Pyrophaeophorbide a (BioDeep_00001875525)

   

PANOMIX_OTCML-2023


代谢物信息卡片


Pyropheophorbide-alpha

化学式: C33H34N4O3 (534.2631)
中文名称: 焦脱镁叶绿素a
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C2C(N/C1=C\3)=C(CC2=O)C([C@H]4CCC(O)=O)=N/C([C@H]4C)=C\C5=C(C)C(C=C)=C(N5)/C=C6C(C)=C(CC)C3=N/6
InChI: InChI=1S/C33H34N4O3/c1-7-19-15(3)23-12-25-17(5)21(9-10-30(39)40)32(36-25)22-11-29(38)31-18(6)26(37-33(22)31)14-28-20(8-2)16(4)24(35-28)13-27(19)34-23/h7,12-14,17,21,36,38H,1,8-11H2,2-6H3,(H,39,40)

描述信息

Pyropheophorbide-a (Ppa) is a promising photosensitizer for tumor photodynamic therapy (PDT)[1].

同义名列表

3 个代谢物同义名

Pyropheophorbide-alpha; Pyrophaeophorbide a; Pyropheophorbide-a



数据库引用编号

4 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 12 ATF4, BCL2, BCL2L1, BIRC5, CASP3, CCNB1, CCND1, CTNNB1, MAPK8, MTOR, NOL3, SOD1
Peripheral membrane protein 2 GORASP1, MTOR
Endoplasmic reticulum membrane 3 BCL2, HMOX1, MTOR
Mitochondrion membrane 2 ABCG2, BCL2L1
Nucleus 12 ATF4, BCL2, BIRC5, CASP3, CCNB1, CCND1, CTNNB1, HMOX1, MAPK8, MTOR, PARP1, SOD1
cytosol 14 ATF4, BCL2, BCL2L1, BIRC5, CASP3, CCNB1, CCND1, CTNNB1, HMOX1, MAPK8, MTOR, NOL3, PARP1, SOD1
dendrite 1 MTOR
mitochondrial membrane 1 ABCG2
nuclear body 1 PARP1
phagocytic vesicle 1 MTOR
centrosome 5 ATF4, BCL2L1, CCNB1, CCND1, CTNNB1
nucleoplasm 12 ABCG2, ATF4, BIRC5, CASP3, CCNB1, CCND1, CTNNB1, HMOX1, MAPK8, MTOR, PARP1, SOD1
RNA polymerase II transcription regulator complex 1 ATF4
Cell membrane 3 ABCG2, ATF4, CTNNB1
Lipid-anchor 1 NOL3
Cytoplasmic side 4 BCL2L1, GORASP1, HMOX1, MTOR
lamellipodium 1 CTNNB1
Multi-pass membrane protein 2 ABCG2, PROM1
Golgi apparatus membrane 2 GORASP1, MTOR
Synapse 2 CTNNB1, MAPK8
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 1 PROM1
glutamatergic synapse 2 CASP3, CTNNB1
Golgi apparatus 1 GORASP1
Golgi membrane 2 GORASP1, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 2 CASP3, SOD1
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 2 BCL2L1, PARP1
Lysosome 1 MTOR
plasma membrane 3 ABCG2, CTNNB1, PROM1
synaptic vesicle membrane 1 BCL2L1
Membrane 8 ABCG2, BCL2, CCNB1, CTNNB1, HMOX1, MTOR, NOL3, PARP1
apical plasma membrane 2 ABCG2, PROM1
axon 2 CCK, MAPK8
basolateral plasma membrane 1 CTNNB1
extracellular exosome 3 CTNNB1, PROM1, SOD1
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, BCL2L1, HMOX1, PROM1
extracellular space 5 CCK, HMOX1, IL6, PROM1, SOD1
perinuclear region of cytoplasm 2 CTNNB1, HMOX1
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 2 CCND1, CTNNB1
mitochondrion 5 BCL2, BCL2L1, NOL3, PARP1, SOD1
protein-containing complex 6 ATF4, BCL2, BIRC5, CTNNB1, PARP1, SOD1
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 2 CCK, IL6
extracellular region 3 CCK, IL6, SOD1
Mitochondrion outer membrane 3 BCL2, BCL2L1, MTOR
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 4 BCL2, BCL2L1, HMOX1, MTOR
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 3 BCL2L1, CCNB1, SOD1
transcription regulator complex 2 CTNNB1, PARP1
photoreceptor outer segment 1 PROM1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 ATF4, BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 3 BCL2, BCL2L1, CCND1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 3 BCL2, BCL2L1, CCND1
