Pheophorbide a (BioDeep_00000012030)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


3-[(3R,21S,22S)-16-ethenyl-11-ethyl-4-hydroxy-3-methoxycarbonyl-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid

化学式: C35H36N4O5 (592.2685566)
中文名称: 脱镁叶绿素A
谱图信息: 最多检出来源 Viridiplantae(plant) 0.35%

Reviewed

Last reviewed on 2024-08-21.

Cite this Page

Pheophorbide a. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/pheophorbide_a (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000012030). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=CC1=C(C)C2=NC1=CC1=NC(=CC3=C(C)C4=C(O)C(C(=O)OC)C(=C5NC(=C2)C(C)C5CCC(=O)O)C4=N3)C(CC)=C1C
InChI: InChI=1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,38,42H,1,9-11H2,2-7H3,(H,40,41)/t17-,21-,31+/m0/s1

描述信息

D011838 - Radiation-Sensitizing Agents
Pheophorbide A is an intermediate product in the chlorophyll degradation pathway and can be used as a photosensitizer. Pheophorbide A acts as a lymphovascular activator with antitumor activity[1].

Pheophorbide a. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=15664-29-6 (retrieved 2024-08-21) (CAS RN: 15664-29-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

2 个代谢物同义名

pheophorbide a; SCHEMBL19361034



数据库引用编号

13 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)

