Knipholone (BioDeep_00000008050)
PANOMIX_OTCML-2023 natural product PANOMIX_OTCML-2025
代谢物信息卡片
Knipholone
化学式: C24H18O8 (434.1002)
中文名称:
谱图信息:
最多检出来源 Arabidopsis thaliana(otcml) 39.03%
分子结构信息
SMILES: CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(=O)C4=C(C2=O)C(=CC=C4)O)O
InChI: InChI=1S/C24H18O8/c1-9-7-13(27)20-21(22(29)11-5-4-6-12(26)18(11)24(20)31)16(9)19-14(28)8-15(32-3)17(10(2)25)23(19)30/h4-8,26-28,30H,1-3H3
描述信息
An anthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 4 and 6, a methyl group at position 2 and a 3-acetyl-2,6-dihydroxy-4-methoxyphenyl group at position 1. It exhibits antioxidant, cytotoxic and antiplasmodial activities.
同义名列表
2 个代谢物同义名
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:6141
- KEGG: C10365
- PubChem: 442753
- Metlin: METLIN68279
- ChEMBL: CHEMBL514883
- KNApSAcK: C00002834
- CAS: 94450-08-5
- PMhub: MS000148590
- PMhub: MS000021588
- MetaboLights: MTBLC6141
- PubChem: 12551
- 3DMET: B03778
- NIKKAJI: J759.760F
- RefMet: Knipholone
- LOTUS: LTS0058167
- KNApSAcK: 6141
分类词条
相关代谢途径
Reactome()
BioCyc()
PlantCyc()
代谢反应
个相关的代谢反应过程信息。
Reactome()
BioCyc()
WikiPathways()
Plant Reactome()
INOH()
PlantCyc()
COVID-19 Disease Map()
PathBank()
PharmGKB()
51 个相关的物种来源信息
- 51383 - Asphodelaceae: LTS0058167
- 49703 - Bulbine: LTS0058167
- 2511937 - Bulbine abyssinica: 10.1002/1099-0690(200203)2002:6<1107::AID-EJOC1107>3.0.CO;2-4
- 2511937 - Bulbine abyssinica: LTS0058167
- 210954 - Bulbine frutescens:
- 210954 - Bulbine frutescens: 10.1002/CHEM.200701328
- 210954 - Bulbine frutescens: 10.1016/J.TET.2005.06.055
- 210954 - Bulbine frutescens: 10.1016/S0031-9422(00)90587-9
- 210954 - Bulbine frutescens: 10.1021/NP0201218
- 210954 - Bulbine frutescens: LTS0058167
- 555931 - Bulbine latifolia: 10.1016/S0031-9422(00)90587-9
- 555931 - Bulbine latifolia: LTS0058167
- 49705 - Bulbinella: LTS0058167
- 2759 - Eukaryota: LTS0058167
- 3803 - Fabaceae: LTS0058167
- 49723 - Kniphofia: 10.1016/0305-1978(88)90089-0
- 49723 - Kniphofia: LTS0058167
- 555932 - Kniphofia acraea: 10.1016/0305-1978(88)90089-0
- 555932 - Kniphofia acraea: LTS0058167
- 555898 - Kniphofia caulescens: 10.1016/0305-1978(88)90089-0
- 555898 - Kniphofia caulescens: LTS0058167
- 555937 - Kniphofia ensifolia: 10.1016/J.BMC.2013.11.032
- 214838 - Kniphofia foliosa:
- 214838 - Kniphofia foliosa: 10.1016/0031-9422(86)80014-0
- 214838 - Kniphofia foliosa: 10.1016/0031-9422(94)85092-5
- 214838 - Kniphofia foliosa: 10.1016/0305-1978(88)90089-0
- 214838 - Kniphofia foliosa: 10.1016/S0031-9422(00)83479-2
- 214838 - Kniphofia foliosa: 10.1055/S-2007-969790
- 214838 - Kniphofia foliosa: LTS0058167
- 214840 - Kniphofia insignis: 10.1016/0031-9422(86)80014-0
- 214840 - Kniphofia insignis: LTS0058167
- 214841 - Kniphofia isoetifolia: 10.1016/0031-9422(86)80014-0
- 214841 - Kniphofia isoetifolia: LTS0058167
- 555912 - Kniphofia linearifolia: 10.1016/0305-1978(88)90089-0
- 555912 - Kniphofia linearifolia: LTS0058167
- 214842 - Kniphofia pumila: 10.1016/0031-9422(86)80014-0
- 214842 - Kniphofia pumila: LTS0058167
- 555921 - Kniphofia rooperi: 10.1016/0305-1978(88)90089-0
- 555921 - Kniphofia rooperi: LTS0058167
- 214843 - Kniphofia schimperi: 10.1016/0031-9422(86)80014-0
- 214843 - Kniphofia schimperi: LTS0058167
- 555943 - Kniphofia tysonii: 10.1016/0305-1978(88)90089-0
- 555943 - Kniphofia tysonii: LTS0058167
- 4447 - Liliopsida: LTS0058167
- 3398 - Magnoliopsida: LTS0058167
- 53922 - Senna: LTS0058167
- 72401 - Senna didymobotrya: 10.1016/0031-9422(96)00102-1
- 72401 - Senna didymobotrya: LTS0058167
- 35493 - Streptophyta: LTS0058167
- 58023 - Tracheophyta: LTS0058167
- 33090 - Viridiplantae: LTS0058167
- rna (score: 7430.619)
- transcription/dna (score: 1948.797)
- protein binding (score: 1775.918)
- ion transport (score: 1335.668)