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
cytoplasmic vesicle 1 SOD1
microtubule cytoskeleton 1 BIRC5
nucleolus 2 NOL3, PARP1
Wnt signalosome 1 CTNNB1
axon cytoplasm 1 SOD1
midbody 1 BIRC5
sarcoplasm 1 NOL3
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
vesicle 1 PROM1
postsynaptic membrane 1 CTNNB1
Apical cell membrane 2 ABCG2, PROM1
Membrane raft 1 ABCG2
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 CTNNB1
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 1 CTNNB1
microtubule 1 BIRC5
spindle 1 BIRC5
cis-Golgi network 1 GORASP1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
Peroxisome 1 SOD1
sarcoplasmic reticulum 1 NOL3
Nucleus, PML body 1 MTOR
PML body 1 MTOR
mitochondrial intermembrane space 1 SOD1
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
nuclear speck 1 ATF4
interphase microtubule organizing center 1 BIRC5
dendrite cytoplasm 1 SOD1
neuron projection 1 ATF4
cilium 1 PROM1
chromatin 2 ATF4, PARP1
cell periphery 1 CTNNB1
Chromosome 2 BIRC5, PARP1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
centriole 1 BIRC5
Cell projection, cilium, photoreceptor outer segment 1 PROM1
brush border membrane 1 ABCG2
Nucleus, nucleolus 1 PARP1
spindle pole 2 CCNB1, CTNNB1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
postsynaptic density, intracellular component 1 CTNNB1
Cell projection, microvillus membrane 1 PROM1
microvillus membrane 2 CTNNB1, PROM1
site of double-strand break 1 PARP1
nuclear envelope 2 MTOR, PARP1
Endomembrane system 2 CTNNB1, MTOR
microvillus 1 PROM1
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
Nucleus speckle 1 ATF4
euchromatin 1 CTNNB1
myelin sheath 1 BCL2
[Isoform 3]: Cytoplasm 1 NOL3
endoplasmic reticulum lumen 1 IL6
transcription repressor complex 1 CCND1
kinetochore 1 BIRC5
beta-catenin-TCF complex 1 CTNNB1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
chromosome, centromeric region 1 BIRC5
outer kinetochore 1 CCNB1
[Isoform 2]: Cytoplasm 1 NOL3
presynaptic active zone cytoplasmic component 1 CTNNB1
chromosome passenger complex 1 BIRC5
endoplasmic reticulum-Golgi intermediate compartment 1 PROM1
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 2 CTNNB1, PARP1
[Isoform 1]: Nucleus, nucleolus 1 NOL3
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
external side of apical plasma membrane 1 ABCG2
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
photoreceptor outer segment membrane 1 PROM1
prominosome 1 PROM1
dendrite membrane 1 ATF4
Cytoplasmic vesicle, phagosome 1 MTOR
catenin complex 1 CTNNB1
site of DNA damage 1 PARP1
nuclear periphery 1 ATF4
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
interleukin-6 receptor complex 1 IL6
cyclin B1-CDK1 complex 1 CCNB1
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
beta-catenin-TCF7L2 complex 1 CTNNB1
ATF4-CREB1 transcription factor complex 1 ATF4
ATF1-ATF4 transcription factor complex 1 ATF4
CHOP-ATF4 complex 1 ATF4
Lewy body core 1 ATF4
cyclin D1-CDK6 complex 1 CCND1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1


