hypocrellin a (BioDeep_00000241288)
Main id: BioDeep_00000230421
PANOMIX_OTCML-2023
代谢物信息卡片
Hycrecrellin A
化学式: C30H26O10 (546.1525896)
中文名称: 竹红菌甲素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)C1C2=C3C4=C(CC1(C)O)C(=C(C5=C4C(=C6C3=C(C(=O)C=C6OC)C(=C2OC)O)C(=CC5=O)OC)O)OC
InChI: InChI=1S/C30H26O10/c1-10(31)25-24-22-16-11(9-30(25,2)36)28(39-5)26(34)17-12(32)7-14(37-3)19(21(16)17)20-15(38-4)8-13(33)18(23(20)22)27(35)29(24)40-6/h7-8,25,34-36H,9H2,1-6H3
描述信息
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D000970 - Antineoplastic Agents
D003879 - Dermatologic Agents
Hypocrellin A, a naturally occurring PKC inhibitor, has many biological and pharmacological properties, such as antitumour, antiviral, antibacterial, and antileishmanial activities. Hypocrellin A is a promising photosensitizer for anticancer photodynamic therapy (PDT)[1][2][3][4].
Hypocrellin A, a naturally occurring PKC inhibitor, has many biological and pharmacological properties, such as antitumour, antiviral, antibacterial, and antileishmanial activities. Hypocrellin A is a promising photosensitizer for anticancer photodynamic therapy (PDT)[1][2][3][4].
同义名列表
2 个代谢物同义名
数据库引用编号
9 个数据库交叉引用编号
- PubChem: 3664
- ChEMBL: CHEMBL4174675
- KNApSAcK: C00023676
- KNApSAcK: C00023734
- CAS: 77029-83-5
- PMhub: MS000076584
- PMhub: MS000246971
- PMhub: MS000078539
- medchemexpress: HY-N2575
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。
文献列表
- Wen Hao Shen, Lu Lu Zhou, Xin Ping Li, Rui Peng Cong, Qun Yan Huang, Li Ping Zheng, Jian Wen Wang. Bamboo polysaccharides elicit hypocrellin A biosynthesis of a bambusicolous fungus Shiraia sp. S9.
World journal of microbiology & biotechnology.
2023 Oct; 39(12):341. doi:
10.1007/s11274-023-03789-9. [PMID: 37828354] - Hongjing Dong, Xue Yao, Lanping Guo, Shuai Yu, Wenjuan Duan, Wei Liu, Xiao Wang. Purification of hypocrellins from Shiraia bambusicola by coordinated high-speed countercurrent chromatography using cupric chloride as a complexing agent.
Journal of separation science.
2021 Apr; 44(7):1383-1390. doi:
10.1002/jssc.202001133. [PMID: 33471412] - Ning Zhao, Yingying Yu, Yunxia Yue, Mingzhu Dou, Bingjing Guo, Shuzhen Yan, Shuanglin Chen. Nitric oxide regulates perylenequinones biosynthesis in Shiraia bambusicola S4201 induced by hydrogen peroxide.
Scientific reports.
2021 01; 11(1):2365. doi:
10.1038/s41598-021-81990-2. [PMID: 33504905] - Xin-Yao Liu, Li Fan, Jian Gao, Xiao-Ye Shen, Cheng-Lin Hou. Global identification of alternative splicing in Shiraia bambusicola and analysis of its regulation in hypocrellin biosynthesis.
Applied microbiology and biotechnology.
2020 Jan; 104(1):211-223. doi:
10.1007/s00253-019-10189-3. [PMID: 31768612] - Chuangli Zhang, Jiasheng Wu, Weimin Liu, Xiuli Zheng, Pengfei Wang. Natural-Origin Hypocrellin-HSA Assembly for Highly Efficient NIR Light-Responsive Phototheranostics against Hypoxic Tumors.
ACS applied materials & interfaces.
2019 Dec; 11(48):44989-44998. doi:
10.1021/acsami.9b18345. [PMID: 31755268] - Yan Jun Ma, Chun Xiao Sun, Jian Wen Wang. Enhanced Production of Hypocrellin A in Submerged Cultures of Shiraia bambusicola by Red Light.
Photochemistry and photobiology.
2019 05; 95(3):812-822. doi:
10.1111/php.13038. [PMID: 30338861] - Qiaomei Jin, Juanzhi Zhao, Meng Gao, Yuanbo Feng, Wei Liu, Zhiqi Yin, Tiannv Li, Shaoli Song, Yicheng Ni, Jian Zhang, Dejian Huang, Dongjian Zhang. Evaluation of Necrosis Avidity and Potential for Rapid Imaging of Necrotic Myocardium of Radioiodinated Hypocrellins.
Molecular imaging and biology.
2018 08; 20(4):551-561. doi:
10.1007/s11307-017-1157-8. [PMID: 29305726] - Bin Liu, Jianying Bao, Zhibin Zhang, Riming Yan, Ya Wang, Huilin Yang, Du Zhu. Enhanced production of perylenequinones in the endophytic fungus Shiraia sp. Slf14 by calcium/calmodulin signal transduction.
