Indicaxanthin (BioDeep_00000019557)

 

Secondary id: BioDeep_00000006849, BioDeep_00000403109, BioDeep_00000911264, BioDeep_00001869974

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(1E)-1-{2-[(4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ⁵-pyrrolidin-1-ylium-2-carboxylate

化学式: C14H16N2O6 (308.1008)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 42.28%

分子结构信息

SMILES: C1CC([N+](=CC=C2CC(NC(=C2)C(=O)O)C(=O)O)C1)C(=O)[O-]
InChI: InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)

描述信息

Indicaxanthin is found in fruits. Indicaxanthin is a constituent of the fruits of Opuntia ficus-indica (Indian fig) Indicaxanthin is a type of betaxanthin, a plant pigment present in beets, prickly pear cactus, and a powerful antioxidant. It is also found in red dragonfruit
D004396 - Coloring Agents > D050858 - Betalains

同义名列表

5 个代谢物同义名

(1E)-1-{2-[(4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ⁵-pyrrolidin-1-ylium-2-carboxylate; (1E)-1-{2-[(4E)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-1λ⁵-pyrrolidin-1-ylium-2-carboxylate; 4-[2-(2-Carboxy-1-pyrrolidinyl)ethenyl]-2,3-dihydro-2,6-pyridinedicarboxylic acid, 9ci; Indicaxanthin; Indicaxanthin



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 11 ANXA5, BCL2, CCND1, CDK4, CDKN2A, GFAP, MAPK8, NES, NOS2, PTGS2, VIM
Peripheral membrane protein 3 ANXA5, GORASP1, PTGS2
Endoplasmic reticulum membrane 3 BCL2, HMOX1, PTGS2
Nucleus 10 BCL2, CCND1, CDK4, CDKN2A, DNMT1, GATA4, HMOX1, MAPK8, NOS2, TGM2
cytosol 11 ANXA5, BCL2, CCND1, CDK4, CDKN2A, GFAP, HMOX1, MAPK8, NOS2, TGM2, VIM
nuclear body 1 GATA4
phagocytic vesicle 1 VIM
centrosome 1 CCND1
nucleoplasm 8 CCND1, CDK4, CDKN2A, DNMT1, GATA4, HMOX1, MAPK8, NOS2
RNA polymerase II transcription regulator complex 1 GATA4
Cell membrane 4 GRID1, TGM2, TNF, VIM
Cytoplasmic side 2 GORASP1, HMOX1
Multi-pass membrane protein 1 GRID1
Golgi apparatus membrane 1 GORASP1
Synapse 1 MAPK8
cell surface 1 TNF
glutamatergic synapse 1 GRID1
Golgi apparatus 1 GORASP1
Golgi membrane 2 GORASP1, INS
neuronal cell body 1 TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 NOS2, TGM2
plasma membrane 5 GRID1, NOS2, TGM2, TNF, VIM
Membrane 3 ANXA5, BCL2, HMOX1
axon 2 MAPK8, VIM
caveola 1 PTGS2
extracellular exosome 4 ANXA5, GRID1, TGM2, VIM
endoplasmic reticulum 4 BCL2, HMOX1, PTGS2, TGM2
extracellular space 4 CXCL8, HMOX1, INS, TNF
perinuclear region of cytoplasm 3 HMOX1, NOS2, TGM2
bicellular tight junction 2 CCND1, CDK4
mitochondrion 4 BCL2, CDKN2A, DNMT1, TGM2
protein-containing complex 3 BCL2, CDKN2A, PTGS2
Microsome membrane 1 PTGS2
pericentric heterochromatin 1 DNMT1
Secreted 2 CXCL8, INS
extracellular region 4 ANXA5, CXCL8, INS, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
astrocyte end-foot 1 GFAP
mitochondrial matrix 1 CDKN2A
transcription regulator complex 1 CDK4
Nucleus membrane 3 BCL2, CCND1, CDK4
Bcl-2 family protein complex 1 BCL2
nuclear membrane 3 BCL2, CCND1, CDK4
external side of plasma membrane 2 ANXA5, TNF
Secreted, extracellular space, extracellular matrix 1 TGM2
nucleolus 2 CDK4, CDKN2A
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 GRID1
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 VIM
focal adhesion 3 ANXA5, TGM2, VIM
GABA-ergic synapse 1 GRID1
cis-Golgi network 1 GORASP1
extracellular matrix 1 TGM2
Peroxisome 2 NOS2, VIM
peroxisomal matrix 1 NOS2
collagen-containing extracellular matrix 2 ANXA5, TGM2
intermediate filament 3 GFAP, NES, VIM
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Postsynaptic cell membrane 1 GRID1
Zymogen granule membrane 1 ANXA5
neuron projection 2 PTGS2, VIM
chromatin 3 CDK4, GATA4, TGM2
cell leading edge 1 VIM
cell projection 1 GFAP
phagocytic cup 1 TNF
Chromosome 1 TGM2
cytoskeleton 1 VIM
Nucleus, nucleolus 1 CDKN2A
endosome lumen 1 INS
microtubule organizing center 1 VIM
female germ cell nucleus 1 DNMT1
Nucleus, nucleoplasm 1 CDKN2A
cell body 1 GFAP
replication fork 1 DNMT1
myelin sheath 1 BCL2
intermediate filament cytoskeleton 3 GFAP, NES, VIM
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PTGS2
nuclear matrix 1 VIM
transcription repressor complex 1 CCND1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
postsynaptic density membrane 1 GRID1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
Nucleus matrix 1 VIM
vesicle membrane 1 ANXA5
basal dendrite 1 MAPK8
nucleosome 1 TGM2
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK4
cytoplasmic side of lysosomal membrane 1 GFAP
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 2 CCND1, CDK4
cyclin D2-CDK4 complex 1 CDK4
cyclin D3-CDK4 complex 1 CDK4
[Isoform 2]: Cytoplasm, perinuclear region 1 TGM2
senescence-associated heterochromatin focus 1 CDKN2A
cyclin D1-CDK6 complex 1 CCND1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform smARF]: Mitochondrion 1 CDKN2A