文献列表

  • Paul Cressey, Wasim Abuillan, Nada Ibrahim, Jana Alhoussein, Oleg Konovalov, Gang Zheng, Ali Makky. Self-Organization of Lipid-Porphyrin Conjugates at the Air/Water Interface. Chemphyschem : a European journal of chemical physics and physical chemistry. 2022 Nov; ?(?):e202200687. doi: 10.1002/cphc.202200687. [PMID: 36412498]
  • Yuh-Hwa Liu, Yeh-Lin Lu, Ya-Chih Chang, Jong-Ho Chyuan, Tzong-Huei Lee, Wen-Chi Hou. Anti-adipogenic activities of pheophorbide a and pyropheophorbide a isolated from wild bitter gourd (Momordica charantia L. var. abbreviata Seringe) in vitro. Journal of the science of food and agriculture. 2022 Nov; 102(14):6771-6779. doi: 10.1002/jsfa.12044. [PMID: 35638177]
  • Daiwei Chen, Shengsheng Lu, Guang Yang, Xiaoyan Pan, Sheng Fan, Xi Xie, Qi Chen, Fangfang Li, Zhonghuang Li, Shaohua Wu, Jian He. The seafood Musculus senhousei shows anti-influenza A virus activity by targeting virion envelope lipids. Biochemical pharmacology. 2020 07; 177(?):113982. doi: 10.1016/j.bcp.2020.113982. [PMID: 32305436]
  • Kara M Harmatys, Marta Overchuk, Juan Chen, Lili Ding, Ying Chen, Martin G Pomper, Gang Zheng. Tuning Pharmacokinetics to Improve Tumor Accumulation of a Prostate-Specific Membrane Antigen-Targeted Phototheranostic Agent. Bioconjugate chemistry. 2018 11; 29(11):3746-3756. doi: 10.1021/acs.bioconjchem.8b00636. [PMID: 30350576]
  • Wenjing Li, Sihai Tan, Yutong Xing, Qian Liu, Shuang Li, Qingle Chen, Min Yu, Fengwei Wang, Zhangyong Hong. cRGD Peptide-Conjugated Pyropheophorbide-a Photosensitizers for Tumor Targeting in Photodynamic Therapy. Molecular pharmaceutics. 2018 04; 15(4):1505-1514. doi: 10.1021/acs.molpharmaceut.7b01064. [PMID: 29502410]
  • 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]
  • Chunbai He, Xiaopin Duan, Nining Guo, Christina Chan, Christopher Poon, Ralph R Weichselbaum, Wenbin Lin. Core-shell nanoscale coordination polymers combine chemotherapy and photodynamic therapy to potentiate checkpoint blockade cancer immunotherapy. Nature communications. 2016 08; 7(?):12499. doi: 10.1038/ncomms12499. [PMID: 27530650]
  • Suratno Lulut Ratnoglik, Chie Aoki, Pratiwi Sudarmono, Mari Komoto, Lin Deng, Ikuo Shoji, Hiroyuki Fuchino, Nobuo Kawahara, Hak Hotta. Antiviral activity of extracts from Morinda citrifolia leaves and chlorophyll catabolites, pheophorbide a and pyropheophorbide a, against hepatitis C virus. Microbiology and immunology. 2014 Mar; 58(3):188-94. doi: 10.1111/1348-0421.12133. [PMID: 24438164]
  • Chen Xu, Junhua Zhang, Doina M Mihai, Ilyas Washington. Light-harvesting chlorophyll pigments enable mammalian mitochondria to capture photonic energy and produce ATP. Journal of cell science. 2014 Jan; 127(Pt 2):388-99. doi: 10.1242/jcs.134262. [PMID: 24198392]
  • Cheng S Jin, Jonathan F Lovell, Gang Zheng. One minute, sub-one-watt photothermal tumor ablation using porphysomes, intrinsic multifunctional nanovesicles. Journal of visualized experiments : JoVE. 2013 Sep; ?(79):e50536. doi: 10.3791/50536. [PMID: 24084712]