34 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。



文献列表

  • 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]
  • Mi Hwa Park, Hak-Ju Kim, Ji-Sook Han. Pheophorbide A isolated from Gelidium amansii inhibits adipogenesis by regulating adipogenic transcription factors and AMPK in 3T3-L1 adipocytes. Nutrition research (New York, N.Y.). 2022 11; 107(?):187-194. doi: 10.1016/j.nutres.2022.10.001. [PMID: 36323192]
  • Jingyi Lv, Siyang Ding, Liang Zhang, Dongle Xu, Yingzhi Zhang, Mingyu Sun, Yonghong Ge, Jianrong Li. Low temperature delays degreening of apple fruit by inhibiting pheophorbide a oxygenase (PAO) pathway and chlorophyll oxidation during ripening. Journal of food biochemistry. 2022 08; 46(8):e14173. doi: 10.1111/jfbc.14173. [PMID: 35383957]
  • Jihye Kim, Epameinondas Gousopoulos, Teresa M Faleschini, Matthias Hamburger, Olivier Potterat, Michael Detmar. Pheophorbide a identified in an Eupatorium perfoliatum extract is a novel lymphatic vascular activator. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Mar; 147(?):112664. doi: 10.1016/j.biopha.2022.112664. [PMID: 35131655]
  • Julien Massiot, Wasim Abuillan, Oleg Konovalov, Ali Makky. Photo-triggerable liposomes based on lipid-porphyrin conjugate and cholesterol combination: Formulation and mechanistic study on monolayers and bilayers. Biochimica et biophysica acta. Biomembranes. 2022 02; 1864(1):183812. doi: 10.1016/j.bbamem.2021.183812. [PMID: 34743950]
  • Xueyun Hu, Chu Zeng, Jinling Su, Imran Khan, Ahmad Zada, Ting Jia. Overexpressing 7-Hydroxymethyl Chlorophyll a Reductase Alleviates Non-Programmed Cell Death during Dark-Induced Senescence in Intact Arabidopsis Plants. Biomolecules. 2021 08; 11(8):. doi: 10.3390/biom11081143. [PMID: 34439809]
  • Teruki Matsumoto, Michiyo Matsuno, Norihito Ikui, Yoshiyuki Mizushina, Yume Omiya, Rikako Ishibashi, Taro Ueda, Hajime Mizukami. Identification of pheophorbide a as an inhibitor of receptor for advanced glycation end products in Mallotus japonicus. Journal of natural medicines. 2021 Jun; 75(3):675-681. doi: 10.1007/s11418-021-01495-0. [PMID: 33625682]
  • Zhihong Zhang, Yan He, Liangjian Li, Xiaobo Zhang, Xia Xu, Yongfeng Shi, Jian-Li Wu. Characterization of a novel allele encoding pheophorbide a oxygenase in rice. Plant signaling & behavior. 2021 03; 16(3):1864606. doi: 10.1080/15592324.2020.1864606. [PMID: 33369525]
  • Xuan Zhao, Ting Jia, Xueyun Hu. HCAR Is a Limitation Factor for Chlorophyll Cycle and Chlorophyll b Degradation in Chlorophyll-b-Overproducing Plants. Biomolecules. 2020 12; 10(12):. doi: 10.3390/biom10121639. [PMID: 33291365]
  • Jing Yang, Jing-Yu Ji, Bo-Wen Zhang, Yun-Ze Chen, Shu-Ren Wang, Guo-Cai Zhang, Jie Zhang. Transcriptome and cell wall degrading enzyme-related gene analysis of Pestalotiopsis neglecta in response to sodium pheophorbide a. Pesticide biochemistry and physiology. 2020 Oct; 169(?):104639. doi: 10.1016/j.pestbp.2020.104639. [PMID: 32828363]
  • Katja Silbermann, Jiyang Li, Vigneshwaran Namasivayam, Fabian Baltes, Gerd Bendas, Sven Marcel Stefan, Michael Wiese. Superior Pyrimidine Derivatives as Selective ABCG2 Inhibitors and Broad-Spectrum ABCB1, ABCC1, and ABCG2 Antagonists. Journal of medicinal chemistry. 2020 09; 63(18):10412-10432. doi: 10.1021/acs.jmedchem.0c00961. [PMID: 32787102]
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  • Parth Kapoor, Deborah A Briggs, Megan H Cox, Ian D Kerr. Disruption of the Unique ABCG-Family NBD:NBD Interface Impacts Both Drug Transport and ATP Hydrolysis. International journal of molecular sciences. 2020 Jan; 21(3):. doi: 10.3390/ijms21030759. [PMID: 31979415]
  • Yang Jing, Lin Lian-Nan, Zhang Xiao-Bo, Wu Yue, Bi Bing, Zhang Guo-Cai, Zou Chuan-Shan. Sodium pheophorbide a has photoactivated fungicidal activity against Pestalotiopsis neglecta. Pesticide biochemistry and physiology. 2019 Jul; 158(?):25-31. doi: 10.1016/j.pestbp.2019.04.003. [PMID: 31378357]
  • Tsukasa Kobayashi, Kouichi Sugaya, Jun-Ichi Onose, Naoki Abe. Peppermint (Mentha piperita L.) extract effectively inhibits cytochrome P450 3A4 (CYP3A4) mRNA induction in rifampicin-treated HepG2 cells. Bioscience, biotechnology, and biochemistry. 2019 Jul; 83(7):1181-1192. doi: 10.1080/09168451.2019.1608802. [PMID: 31032736]
  • Da Hye Kim, Byeong Nam Im, Hee Sook Hwang, Kun Na. Gemcitabine-loaded DSPE-PEG-PheoA liposome as a photomediated immune modulator for cholangiocarcinoma treatment. Biomaterials. 2018 11; 183(?):139-150. doi: 10.1016/j.biomaterials.2018.08.052. [PMID: 30170256]
  • Kazuto Yasuda, Samit Ganguly, Erin G Schuetz. Pheophorbide A: Fluorescent Bcrp Substrate to Measure Oral Drug-Drug Interactions in Real-Time In Vivo. Drug metabolism and disposition: the biological fate of chemicals. 2018 11; 46(11):1725-1733. doi: 10.1124/dmd.118.083584. [PMID: 30111622]
