Pyropheophorbide a (BioDeep_00000012056)
PANOMIX_OTCML-2023
代谢物信息卡片
3-{16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5,8(26),9,11,13(25),14,16,18,20(23)-decaen-22-yl}propanoic acid
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 Viridiplantae(plant) 17.97%
分子结构信息
SMILES: C=CC1=C(C)C2=NC1=CC1=NC(=CC3=C(C)C4=C(O)CC(=C5NC(=C2)C(C)C5CCC(=O)O)C4=N3)C(CC)=C1C
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
6 个代谢物同义名
Pyropheophorbide-alpha; Pyropheophorbide a; 3-{16-ethenyl-11-ethyl-12,17,21,26-tetramethyl-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5,8(26),9,11,13(25),14,16,18,20(23)-decaen-22-yl}propanoic acid; 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid, 9CI; Pyrophaeophorbide a; Pyropheophorbide-a
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:48398
- ChEBI: CHEBI:172733
- KEGG: C18064
- PubChem: 161456
- PubChem: 3819540
- Metlin: METLIN87446
- ChEMBL: CHEMBL1807359
- ChEMBL: CHEMBL520220
- CAS: 24533-72-0
- PMhub: MS000026330
- PubChem: 96024283
- NIKKAJI: J55.605J
- RefMet: Pyropheophorbide a
- medchemexpress: HY-128973
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 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(1)
- Chlorophyll a Degradation I:
Hydrogen Ion + Water + pheophorbide a ⟶ Carbon dioxide + Methanol + Pyrophaeophorbide a
PharmGKB(0)
5 个相关的物种来源信息
- 159025 - Atalantia monophylla: 10.1248/CPB.44.1415
- 161756 - Isatis tinctoria: 10.1016/J.PHYTOCHEM.2009.04.019
- 6573 - Mizuhopecten yessoensis: 10.1021/NP50093A001
- 96273 - Palicourea acuminata: 10.1111/J.1751-1097.1995.TB05250.X
- 129788 - Ruditapes philippinarum: 10.1021/NP50093A001
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
- 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]
