Purpurin (BioDeep_00000410527)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


InChI=1\C14H8O5\c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18\h1-5,15-16,19

化学式: C14H8O5 (256.0372)
中文名称: 吡啉
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 84.62%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)O)O
InChI: InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H

描述信息

D004396 - Coloring Agents
Origin: Plant, Organic chemicals, Polycyclic compounds, Anthracenes
Purpurin is a natural anthraquinone compound from Rubia cordifolia L.. Purpurin has antidepressant-like effects[1].
Purpurin is a natural anthraquinone compound from Rubia cordifolia L.. Purpurin has antidepressant-like effects[1].

同义名列表

50 个代谢物同义名

InChI=1\C14H8O5\c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18\h1-5,15-16,19; 9,10-Anthracenedione, 1,2,4-trihydroxy- (9CI); 4-08-00-03568 (Beilstein Handbook Reference); 9,10-Anthracenedione, 1,2,4-trihydroxy-; 1,2,4-trihydroxy-9,10-anthracenedione; 1,2,4-trihydroxyanthracene-9,10-dione; 1,2,4-Trihydroxyanthrachinon [Czech]; 1,2,4-trihydroxy-9,10-anthraquinone; 1,2,4-Trihydroxyanthra-9,10-quinone; Anthraquinone, 1,2,4-trihydroxy-; 1,2,4-trihydroxyanthraquinone; 1,2,4-Trihydroxyanthrachinon; WLN: L C666 BV IVJ DQ EQ GQ; SDCCGMLS-0066870.P001; C.I. Natural Red 16; Hydroxylizaric acid; C.I. Natural Red 8; Spectrum2_000037; EINECS 201-359-8; Spectrum3_001947; NCGC00095346-02; SPECTRUM1505300; NCGC00095346-01; NCIMech_000036; BSPBio_003547; Smoke Brown G; KBio3_002835; SPBio_000133; ZINC03861633; NCI60_000107; AIDS-001387; 82631_FLUKA; 229148_SIAL; BRN 1887127; CCRIS 3527; CHEBI:8645; EU-0000318; C.I. 75410; AIDS001387; C.I. 58205; Purpurine; C.I. 1037; NSC 10447; SBB006444; Purpurin; Verantin; NSC10447; 81-54-9; C10395; Purpurin



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)

