Glucocapangulin (BioDeep_00000003780)
Main id: BioDeep_00000230214
human metabolite PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C21H20O10 (432.1056)
中文名称: 大黄素-1-O-葡萄糖苷
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C12C(=O)C3=C(C=C(C=C3O)C)C(=O)C=1C=C(C=C2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)O
InChI: InChI=1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1
描述信息
Glucocapangulin, also known as anthraglycoside b, is a member of the class of compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Thus, glucocapangulin is considered to be an aromatic polyketide lipid molecule. Glucocapangulin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Glucocapangulin can be found in capers, which makes glucocapangulin a potential biomarker for the consumption of this food product.
Emodin-1-O-β-D-glucopyranoside, isolated from medicinal plant Polygonum cuspidatum Sieb. & Zucc, is a potent and noncompetitive bacterial neuraminidase (BNA) inhibitor with an IC50 of 0.85 μM[1].
Emodin-1-O-β-D-glucopyranoside, isolated from medicinal plant Polygonum cuspidatum Sieb. & Zucc, is a potent and noncompetitive bacterial neuraminidase (BNA) inhibitor with an IC50 of 0.85 μM[1].
同义名列表
13 个代谢物同义名
1,6-dihydroxy-3-methyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione; 1-beta-D-Glucopyranosyloxy-3-methyl-6-hydroxy-8-hydroxy-9,10-anthraquinone; 1-b-D-Glucopyranosyloxy-3-methyl-6-hydroxy-8-hydroxy-9,10-anthraquinone; 1-Β-D-glucopyranosyloxy-3-methyl-6-hydroxy-8-hydroxy-9,10-anthraquinone; 1-O-beta-D-glucopyranosyl emodin; Emodin 1-beta-D-glucopyranoside; Emodin-8-beta-D-glucoside; Emodin-1-O-glucoside; Emodin 8-glucoside; anthraglycoside B; Glucocapangulin; Emodin-1-O-β-D-glucopyranoside; Emodin 8-glucoside
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:4783
- KEGG: C10345
- PubChem: 318730
- PubChem: 99649
- HMDB: HMDB0302437
- Metlin: METLIN41046
- LipidMAPS: LMPK13040009
- KNApSAcK: C00002823
- KNApSAcK: C00036443
- foodb: FDB004597
- chemspider: 90027
- CAS: 38840-23-2
- PMhub: MS000011491
- PubChem: 12531
- 3DMET: B03760
- NIKKAJI: J254.206D
- medchemexpress: HY-N2394
- KNApSAcK: 4783
- LOTUS: LTS0144568
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)
35 个相关的物种来源信息
- 2759 - Eukaryota: LTS0144568
- 76024 - Fallopia: LTS0144568
- 76025 - Fallopia multiflora:
- 76025 - Fallopia multiflora: 10.1007/S000110050727
- 76025 - Fallopia multiflora: 10.1016/S0024-3205(97)00937-5
- 76025 - Fallopia multiflora: LTS0144568
- 9606 - Homo sapiens: -
- 3398 - Magnoliopsida: LTS0144568
- 85238 - Picramnia: LTS0144568
- 2686320 - Picramnia teapensis: 10.1016/S0031-9422(00)00323-X
- 2686320 - Picramnia teapensis: LTS0144568
- 85159 - Picramniaceae: LTS0144568
- 33090 - Plants: -
- 3615 - Polygonaceae: LTS0144568
- 46786 - Polygonum: 10.1248/CPB.50.605
- 83819 - Polygonum cuspidatum Sieb. et Zucc.: -
- 655516 - Reynoutria: LTS0144568
- 488216 - Reynoutria japonica: LTS0144568
- 3620 - Rheum: LTS0144568
- 137220 - Rheum officinale Baill.: -
- 137221 - Rheum palmatum: 10.1080/10286020.2010.529612
- 137221 - Rheum palmatum: LTS0144568
- 137221 - Rheum palmatum L.: -
- 137226 - Rheum tanguticum Maxim. ex Balf.: -
- 3618 - Rumex: 10.1016/J.BMCL.2013.04.059
- 3618 - Rumex: LTS0144568
- 41241 - Rumex acetosa: 10.1248/BPB.28.2158
- 41241 - Rumex acetosa: LTS0144568
- 174652 - Rumex nepalensis: 10.1055/S-0030-1249779
- 174652 - Rumex nepalensis: LTS0144568
- 137229 - Rumex patientia: 10.1016/S0031-9422(01)00337-5
- 137229 - Rumex patientia: LTS0144568
- 35493 - Streptophyta: LTS0144568
- 58023 - Tracheophyta: LTS0144568
- 33090 - Viridiplantae: LTS0144568
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
- Yiqun Li, Kaiming Li, Yan Zhao, Yong Li, Dengke Li, Liangliang Shen, Qing Wang, Hsin-Sheng Yang, Zhenxiao Sun. Emodin-8-O-β-D-glucopyranoside, a natural hydroxyanthraquinone glycoside from plant, suppresses cancer cell proliferation via p21-CDKs-Rb axis.