Applied microbiology and biotechnology.
2018 Jan; 102(1):153-163. doi:
10.1007/s00253-017-8602-0. [PMID: 29098415] - Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy.
Journal of natural products.
2017 10; 80(10):2602-2608. doi:
10.1021/acs.jnatprod.6b01052. [PMID: 29043803] - Huaxiang Deng, Ruijie Gao, Xiangru Liao, Yujie Cai. Characterization of a major facilitator superfamily transporter in Shiraia bambusicola.
Research in microbiology.
2017 Sep; 168(7):664-672. doi:
10.1016/j.resmic.2017.05.002. [PMID: 28549739] - Wen Du, Jiandong Liang, Yanfeng Han, Jianping Yu, Zongqi Liang. Nitric oxide mediates hypocrellin accumulation induced by fungal elicitor in submerged cultures of Shiraia bambusicola.
Biotechnology letters.
2015 Jan; 37(1):153-9. doi:
10.1007/s10529-014-1665-4. [PMID: 25214226] - Liang Gao, Jinbo Fei, Jie Zhao, Hong Li, Yue Cui, Junbai Li. Hypocrellin-loaded gold nanocages with high two-photon efficiency for photothermal/photodynamic cancer therapy in vitro.
ACS nano.
2012 Sep; 6(9):8030-40. doi:
10.1021/nn302634m. [PMID: 22931130] - Ming Kong, Zhanli Chen, Zhiqi Yin, Jian Zhang. [Simultaneous determination of hypocrellin A, hypocrellin B, and hypocrellin C by HPLC].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2012 Jan; 37(1):75-8. doi:
". [PMID: 22741466] - Yujie Su, Jun Sun, Shengqi Rao, Yujie Cai, Yanjun Yang. Photodynamic antimicrobial activity of hypocrellin A.
Journal of photochemistry and photobiology. B, Biology.
2011 Apr; 103(1):29-34. doi:
10.1016/j.jphotobiol.2011.01.008. [PMID: 21300554] - Sirinart Chio-Srichan, Noufissa Oudrhiri, Annelise Bennaceur-Griscelli, Ali G Turhan, Paul Dumas, Matthieu Refregiers. Toxicity and phototoxicity of Hypocrellin A on malignant human cell lines, evidence of a synergistic action of photodynamic therapy with Imatinib mesylate.
Journal of photochemistry and photobiology. B, Biology.
2010 May; 99(2):100-4. doi:
10.1016/j.jphotobiol.2010.03.001. [PMID: 20347325] - Yang Zhang, Liming Song, Jie Xie, Haixia Qiu, Ying Gu, Jingquan Zhao. Novel surfactant-like hypocrellin derivatives to achieve simultaneous drug delivery in blood plasma and cell uptake.
Photochemistry and photobiology.
2010 May; 86(3):667-72. doi:
10.1111/j.1751-1097.2010.00711.x. [PMID: 20331522] - Sirinart Chio-Srichan, Matthieu Réfrégiers, Frédéric Jamme, Slavka Kascakova, Valérie Rouam, Paul Dumas. Photosensitizer effects on cancerous cells: a combined study using synchrotron infrared and fluorescence microscopies.
Biochimica et biophysica acta.
2008 May; 1780(5):854-60. doi:
10.1016/j.bbagen.2008.02.004. [PMID: 18342635] - Lei Dang, J Paul Seale, Xianqin Qu. Effects of hypocrellin A on expression of vascular endothelial growth factor and endothelin-1 in human umbilical endothelial cells.
The American journal of Chinese medicine.
2007; 35(4):713-23. doi:
10.1142/s0192415x0700520x. [PMID: 17708637] - Dmitri V Sakharov, Anton Bunschoten, Huib van Weelden, Karel W A Wirtz. Photodynamic treatment and H2O2-induced oxidative stress result in different patterns of cellular protein oxidation.
European journal of biochemistry.
2003 Dec; 270(24):4859-65. doi:
10.1046/j.1432-1033.2003.03885.x. [PMID: 14653812] - Xianqin Qu, Lei Dang, J Paul Seale. Inhibitory effect of hypocrellin A on protein kinase C in liver and skeletal muscle of obese Zucker rats.
The American journal of Chinese medicine.
2003; 31(6):871-8. doi:
10.1142/s0192415x03001624. [PMID: 14992539] - Seyed Mohamed Ali, Malini Olivo, Gan Yik Yuen, Soo Khee Chee. Apoptosis induced by photosensitizers (Perylquinone derivatives) in human carcinoma cells: a possible relevance to photodynamic therapy.
Asian journal of surgery.
2002 Jan; 25(1):18-26. doi:
". [PMID: 17585441] - S M Ali, S K Chee, G Y Yuen, M Olivo. Hypericin and hypocrellin induced apoptosis in human mucosal carcinoma cells.
Journal of photochemistry and photobiology. B, Biology.