68 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, BCL2, CASP3, CAT, CCND1, CYP1A1, CYP2E1, HPGDS, PIK3CA, TYR
Peripheral membrane protein 3 CYP1A1, CYP1B1, CYP2E1
Endoplasmic reticulum membrane 5 BCL2, CYP1A1, CYP1A2, CYP1B1, CYP2E1
Nucleus 7 ADIG, BCL2, CASP3, CCND1, GABPA, PCNA, PHF6
cytosol 6 BCL2, CASP3, CAT, CCND1, HPGDS, PIK3CA
nuclear body 1 PCNA
centrosome 2 CCND1, PCNA
nucleoplasm 6 CASP3, CCND1, GABPA, HPGDS, PCNA, PHF6
Cell membrane 1 TNF
lamellipodium 1 PIK3CA
cell surface 1 TNF
glutamatergic synapse 1 CASP3
Golgi membrane 1 INS
lysosomal membrane 1 GAA
mitochondrial inner membrane 2 CYP1A1, CYP2E1
neuronal cell body 2 CASP3, TNF
Lysosome 2 GAA, TYR
plasma membrane 3 GAA, PIK3CA, TNF
Membrane 5 ADIG, BCL2, CAT, CYP1B1, GAA
extracellular exosome 4 CAT, GAA, PCNA, TTR
Lysosome membrane 1 GAA
endoplasmic reticulum 1 BCL2
extracellular space 4 IL6, INS, TNF, TTR
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 PIK3CA, TYR
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CAT, CYP1A1, CYP1B1
protein-containing complex 2 BCL2, CAT
intracellular membrane-bounded organelle 8 CAT, CYP1A1, CYP1A2, CYP1B1, CYP2E1, GAA, HPGDS, TYR
Microsome membrane 4 CYP1A1, CYP1A2, CYP1B1, CYP2E1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 5 ADIG, GAA, IL6, INS, TTR
extracellular region 7 ADIG, CAT, GAA, IL6, INS, TNF, TTR
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 ADIG, BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CAT
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 1 TNF
nucleolus 1 PHF6
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 2 CYP1A1, CYP2E1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
chromatin 2 GABPA, PCNA
phagocytic cup 1 TNF
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
endosome lumen 1 INS
Lipid droplet 1 ADIG
Chromosome, centromere, kinetochore 1 PHF6
tertiary granule membrane 1 GAA
Melanosome 1 TYR
replication fork 1 PCNA
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 IL6, INS
transcription repressor complex 1 CCND1
male germ cell nucleus 1 PCNA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
kinetochore 1 PHF6
transport vesicle 1 INS
azurophil granule membrane 1 GAA
azurophil granule lumen 1 TTR
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
nuclear lamina 1 PCNA
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Areeba Insaf, Rabea Parveen, Varsha Srivastava, Monalisha Samal, Muzayyana Khan, Sayeed Ahmad. TLC-MS-Bioautographic identification of antityrosinase compounds and preparation of a topical gel formulation from bioactive fraction of RSM optimized alcoholic extract of Rubia cordifolia L. stem. Journal of AOAC International. 2023 Jul; ?(?):. doi: 10.1093/jaoacint/qsad076. [PMID: 37471690]
  • Hyun Jung Kwon, Kyu Ri Hahn, Sung Min Nam, Yeo Sung Yoon, Seung Myung Moon, In Koo Hwang, Dae Won Kim. Purpurin ameliorates D-galactose-induced aging phenotypes in mouse hippocampus by reducing inflammatory responses. Neurochemistry international. 2023 May; 167(?):105552. doi: 10.1016/j.neuint.2023.105552. [PMID: 37230197]
  • Weiya Zeng, Caihong Shen, Suifen Mo, Chen Ni, Ying Lin, Yuan Fang, Huiling Yang, Guihua Luo, Luhua Xiao, Ruoting Zhan, Ping Yan. The Effective Treatment of Purpurin on Inflammation and Adjuvant-Induced Arthritis. Molecules (Basel, Switzerland). 2023 Jan; 28(1):. doi: 10.3390/molecules28010366. [PMID: 36615560]
  • Samrat Rakshit, Nisha Sahu, Satendra Kumar Nirala, Monika Bhadauria. Protective activity of purpurin against d-galactosamine and lipopolysaccharide-induced hepatorenal injury by upregulation of heme oxygenase-1 in the RBC degradation cycle. Journal of biochemical and molecular toxicology. 2022 Oct; 36(10):e23168. doi: 10.1002/jbt.23168. [PMID: 35838105]
  • Woosuk Kim, Hyun Jung Kwon, Hyo Young Jung, Kyu Ri Hahn, Yeo Sung Yoon, In Koo Hwang, Soo Young Choi, Dae Won Kim. Neuroprotective Effects of Purpurin Against Ischemic Damage via MAPKs, Bax, and Oxidative Stress Cascades in the Gerbil Hippocampus. Molecular neurobiology. 2022 Apr; 59(4):2580-2592. doi: 10.1007/s12035-021-02642-0. [PMID: 35094304]
  • Susobhan Mahanty, Krishnan Rathinasamy, Devarajan Suresh. Spectral Characterization of Purpurin Dye and Its Application in pH Sensing, Cell Imaging and Apoptosis Detection. Journal of fluorescence. 2022 Jan; 32(1):247-256. doi: 10.1007/s10895-021-02836-8. [PMID: 34731386]
  • Su Bo, Jing Lai, Honyu Lin, Xue Luo, Yiqiong Zeng, Tianying Du. Purpurin, a anthraquinone induces ROS-mediated A549 lung cancer cell apoptosis via inhibition of PI3K/AKT and proliferation. The Journal of pharmacy and pharmacology. 2021 Jul; 73(8):1101-1108. doi: 10.1093/jpp/rgab056. [PMID: 33877317]
  • Onkar Bedi, Niharika Srivastava, Davinder Parsad, Pawan Krishan. Fatty acid synthase inhibition ameliorates diabetes induced liver injury in rodent experimental model. European journal of pharmacology. 2021 Jun; 901(?):174078. doi: 10.1016/j.ejphar.2021.174078. [PMID: 33839087]
