Rebeccamycin (BioDeep_00000013015)

Volatile Flavor Compounds natural product

代谢物信息卡片

Rebeccamycin

化学式: C27H21Cl2N3O7 (569.0756496)
中文名称: 瑞贝卡霉素
谱图信息: 最多检出来源 Viridiplantae(plant) 26.44%

分子结构信息

SMILES: COC1C(CO)OC(n2c3c(Cl)cccc3c3c4c(c5c6cccc(Cl)c6[nH]c5c32)C(=O)NC4=O)C(O)C1O
InChI: InChI=1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1

描述信息

C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor
C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor > C1748 - Topoisomerase Inhibitor
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent

同义名列表

3 个代谢物同义名

Rebeccamycin; MLS002701854; Rebeccamycin

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:135511
KEGG: C19701
PubChem: 73110
Metlin: METLIN73306
DrugBank: DB14729
ChEMBL: CHEMBL370100
CAS: 93908-02-2
PMhub: MS000027368
PubChem: 135626169
KNApSAcK: C00017865
LOTUS: LTS0071738

分类词条

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

rebeccamycin biosynthesis: 4'-O-demethylrebeccamycin + SAM ⟶ H⁺ + SAH + rebeccamycin

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

17 个相关的物种来源信息

2 - Bacteria: LTS0071738
1817 - Nocardia: 10.1016/S0040-4039(00)89280-1
1817 - Nocardia: LTS0071738
85025 - Nocardiaceae: LTS0071738
2070 - Pseudonocardiaceae: LTS0071738
1883 - Streptomyces: 10.1038/JA.2015.31
1883 - Streptomyces: 10.3390/MD17100588
1883 - Streptomyces: LTS0071738
1888 - Streptomyces albus: LTS0071738
68174 - Streptomyces anthocyanicus: 10.1038/JA.2015.31
1916 - Streptomyces lividans: 10.1038/JA.2015.31
1916 - Streptomyces lividans: 10.3390/MD17100588
1916 - Streptomyces lividans: LTS0071738
568869 - Streptomyces sanyensis: 10.1038/JA.2015.31
568869 - Streptomyces sanyensis: 10.3390/MD17100588
568869 - Streptomyces sanyensis: LTS0071738
2062 - Streptomycetaceae: LTS0071738