  • Aditi Das, Bastien Christ, Stefan Hörtensteiner. Characterization of the pheophorbide a oxygenase/phyllobilin pathway of chlorophyll breakdown in grasses. Planta. 2018 Oct; 248(4):875-892. doi: 10.1007/s00425-018-2946-2. [PMID: 29951845]
  • Dan Dan Xu, Chong Bing Xu, Hon Ming Lam, Fuk-Ling Wong, Albert Wing Nang Leung, Merrin Man Long Leong, William Chi Shing Cho, Robin Hoeven, Qingtao Lv, Rong Rong. Proteomic analysis reveals that pheophorbide a-mediated photodynamic treatment inhibits prostate cancer growth by hampering GDP-GTP exchange of ras-family proteins. Photodiagnosis and photodynamic therapy. 2018 Sep; 23(?):35-39. doi: 10.1016/j.pdpdt.2018.05.014. [PMID: 29800714]
  • Isabel Viera, Kewei Chen, José J Ríos, Itziar Benito, Antonio Pérez-Gálvez, María Roca. First-Pass Metabolism of Chlorophylls in Mice. Molecular nutrition & food research. 2018 09; 62(17):e1800562. doi: 10.1002/mnfr.201800562. [PMID: 30028573]
  • Nathielle Miranda, Adriana Passarella Gerola, Cláudio Roberto Novello, Tânia Ueda-Nakamura, Sueli de Oliveira Silva, Benedito Prado Dias-Filho, Noboru Hioka, João Carlos Palazzo de Mello, Celso Vataru Nakamura. Pheophorbide a, a compound isolated from the leaves of Arrabidaea chica, induces photodynamic inactivation of Trypanosoma cruzi. Photodiagnosis and photodynamic therapy. 2017 Sep; 19(?):256-265. doi: 10.1016/j.pdpdt.2017.05.004. [PMID: 28587855]
  • Nathielle Miranda, Hélito Volpato, Jean Henrique da Silva Rodrigues, Wilker Caetano, Tânia Ueda-Nakamura, Sueli de Oliveira Silva, Celso Vataru Nakamura. The photodynamic action of pheophorbide a induces cell death through oxidative stress in Leishmania amazonensis. Journal of photochemistry and photobiology. B, Biology. 2017 Sep; 174(?):342-354. doi: 10.1016/j.jphotobiol.2017.08.016. [PMID: 28821011]
  • Julien Massiot, Ali Makky, Florent Di Meo, David Chapron, Patrick Trouillas, Véronique Rosilio. Impact of lipid composition and photosensitizer hydrophobicity on the efficiency of light-triggered liposomal release. Physical chemistry chemical physics : PCCP. 2017 May; 19(18):11460-11473. doi: 10.1039/c7cp00983f. [PMID: 28425533]
  • Cecilia Mittelberger, Hacer Yalcinkaya, Christa Pichler, Johanna Gasser, Gerhard Scherzer, Theresia Erhart, Sandra Schumacher, Barbara Holzner, Katrin Janik, Peter Robatscher, Thomas Müller, Bernhard Kräutler, Michael Oberhuber. Pathogen-Induced Leaf Chlorosis: Products of Chlorophyll Breakdown Found in Degreened Leaves of Phytoplasma-Infected Apple (Malus × domestica Borkh.) and Apricot (Prunus armeniaca L.) Trees Relate to the Pheophorbide a Oxygenase/Phyllobilin Pathway. Journal of agricultural and food chemistry. 2017 Apr; 65(13):2651-2660. doi: 10.1021/acs.jafc.6b05501. [PMID: 28267924]
  • Gantumur Battogtokh, Young Tag Ko. Graphene oxide-incorporated pH-responsive folate-albumin-photosensitizer nanocomplex as image-guided dual therapeutics. Journal of controlled release : official journal of the Controlled Release Society. 2016 07; 234(?):10-20. doi: 10.1016/j.jconrel.2016.05.007. [PMID: 27164545]
  • Qianqian Sheng, Xianying Fang, Zunling Zhu, Wei Xiao, Zhenzhong Wang, Gang Ding, Linguo Zhao, Yujian Li, Ping Yu, Zhibin Ding, Qinru Sun. Seasonal variation of pheophorbide a and flavonoid in different organs of two Carpinus species and its correlation with immunosuppressive activity. In vitro cellular & developmental biology. Animal. 2016 Jun; 52(6):654-61. doi: 10.1007/s11626-016-0041-1. [PMID: 27112162]
  • Xue-Ren Yin, Xiu-Lan Xie, Xiao-Jian Xia, Jing-Quan Yu, Ian B Ferguson, James J Giovannoni, Kun-Song Chen. Involvement of an ethylene response factor in chlorophyll degradation during citrus fruit degreening. The Plant journal : for cell and molecular biology. 2016 06; 86(5):403-12. doi: 10.1111/tpj.13178. [PMID: 27037684]
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  • Fang Liu, Fang-Qing Guo. Nitric oxide deficiency accelerates chlorophyll breakdown and stability loss of thylakoid membranes during dark-induced leaf senescence in Arabidopsis. PloS one. 2013; 8(2):e56345. doi: 10.1371/journal.pone.0056345. [PMID: 23418559]
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  • 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]
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  • Sandy Wan-Heng Hoi, Hoi Ming Wong, Judy Yuet-Wa Chan, Grace Gar Lee Yue, Gary Man-Kit Tse, Bonita Ka-Bo Law, Wing Ping Fong, Kwok Pui Fung. Photodynamic therapy of Pheophorbide a inhibits the proliferation of human breast tumour via both caspase-dependent and -independent apoptotic pathways in in vitro and in vivo models. Phytotherapy research : PTR. 2012 May; 26(5):734-42. doi: 10.1002/ptr.3607. [PMID: 22072524]
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