  • Charles A Barnes, Sharon L Rasmussen, Jacob W Petrich, Mark A Rasmussen. Determination of the concentration of potential efflux pump inhibitors, pheophorbide a and pyropheophorbide a, in the feces of animals by fluorescence spectroscopy. Journal of agricultural and food chemistry. 2012 Oct; 60(42):10456-60. doi: 10.1021/jf3023063. [PMID: 23002917]
  • G V Golovina, V A Ol'shevskaia, V N Kalinina, A A Shtil', V A Kuz'min. [Role of the medium acidity in the complexes formation of pyropheophorbide a with albumin and lipoproteins]. Bioorganicheskaia khimiia. 2011 Sep; 37(5):718-20. doi: 10.1134/s1068162011050062. [PMID: 22332371]
  • Yihui Chen, Razvan Miclea, Thamarapu Srikrishnan, Sathyamangalam Balasubramanian, Thomas J Dougherty, Ravindra K Pandey. Investigation of human serum albumin (HSA) binding specificity of certain photosensitizers related to pyropheophorbide-a and bacteriopurpurinimide by circular dichroism spectroscopy and its correlation with in vivo photosensitizing efficacy. Bioorganic & medicinal chemistry letters. 2005 Jul; 15(13):3189-92. doi: 10.1016/j.bmcl.2005.05.019. [PMID: 15936945]
  • Robert W Robey, Kenneth Steadman, Orsolya Polgar, Susan E Bates. ABCG2-mediated transport of photosensitizers: potential impact on photodynamic therapy. Cancer biology & therapy. 2005 Feb; 4(2):187-94. doi: . [PMID: 15684613]
  • Thomas J Dougherty, Adam B Sumlin, William R Greco, Kenneth R Weishaupt, Lurine A Vaughan, Ravindra K Pandey. The role of the peripheral benzodiazepine receptor in photodynamic activity of certain pyropheophorbide ether photosensitizers: albumin site II as a surrogate marker for activity. Photochemistry and photobiology. 2002 Jul; 76(1):91-7. doi: 10.1562/0031-8655(2002)076<0091:trotpb>2.0.co;2. [PMID: 12126312]
  • Gang Zheng, Hui Li, Min Zhang, Sissel Lund-Katz, Britton Chance, Jerry D Glickson. Low-density lipoprotein reconstituted by pyropheophorbide cholesteryl oleate as target-specific photosensitizer. Bioconjugate chemistry. 2002 May; 13(3):392-6. doi: 10.1021/bc025516h. [PMID: 12009925]
  • M Doi, T Inage, Y Shioi. Chlorophyll degradation in a Chlamydomonas reinhardtii mutant: an accumulation of pyropheophorbide a by anaerobiosis. Plant & cell physiology. 2001 May; 42(5):469-74. doi: 10.1093/pcp/pce057. [PMID: 11382812]
  • W R Potter, B W Henderson, D A Bellnier, R K Pandey, L A Vaughan, K R Weishaupt, T J Dougherty. Parabolic quantitative structure-activity relationships and photodynamic therapy: application of a three-compartment model with clearance to the in vivo quantitative structure-activity relationships of a congeneric series of pyropheophorbide derivatives used as photosensitizers for photodynamic therapy. Photochemistry and photobiology. 1999 Nov; 70(5):781-8. doi: . [PMID: 10568170]
  • S Chansakaow, N Ruangrungsi, T Ishikawa. Isolation of pyropheophorbide a from the leaves of Atalantia monophylla (ROXB.) CORR. (Rutaceae) as a possible antiviral active principle against herpes simplex virus type 2. Chemical & pharmaceutical bulletin. 1996 Jul; 44(7):1415-7. doi: 10.1248/cpb.44.1415. [PMID: 8706147]