  • Onkar Bedi, Savera Aggarwal, Nirupma Trehanpati, Gayatri Ramakrishna, Ajmer Singh Grewal, Pawan Krishan. In vitro targeted screening and molecular docking of stilbene, quinones, and flavonoid on 3T3-L1 pre-adipocytes for anti-adipogenic actions. Naunyn-Schmiedeberg's archives of pharmacology. 2020 11; 393(11):2093-2106. doi: 10.1007/s00210-020-01919-w. [PMID: 32588069]
  • Woo Nam, Seok Hyun Nam, Sung Phil Kim, Carol Levin, Mendel Friedman. Anti-adipogenic and anti-obesity activities of purpurin in 3T3-L1 preadipocyte cells and in mice fed a high-fat diet. BMC complementary and alternative medicine. 2019 Dec; 19(1):364. doi: 10.1186/s12906-019-2756-5. [PMID: 31829180]
  • Sisubalan Natarajan, Priyanka Mishra, Malayaman Vadivel, M Ghouse Basha, Amit Kumar, Sundaresan Velusamy. ISSR Characterization and Quantification of Purpurin and Alizarin in Rubia cordifolia L. Populations from India. Biochemical genetics. 2019 Feb; 57(1):56-72. doi: 10.1007/s10528-018-9875-4. [PMID: 30039443]
  • Upendra Chitgupi, Shuai Shao, Kevin A Carter, Wei-Chiao Huang, Jonathan F Lovell. Multicolor Liposome Mixtures for Selective and Selectable Cargo Release. Nano letters. 2018 02; 18(2):1331-1336. doi: 10.1021/acs.nanolett.7b05025. [PMID: 29384679]
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  • Yuxiao Yao, Shaoyang Sun, Fei Fei, Jingjing Wang, Youhua Wang, Ranran Zhang, Jing Wu, Lian Liu, Xiuyun Liu, Zhaomeng Cui, Qiang Li, Min Yu, Yongjun Dang, Xu Wang. Screening in larval zebrafish reveals tissue-specific distribution of fifteen fluorescent compounds. Disease models & mechanisms. 2017 09; 10(9):1155-1164. doi: 10.1242/dmm.028811. [PMID: 28754836]
  • Zuoliang Zheng, Shengqing Li, Yuping Zhong, Ruoting Zhan, Yan Yan, Huafeng Pan, Ping Yan. UPLC-QTOF-MS Identification of the Chemical Constituents in Rat Plasma and Urine after Oral Administration of Rubia cordifolia L. Extract. Molecules (Basel, Switzerland). 2017 Aug; 22(8):. doi: 10.3390/molecules22081327. [PMID: 28800124]
  • Woo Nam, Sung Phil Kim, Seok Hyun Nam, Mendel Friedman. Structure-Antioxidative and Anti-Inflammatory Activity Relationships of Purpurin and Related Anthraquinones in Chemical and Cell Assays. Molecules (Basel, Switzerland). 2017 Feb; 22(2):. doi: 10.3390/molecules22020265. [PMID: 28208613]
  • Mingjie Gao, Jing Yang, Zhibin Wang, Bingyou Yang, Haixue Kuang, Lu Liu, Liqian Wang, Chunjuan Yang. Simultaneous Determination of Purpurin, Munjistin and Mollugin in Rat Plasma by Ultra High Performance Liquid Chromatography-Tandem Mass Spectrometry: Application to a Pharmacokinetic Study after Oral Administration of Rubia cordifolia L. Extract. Molecules (Basel, Switzerland). 2016 Jun; 21(6):. doi: 10.3390/molecules21060717. [PMID: 27258244]
  • Chenchen Wu, Xiaowen Yang, Wenlong Wang, Shanshan Wang, Dandan Cao, Feng Ma, Jianguo Wang, Hao Lu, Baoyu Zhao. [Effects of madder on bone biomechanical property in rats]. Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi. 2015 Feb; 32(1):110-5. doi: NULL. [PMID: 25997276]
  • ChenChen Wu, XiaoBing Li, TieSuo Han, Peng Li, JianGuo Wang, GuoWen Liu, Zhe Wang, ChangRong Ge, ShiZheng Gao. Dietary pseudopurpurin improves bone geometry architecture and metabolism in red-bone Guishan goats. PloS one. 2012; 7(5):e37469. doi: 10.1371/journal.pone.0037469. [PMID: 22624037]
  • Chen-Chen Wu, Xiao-Bing Li, Tie-Suo Han, Peng Li, Guo-Wen Liu, Wei-Zhong Wang, Zhe Wang. Dietary pseudopurpurin effects on bone mineral density and bone geometry architecture in rats. International journal of molecular sciences. 2012; 13(3):3431-3443. doi: 10.3390/ijms13033431. [PMID: 22489160]
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  • Naoko Nishimura, Masayuki Takai, Eisaku Yamamoto, Keiji Hasumi. Purpurin as a specific inhibitor of spermidine-induced autoactivation of the protease plasma hyaluronan-binding protein. Biological & pharmaceutical bulletin. 2010; 33(8):1430-3. doi: 10.1248/bpb.33.1430. [PMID: 20686243]
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  • Minoo Dabiri, Shabnam Salimi, Alireza Ghassempour, Ali Rassouli, Mohammad Talebi. Optimization of microwave-assisted extraction for alizarin and purpurin in Rubiaceae plants and its comparison with conventional extraction methods. Journal of separation science. 2005 Mar; 28(4):387-96. doi: 10.1002/jssc.200400041. [PMID: 15792254]
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  • T Marczylo, S Arimoto-Kobayashi, H Hayatsu. Protection against Trp-P-2 mutagenicity by purpurin: mechanism of in vitro antimutagenesis. Mutagenesis. 2000 May; 15(3):223-8. doi: 10.1093/mutage/15.3.223. [PMID: 10792014]
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