90B1, MT-CYB, PNKD, SLC45A2
axon 1 COMT
brush border 1 PLS1
extracellular exosome 6 CAT, COMT, HSP90B1, LCP1, MB, PLS1
endoplasmic reticulum 1 HSP90B1
extracellular space 1 LCP1
perinuclear region of cytoplasm 2 HSP90B1, LCP1
mitochondrion 6 CAT, CDKN2A, CYP1A1, CYP1B1, MT-CYB, PNKD
protein-containing complex 4 AHR, CAT, CDKN2A, HSP90B1
intracellular membrane-bounded organelle 7 CAT, COMT, CYP1A1, CYP1A2, CYP1B1, CYP2B6, CYP3A4
Microsome membrane 5 CYP1A1, CYP1A2, CYP1B1, CYP2B6, CYP3A4
filopodium 1 LCP1
extracellular region 2 CAT, HSP90B1
mitochondrial matrix 2 CAT, CDKN2A
Extracellular side 1 COMT
transcription regulator complex 1 AHR
actin cytoskeleton 1 LCP1
nucleolus 1 CDKN2A
Melanosome membrane 1 SLC45A2
midbody 1 HSP90B1
sarcoplasm 1 MB
Single-pass type II membrane protein 2 COMT, SGCB
Cell membrane, sarcolemma 1 SGCB
Cell projection, ruffle membrane 1 LCP1
Mitochondrion inner membrane 2 CYP1A1, MT-CYB
heterochromatin 1 CBX8
Cytoplasm, cytoskeleton 2 LCP1, SGCB
focal adhesion 3 CAT, HSP90B1, LCP1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 HSP90B1
ruffle 1 LCP1
chromatin 2 AHR, CBX8
cell projection 1 LCP1
phagocytic cup 1 LCP1
cytoskeleton 1 SGCB
podosome 1 LCP1
Nucleus, nucleolus 1 CDKN2A
actin filament 2 LCP1, PLS1
Cell projection, stereocilium 1 PLS1
stereocilium 1 PLS1
aryl hydrocarbon receptor complex 1 AHR
Nucleus, nucleoplasm 1 CDKN2A
Melanosome 1 HSP90B1
sperm plasma membrane 1 HSP90B1
intermediate filament cytoskeleton 1 PFDN5
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 HSP90B1
PcG protein complex 1 CBX8
PRC1 complex 1 CBX8
respiratory chain complex III 1 MT-CYB
Sarcoplasmic reticulum lumen 1 HSP90B1
prefoldin complex 1 PFDN5
dystrophin-associated glycoprotein complex 1 SGCB
sarcoglycan complex 1 SGCB
terminal web 1 PLS1
presynaptic cytosol 1 PNKD
glial cell projection 1 LCP1
endocytic vesicle lumen 1 HSP90B1
Cytoplasm, sarcoplasm 1 MB
actin filament bundle 2 LCP1, PLS1
catalase complex 1 CAT
endoplasmic reticulum chaperone complex 1 HSP90B1
senescence-associated heterochromatin focus 1 CDKN2A
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
[Isoform smARF]: Mitochondrion 1 CDKN2A


文献列表

  • Lin Mei, Yanmei Shi, Yange Shi, Pengpeng Yan, Chunlei Lin, Yue Sun, Bingjie Wei, Jing Li. Multivalent SnO2 quantum dot-decorated Ti3C2 MXene for highly sensitive electrochemical detection of Sudan I in food. The Analyst. 2022 Nov; 147(23):5557-5563. doi: 10.1039/d2an01432g. [PMID: 36342354]
  • 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]
  • Helena Dračínská, František Bárta, Kateřina Levová, Alena Hudecová, Michaela Moserová, Heinz H Schmeiser, Klaus Kopka, Eva Frei, Volker M Arlt, Marie Stiborová. Induction of cytochromes P450 1A1 and 1A2 suppresses formation of DNA adducts by carcinogenic aristolochic acid I in rats in vivo. Toxicology. 2016 Feb; 344-346(?):7-18. doi: 10.1016/j.tox.2016.01.011. [PMID: 26845733]
  • Aijin Fang, Qian Long, Qiongqiong Wu, Haitao Li, Youyu Zhang, Shouzhuo Yao. Upconversion nanosensor for sensitive fluorescence detection of Sudan I-IV based on inner filter effect. Talanta. 2016; 148(?):129-34. doi: 10.1016/j.talanta.2015.10.048. [PMID: 26653433]
  • Fang Gao, Yaxi Hu, Da Chen, Eunice C Y Li-Chan, Edward Grant, Xiaonan Lu. Determination of Sudan I in paprika powder by molecularly imprinted polymers-thin layer chromatography-surface enhanced Raman spectroscopic biosensor. Talanta. 2015 Oct; 143(?):344-352. doi: 10.1016/j.talanta.2015.05.003. [PMID: 26078169]
  • Naiying Wu, Wei Gao, Li Zhou, Yunhe Lian, Fengfei Li, Wenjie Han. Identifying potential sources of Sudan I contamination in Capsicum fruits over its growth period. Food chemistry. 2015 Apr; 173(?):99-104. doi: 10.1016/j.foodchem.2014.10.004. [PMID: 25466000]