Toxicology and applied pharmacology.
2022 03; 438(?):115909. doi:
10.1016/j.taap.2022.115909. [PMID: 35134436] - Yang Yang, Yong-Ming Yan, Wei Wei, Jie Luo, Lan-Sheng Zhang, Xiao-Jiang Zhou, Peng-Cheng Wang, Yong-Xun Yang, Yong-Xian Cheng. Anthraquinone derivatives from Rumex plants and endophytic Aspergillus fumigatus and their effects on diabetic nephropathy.
Bioorganic & medicinal chemistry letters.
2013 Jul; 23(13):3905-9. doi:
10.1016/j.bmcl.2013.04.059. [PMID: 23683594] - Hong-Wei Lin, Ming-Xue Sun, Yun-Hua Wang, Liu-Meng Yang, Ying-Ruo Yang, Ning Huang, Li-Jiang Xuan, Ya-Ming Xu, Dong-Lu Bai, Yong-Tang Zheng, Kai Xiao. Anti-HIV activities of the compounds isolated from Polygonum cuspidatum and Polygonum multiflorum.
Planta medica.
2010 Jun; 76(9):889-92. doi:
10.1055/s-0029-1240796. [PMID: 20112182] - Y-R Kwon, K-J Son, S Pandit, J-E Kim, K-W Chang, J-G Jeon. Bioactivity-guided separation of anti-acidogenic substances against Streptococcus mutans UA 159 from Polygonum cuspidatum.
Oral diseases.
2010 Mar; 16(2):204-9. doi:
10.1111/j.1601-0825.2009.01636.x. [PMID: 20374506] - Chaoyun Wang, Dalei Zhang, Hongmei Ma, Juntian Liu. Neuroprotective effects of emodin-8-O-beta-D-glucoside in vivo and in vitro.
European journal of pharmacology.
2007 Dec; 577(1-3):58-63. doi:
10.1016/j.ejphar.2007.08.033. [PMID: 17897641] - Xin Chu, Ailing Sun, Renmin Liu. Preparative isolation and purification of five compounds from the Chinese medicinal herb Polygonum cuspidatum Sieb. et Zucc by high-speed counter-current chromatography.
Journal of chromatography. A.
2005 Dec; 1097(1-2):33-9. doi:
10.1016/j.chroma.2005.08.008. [PMID: 16298183] - H Matsuda, H Shimoda, T Morikawa, M Yoshikawa. Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity.
Bioorganic & medicinal chemistry letters.
2001 Jul; 11(14):1839-42. doi:
10.1016/s0960-894x(01)00318-3. [PMID: 11459643] - S S Huang, S F Yeh, C Y Hong. Effect of anthraquinone derivatives on lipid peroxidation in rat heart mitochondria: structure-activity relationship.
Journal of natural products.
1995 Sep; 58(9):1365-71. doi:
10.1021/np50123a005. [PMID: 7494143] - H Jayasuriya, N M Koonchanok, R L Geahlen, J L McLaughlin, C J Chang. Emodin, a protein tyrosine kinase inhibitor from Polygonum cuspidatum.
Journal of natural products.
1992 May; 55(5):696-8. doi:
10.1021/np50083a026. [PMID: 1517743] - P Szylman, O S Better, C Chaimowitz, A Rosler. Role of hyperkalemia in the metabolic acidosis of isolated hypoaldosteronism.
The New England journal of medicine.
1976 Feb; 294(7):361-5. doi:
10.1056/nejm197602122940703. [PMID: 1674]