- toxin (score: 933.796)
- endoglucanase (score: 858.325)
- signaling protein (score: 817.59)
- hydrolase (score: 800.732)
- hydrolase (score: 796.708)
- antiviral protein (score: 752.895)
- virus (score: 740.875)
- isomerase (score: 710.503)
- hydrolase activator,protein binding (score: 708.176)
- histocompatibility antigen (score: 701.997)
- viral protein (score: 701.997)
- structural genomics, unknown function (score: 690.683)
- oxidoreductase (score: 690.683)
- transcription activator (score: 686.974)
- transferase (score: 686.64)
- dna integration (score: 684.132)
- hydrolase (score: 684.132)
- hydrolase (score: 681.637)
- pancreatic hormone (score: 676.343)
- dna binding protein (score: 671.434)
- dna binding protein (score: 670.392)
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
- Islam Husain, Olivia R Dale, Vamshi Manda, Zulfiqar Ali, Bill J Gurley, Amar G Chittiboyina, Ikhlas A Khan, Shabana I Khan. Bulbine natalensis (currently Bulbine latifolia) and select bulbine knipholones modulate the activity of AhR, CYP1A2, CYP2B6, and P-gp.
Planta medica.
2022 Oct; 88(12):975-984. doi:
10.1055/a-1557-2113. [PMID: 34359083] - Yonatan Alebachew, Daniel Bisrat, Solomon Tadesse, Kaleab Asres. In vivo anti-malarial activity of the hydroalcoholic extract of rhizomes of Kniphofia foliosa and its constituents.
Malaria journal.
2021 Jan; 20(1):3. doi:
10.1186/s12936-020-03552-7. [PMID: 33386079] - Alistair T B Richardson, Janice M Lord, Nigel B Perry. Phenylanthraquinones and flavone-C-glucosides from the disjunct Bulbinella in New Zealand.
Phytochemistry.
2017 Feb; 134(?):64-70. doi:
10.1016/j.phytochem.2016.11.014. [PMID: 27939308] - Shengxin Cai, April L Risinger, Shalini Nair, Jiangnan Peng, Timothy J C Anderson, Lin Du, Douglas R Powell, Susan L Mooberry, Robert H Cichewicz. Identification of Compounds with Efficacy against Malaria Parasites from Common North American Plants.
Journal of natural products.
2016 Mar; 79(3):490-8. doi:
10.1021/acs.jnatprod.5b00874. [PMID: 26722868] - Yumin Dai, Liva Harinantenaina, Jessica D Bowman, Isabel Osorio Da Fonseca, Peggy J Brodie, Michael Goetz, Maria B Cassera, David G I Kingston. Isolation of antiplasmodial anthraquinones from Kniphofia ensifolia, and synthesis and structure-activity relationships of related compounds.
Bioorganic & medicinal chemistry.
2014 Jan; 22(1):269-76. doi:
10.1016/j.bmc.2013.11.032. [PMID: 24326280] - Gerhard Bringmann, Joan Mutanyatta-Comar, Michael Knauer, Berhanu M Abegaz. Knipholone and related 4-phenylanthraquinones: structurally, pharmacologically, and biosynthetically remarkable natural products.
Natural product reports.
2008 Aug; 25(4):696-718. doi:
10.1039/b803784c. [PMID: 18663391] - A A Wube, F Bucar, K Asres, S Gibbons, M Adams, B Streit, A Bodensieck, R Bauer. Knipholone, a selective inhibitor of leukotriene metabolism.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2006 Jun; 13(6):452-6. doi:
10.1016/j.phymed.2005.01.012. [PMID: 16716917] - Minpei Kuroda, Yoshihiro Mimaki, Hiroshi Sakagami, Yutaka Sashida. Bulbinelonesides A-E, phenylanthraquinone glycosides from the roots of Bulbinella floribunda.
Journal of natural products.
2003 Jun; 66(6):894-7. doi:
10.1021/np030061l. [PMID: 12828488] - Berhanu M Abegaz, Merhatibeb Bezabih, Thomas Msuta, Reto Brun, Dirk Menche, Jörg Mühlbacher, Gerhard Bringmann. Gaboroquinones A and B and 4'-O-demethylknipholone-4'-O-beta-D-glucopyranoside, phenylanthraquinones from the roots of Bulbine frutescens.
Journal of natural products.
2002 Aug; 65(8):1117-21. doi:
10.1021/np0201218. [PMID: 12193014] - M A Qhotsokoane-Lusunzi, P Karuso. Secondary metabolites from Basotho medicinal plants. I. Bulbine narcissifolia.
Journal of natural products.
2001 Oct; 64(10):1368-72. doi:
10.1021/np010279c. [PMID: 11678672]