文献列表

  • Nikolaos Tsafantakis, Efrosini S Katsanou, Katerina Kyriakopoulou, Eirini-Christina Psarou, Iliana Raptaki, Alexios L Skaltsounis, Marc Audebert, Kyriaki A Machera, Nikolas Fokialakis. Comparative UHPLC-HRMS Profiling, Toxicological Assessment, and Protection Against H2O2-Induced Genotoxicity of Different Parts of Opuntia ficus indica. Journal of medicinal food. 2019 Dec; 22(12):1280-1293. doi: 10.1089/jmf.2019.0032. [PMID: 31584314]
  • M Alejandra Guerrero-Rubio, Samanta Hernández-García, Francisco García-Carmona, Fernando Gandía-Herrero. Extension of life-span using a RNAi model and in vivo antioxidant effect of Opuntia fruit extracts and pure betalains in Caenorhabditis elegans. Food chemistry. 2019 Feb; 274(?):840-847. doi: 10.1016/j.foodchem.2018.09.067. [PMID: 30373018]
  • Alessandro Attanzio, Anna Frazzitta, Rosalia Busa', Luisa Tesoriere, Maria A Livrea, Mario Allegra. Indicaxanthin from Opuntia ficus indica (L. Mill) Inhibits Oxidized LDL-Mediated Human Endothelial Cell Dysfunction through Inhibition of NF-κB Activation. Oxidative medicine and cellular longevity. 2019; 2019(?):3457846. doi: 10.1155/2019/3457846. [PMID: 30911345]
  • José A Fernández-López, María J Roca, José M Angosto, José M Obón. Betaxanthin-Rich Extract from Cactus Pear Fruits as Yellow Water-Soluble Colorant with Potential Application in Foods. Plant foods for human nutrition (Dordrecht, Netherlands). 2018 Jun; 73(2):146-153. doi: 10.1007/s11130-018-0664-3. [PMID: 29666973]
  • Tom Clifford, Costas M Constantinou, Karen M Keane, Daniel J West, Glyn Howatson, Emma J Stevenson. The plasma bioavailability of nitrate and betanin from Beta vulgaris rubra in humans. European journal of nutrition. 2017 Apr; 56(3):1245-1254. doi: 10.1007/s00394-016-1173-5. [PMID: 26873098]
  • A Mata, J P Ferreira, C Semedo, T Serra, C M M Duarte, M R Bronze. Contribution to the characterization of Opuntia spp. juices by LC-DAD-ESI-MS/MS. Food chemistry. 2016 Nov; 210(?):558-65. doi: 10.1016/j.foodchem.2016.04.033. [PMID: 27211682]
  • Luisa Tesoriere, Alessandro Attanzio, Mario Allegra, Maria A Livrea. Dietary indicaxanthin from cactus pear (Opuntia ficus-indica L. Mill) fruit prevents eryptosis induced by oxysterols in a hypercholesterolaemia-relevant proportion and adhesion of human erythrocytes to endothelial cell layers. The British journal of nutrition. 2015 Aug; 114(3):368-75. doi: 10.1017/s0007114515002111. [PMID: 26169206]
  • Flores Naselli, Luisa Tesoriere, Fabio Caradonna, Daniele Bellavia, Alessandro Attanzio, Carla Gentile, Maria A Livrea. Anti-proliferative and pro-apoptotic activity of whole extract and isolated indicaxanthin from Opuntia ficus-indica associated with re-activation of the onco-suppressor p16(INK4a) gene in human colorectal carcinoma (Caco-2) cells. Biochemical and biophysical research communications. 2014 Jul; 450(1):652-8. doi: 10.1016/j.bbrc.2014.06.029. [PMID: 24937448]