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

Xinxuan Wang, Lili Huang, Zhensheng Kang, Heinrich Buchenauer, Xiaoning Gao. Optimization of the fermentation process of actinomycete strain hhs.015. Journal of biomedicine & biotechnology. 2010; 2010(?):141876. doi: 10.1155/2010/141876. [PMID: 20508842]
Afshin Dowlati, James Posey, Ramesh K Ramanathan, Linda Rath, Pingfu Fu, Amitabh Chak, Smitha Krishnamurthi, Joanna Brell, Stephen Ingalls, Charles L Hoppel, Percy Ivy, Scot C Remick. Phase II and pharmacokinetic trial of rebeccamycin analog in advanced biliary cancers. Cancer chemotherapy and pharmacology. 2009 Dec; 65(1):73-8. doi: 10.1007/s00280-009-1005-x. [PMID: 19399502]
Flavia Marinelli. Chapter 2. From microbial products to novel drugs that target a multitude of disease indications. Methods in enzymology. 2009; 458(?):29-58. doi: 10.1016/s0076-6879(09)04802-2. [PMID: 19374978]
Fengling Cui, Lixia Qin, Guisheng Zhang, Xiaobing Liu, Xiaojun Yao, Beilei Lei. A concise approach to 1,11-didechloro-6-methyl-4'-O-demethyl rebeccamycin and its binding to human serum albumin: fluorescence spectroscopy and molecular modeling method. Bioorganic & medicinal chemistry. 2008 Aug; 16(16):7615-21. doi: 10.1016/j.bmc.2008.07.017. [PMID: 18653350]
Gautam Borthakur, Yesid Alvarado, Farhad Ravandi-Kashani, Jorge Cortes, Zeev Estrov, Stefan Faderl, Percy Ivy, Carlos Bueso-Ramos, B Nebiyou Bekele, Francis Giles. Phase 1 study of XL119, a rebeccamycin analog, in patients with refractory hematologic malignancies. Cancer. 2008 Jul; 113(2):360-6. doi: 10.1002/cncr.23559. [PMID: 18473351]
Anne-Marie Langevin, Mark Bernstein, John G Kuhn, Susan M Blaney, Percy Ivy, Junfeng Sun, Zhengjia Chen, Peter C Adamson. A phase II trial of rebeccamycin analogue (NSC #655649) in children with solid tumors: a Children's Oncology Group study. Pediatric blood & cancer. 2008 Mar; 50(3):577-80. doi: 10.1002/pbc.21274. [PMID: 17610262]
Stacey L Berg, Alexander Aleksic, Leticia McGuffey, Robert Dauser, Jed Nuchtern, Bruce Bernacky, Susan M Blaney. Plasma and cerebrospinal fluid pharmacokinetics of rebeccamycin (NSC 655649) in nonhuman primates. Cancer chemotherapy and pharmacology. 2004 Aug; 54(2):127-30. doi: 10.1007/s00280-004-0787-0. [PMID: 15150671]
Maha Hussain, Ulka Vaishampayan, Lance K Heilbrun, Vikash Jain, Patricia M LoRusso, Percy Ivy, Lawrence Flaherty. A phase II study of rebeccamycin analog (NSC-655649) in metastatic renal cell cancer. Investigational new drugs. 2003 Nov; 21(4):465-71. doi: 10.1023/a:1026259503954. [PMID: 14586215]
Anne-Marie Langevin, Steven D Weitman, John G Kuhn, Susan T Weintraub, Sylvain Baruchel, Wayne Furman, Mark Bernstein, Susan Blaney, Teresa Vietti. Phase I trial of rebeccamycin analog (NSC #655649) in children with refractory solid tumors: a pediatric oncology group study. Journal of pediatric hematology/oncology. 2003 Jul; 25(7):526-33. doi: 10.1097/00043426-200307000-00006. [PMID: 12847318]
Jean-François Goossens, Jérôme Kluza, Hervé Vezin, Mustapha Kouach, Gilbert Briand, Brigitte Baldeyrou, Nicole Wattez, Christian Bailly. Plasma stability of two glycosyl indolocarbazole antitumor agents. Biochemical pharmacology. 2003 Jan; 65(1):25-34. doi: 10.1016/s0006-2952(02)01418-1. [PMID: 12473375]
Joseph Merchant, Kendra Tutsch, Amy Dresen, Rhoda Arzoomanian, Dona Alberti, Chris Feierabend, Kim Binger, Rebecca Marnoccha, James Thomas, Jim Cleary, George Wilding. Phase I clinical and pharmacokinetic study of NSC 655649, a rebeccamycin analogue, given in both single-dose and multiple-dose formats. Clinical cancer research : an official journal of the American Association for Cancer Research. 2002 Jul; 8(7):2193-201. doi: NULL. [PMID: 12114420]
A W Tolcher, S G Eckhardt, J Kuhn, L Hammond, G Weiss, J Rizzo, C Aylesworth, M Hidalgo, A Patnaik, G Schwartz, S Felton, E Campbell, E K Rowinsky. Phase I and pharmacokinetic study of NSC 655649, a rebeccamycin analog with topoisomerase inhibitory properties. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 2001 Jun; 19(11):2937-47. doi: 10.1200/jco.2001.19.11.2937. [PMID: 11387367]
A Dowlati, C L Hoppel, S T Ingalls, S Majka, X Li, N Sedransk, T Spiro, S L Gerson, P Ivy, S C Remick. Phase I clinical and pharmacokinetic study of rebeccamycin analog NSC 655649 given daily for five consecutive days. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 2001 Apr; 19(8):2309-18. doi: 10.1200/jco.2001.19.8.2309. [PMID: 11304785]
J F Goossens, J P Hénichart, F Anizon, M Prudhomme, C Dugave, J Riou, C Bailly. Cellular uptake and interaction with purified membranes of rebeccamycin derivatives. European journal of pharmacology. 2000 Feb; 389(2-3):141-6. doi: 10.1016/s0014-2999(99)00895-x. [PMID: 10688977]