  • Ellen L Berg, Mark A Polokoff, Alison O'Mahony, Dat Nguyen, Xitong Li. Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects. International journal of molecular sciences. 2015 Jan; 16(1):1008-29. doi: 10.3390/ijms16011008. [PMID: 25569083]
  • Marie Stiborová, Helena Dračínská, Václav Martínek, Dagmar Svášková, Petr Hodek, Jan Milichovský, Žaneta Hejduková, Jaroslav Brotánek, Heinz H Schmeiser, Eva Frei. Induced expression of cytochrome P450 1A and NAD(P)H:quinone oxidoreductase determined at mRNA, protein, and enzyme activity levels in rats exposed to the carcinogenic azo dye 1-phenylazo-2-naphthol (Sudan I). Chemical research in toxicology. 2013 Feb; 26(2):290-9. doi: 10.1021/tx3004533. [PMID: 23289503]
  • 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]
  • Xiaogang Hu, Quanlin Cai, Yanan Fan, Tingting Ye, Yujuan Cao, Changjuan Guo. Molecularly imprinted polymer coated solid-phase microextraction fibers for determination of Sudan I-IV dyes in hot chili powder and poultry feed samples. Journal of chromatography. A. 2012 Jan; 1219(?):39-46. doi: 10.1016/j.chroma.2011.10.089. [PMID: 22153814]
  • Els Houben, Henrike M Hamer, Anja Luypaerts, Vicky De Preter, Pieter Evenepoel, Paul Rutgeerts, Kristin Verbeke. Quantification of (15)N-nitrate in urine with gas chromatography combustion isotope ratio mass spectrometry to estimate endogenous NO production. Analytical chemistry. 2010 Jan; 82(2):601-7. doi: 10.1021/ac9019208. [PMID: 20000695]
  • Yuzhen Wang, Dapeng Wei, Hong Yang, Yuan Yang, Weiwei Xing, Yuan Li, Anping Deng. Development of a highly sensitive and specific monoclonal antibody-based enzyme-linked immunosorbent assay (ELISA) for detection of Sudan I in food samples. Talanta. 2009 Mar; 77(5):1783-9. doi: 10.1016/j.talanta.2008.10.016. [PMID: 19159799]
  • Wei Yu, Xiaohong Wang, Youxiang Zhou, Ping Wang. [Synthesis of Sudan I artificial antigen]. Wei sheng yan jiu = Journal of hygiene research. 2008 May; 37(3):362-4, 376. doi: NULL. [PMID: 18646542]
  • Xiaomei Zhang, Liping Jiang, Chengyan Geng, Cunli Hu, Hiroyuki Yoshimura, Laifu Zhong. Inhibition of Sudan I genotoxicity in human liver-derived HepG2 cells by the antioxidant hydroxytyrosol. Free radical research. 2008 Feb; 42(2):189-95. doi: 10.1080/10715760701864492. [PMID: 18297612]
  • Dan Han, Meng Yu, Dietmar Knopp, Reinhard Niessner, Mei Wu, Anping Deng. Development of a highly sensitive and specific enzyme-linked immunosorbent assay for detection of Sudan I in food samples. Journal of agricultural and food chemistry. 2007 Aug; 55(16):6424-30. doi: 10.1021/jf071005j. [PMID: 17622156]
  • Yu An, Liping Jiang, Jun Cao, Chengyan Geng, Laifu Zhong. Sudan I induces genotoxic effects and oxidative DNA damage in HepG2 cells. Mutation research. 2007 Mar; 627(2):164-70. doi: 10.1016/j.mrgentox.2006.11.004. [PMID: 17188558]
  • 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]
  • Joanna Gajda, Agnieszka Switka, Katarzyna Kuźma, Jolanta Jarecka. [Sudan and other illegal dyes--food adulteration]. Roczniki Panstwowego Zakladu Higieny. 2006; 57(4):317-23. doi: ". [PMID: 17713194]
  • Banu Bekce, Göksel Sener, Mehmet Oktav, Mert Ulgen, Sevim Rollas. In vitro and in vivo metabolism of ethyl 4-[(2-hydroxy-1-naphthyl)azo]benzoate. European journal of drug metabolism and pharmacokinetics. 2005 Jan; 30(1-2):91-7. doi: 10.1007/bf03226413. [PMID: 16010867]
  • H C Pitot, D Goodspeed, T Dunn, S Hendrich, R R Maronpot, S Moran. Regulation of the expression of some genes for enzymes of glutathione metabolism in hepatotoxicity and hepatocarcinogenesis. Toxicology and applied pharmacology. 1989 Jan; 97(1):23-34. doi: 10.1016/0041-008x(89)90052-5. [PMID: 2563599]