  • Mario Allegra, Angela Ianaro, Mariaroberta Tersigni, Elisabetta Panza, Luisa Tesoriere, Maria Antonia Livrea. Indicaxanthin from cactus pear fruit exerts anti-inflammatory effects in carrageenin-induced rat pleurisy. The Journal of nutrition. 2014 Feb; 144(2):185-92. doi: 10.3945/jn.113.183657. [PMID: 24306215]
  • M Allegra, F D'Acquisto, L Tesoriere, A Attanzio, M A Livrea. Pro-oxidant activity of indicaxanthin from Opuntia ficus indica modulates arachidonate metabolism and prostaglandin synthesis through lipid peroxide production in LPS-stimulated RAW 264.7 macrophages. Redox biology. 2014; 2(?):892-900. doi: 10.1016/j.redox.2014.07.004. [PMID: 25180166]
  • Luisa Tesoriere, Alessandro Attanzio, Mario Allegra, Carla Gentile, Maria A Livrea. Phytochemical indicaxanthin suppresses 7-ketocholesterol-induced THP-1 cell apoptosis by preventing cytosolic Ca(2+) increase and oxidative stress. The British journal of nutrition. 2013 Jul; 110(2):230-40. doi: 10.1017/s000711451200493x. [PMID: 23228674]
  • L Tesoriere, C Gentile, F Angileri, A Attanzio, M Tutone, M Allegra, M A Livrea. Trans-epithelial transport of the betalain pigments indicaxanthin and betanin across Caco-2 cell monolayers and influence of food matrix. European journal of nutrition. 2013 Apr; 52(3):1077-87. doi: 10.1007/s00394-012-0414-5. [PMID: 22806766]
  • S Baldassano, L Tesoriere, A Rotondo, R Serio, M A Livrea, F Mulè. Inhibition of the mechanical activity of mouse ileum by cactus pear (Opuntia Ficus Indica, L, Mill.) fruit extract and its pigment indicaxanthin. Journal of agricultural and food chemistry. 2010 Jul; 58(13):7565-71. doi: 10.1021/jf100434e. [PMID: 20518499]
  • Maria Liria Turco Liveri, Luciana Sciascia, Mario Allegra, Luisa Tesoriere, Maria A Livrea. Partition of indicaxanthin in membrane biomimetic systems. A kinetic and modeling approach. Journal of agricultural and food chemistry. 2009 Nov; 57(22):10959-63. doi: 10.1021/jf902266m. [PMID: 19919126]
  • L Tesoriere, M Allegra, D Butera, C Gentile, M A Livrea. Kinetics of the lipoperoxyl radical-scavenging activity of indicaxanthin in solution and unilamellar liposomes. Free radical research. 2007 Feb; 41(2):226-33. doi: 10.1080/10715760601026614. [PMID: 17364949]
  • L Tesoriere, M Allegra, D Butera, C Gentile, M A Livrea. Cytoprotective effects of the antioxidant phytochemical indicaxanthin in beta-thalassemia red blood cells. Free radical research. 2006 Jul; 40(7):753-61. doi: 10.1080/10715760600554228. [PMID: 16984002]
  • C Gentile, L Tesoriere, M Allegra, M A Livrea, P D'Alessio. Antioxidant betalains from cactus pear (Opuntia ficus-indica) inhibit endothelial ICAM-1 expression. Annals of the New York Academy of Sciences. 2004 Dec; 1028(?):481-6. doi: 10.1196/annals.1322.057. [PMID: 15650274]
  • Luisa Tesoriere, Mario Allegra, Daniela Butera, Maria A Livrea. Absorption, excretion, and distribution of dietary antioxidant betalains in LDLs: potential health effects of betalains in humans. The American journal of clinical nutrition. 2004 Oct; 80(4):941-5. doi: 10.1093/ajcn/80.4.941. [PMID: 15447903]
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