2001 Dec; 65(1):59-73. doi:
10.1016/s1011-1344(01)00252-4. [PMID: 11748006] - S M Ali, M Olivo, G Y Yuen, S K Chee. Photodynamic-induced apoptosis of human nasopharyngeal carcinoma cells using Hypocrellins.
International journal of oncology.
2001 Sep; 19(3):633-43. doi:
10.3892/ijo.19.3.633. [PMID: 11494047] - Z J Wang, Y Y He, C G Huang, J S Huang, Y C Huang, J Y An, Y Gu, L J Jiang. Pharmacokinetics, tissue distribution and photodynamic therapy efficacy of liposomal-delivered hypocrellin A, a potential photosensitizer for tumor therapy.
Photochemistry and photobiology.
1999 Nov; 70(5):773-80. doi:
10.1111/j.1751-1097.1999.tb08282.x. [PMID: 10568169] - E Kocisová, D Jancura, S Sánchez-Cortés, P Miskovský, L Chinsky, J V García-Ramos. Interaction of antiviral and antitumor photoactive drug hypocrellin A with human serum albumin.
Journal of biomolecular structure & dynamics.
1999 Aug; 17(1):111-20. doi:
10.1080/07391102.1999.10508345. [PMID: 10496426] - K Das, A V Smirnov, J Wen, P Miskovsky, J W Petrich. Photophysics of hypericin and hypocrellin A in complex with subcellular components: interactions with human serum albumin.
Photochemistry and photobiology.
1999 Jun; 69(6):633-45. doi:
. [PMID: 10378001] - R Chaloupka, T Obsil, J Plásek, F Sureau. The effect of hypericin and hypocrellin-A on lipid membranes and membrane potential of 3T3 fibroblasts.
Biochimica et biophysica acta.
1999 Apr; 1418(1):39-47. doi:
10.1016/s0005-2736(99)00016-4. [PMID: 10209209] - J Zhang, E H Cao, J F Li, T C Zhang, W J Ma. Photodynamic effects of hypocrellin A on three human malignant cell lines by inducing apoptotic cell death.
Journal of photochemistry and photobiology. B, Biology.
1998 May; 43(2):106-11. doi:
10.1016/s1011-1344(98)00092-x. [PMID: 9679312] - Z Diwu. Novel therapeutic and diagnostic applications of hypocrellins and hypericins.
Photochemistry and photobiology.
1995 Jun; 61(6):529-39. doi:
10.1111/j.1751-1097.1995.tb09903.x. [PMID: 7568399] - J B Hudson, J Zhou, J Chen, L Harris, L Yip, G H Towers. Hypocrellin, from Hypocrella bambuase, is phototoxic to human immunodeficiency virus.
Photochemistry and photobiology.
1994 Sep; 60(3):253-5. doi:
10.1111/j.1751-1097.1994.tb05100.x. [PMID: 7972377] - L Y Zang, B R Misra, H P Misra. Generation of free radicals during photosensitization of hypocrellin A and their effects on cardiac membranes.
Photochemistry and photobiology.
1992 Oct; 56(4):453-62. doi:
10.1111/j.1751-1097.1992.tb02188.x. [PMID: 1454876] - J S Sun, S Z Pang, L Zhang, J F Qin, Y J Chen, J C Yue. [Hypocrellin B-sensitized photodamage on Na(+)-K+ ATPase and sodium permeability of human erythrocytes].
Shi yan sheng wu xue bao.
1991 Sep; 24(3):223-8. doi:
. [PMID: 1661546] - J Du, L Cheng. [The effect of hypocrellin A on the lipid bilayer of erythrocyte membrane].
Shi yan sheng wu xue bao.
1991 Jun; 24(2):153-8. doi:
". [PMID: 1867046] - D Zhenjun, J W Lown. Hypocrellins and their use in photosensitization.
Photochemistry and photobiology.
1990 Sep; 52(3):609-16. doi:
10.1111/j.1751-1097.1990.tb01807.x. [PMID: 2284353] - J A Du, J F Qin, X Z Zhang, L S Cheng. [Hypocrellin A-sensitized photodamage on erythrocyte membrane protein and phospholipid].
Shi yan sheng wu xue bao.
1990 Mar; 23(1):41-9. doi:
". [PMID: 2382527] - J S Sun, L S Cheng, J F Qin. [The study on hypocrellin A-sensitized photoinactivation of enzymes of human erythrocyte membranes].
Shi yan sheng wu xue bao.
1989 Dec; 22(4):423-31. doi:
". [PMID: 2534019] - N W Fu, Y X Chu. [Photodynamic action of hypocrellin A on hepatoma cell mitochondria and microsomes].
Zhongguo yao li xue bao = Acta pharmacologica Sinica.
1989 Jul; 10(4):371-3. doi:
". [PMID: 2560314] - L S Cheng, X A Liu. [Effect of lipid peroxidation on hypocrellin A-photosensitized cross-linking of membrane protein].
Shi yan sheng wu xue bao.
1987 Sep; 20(3):373-80. doi:
". [PMID: 3425096]