Pachypodol (BioDeep_00000007883)

   

PANOMIX_OTCML-2023 natural product Volatile Flavor Compounds


代谢物信息卡片


4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-

化学式: C18H16O7 (344.0895986)
中文名称: 藿香黄酮醇
谱图信息: 最多检出来源 Astragalus membranaceus(plant) 33.33%

分子结构信息

SMILES: c(c21)(O)cc(OC)cc(OC(c(c3)cc(OC)c(O)c3)=C(C2=O)OC)1
InChI: InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-11(19)13(6-9)23-2/h4-8,19-20H,1-3H3

描述信息

Pachypodol is a trimethoxyflavone that is quercetin in which the hydroxy groups at position 3, 7 and 3 are replaced by methoxy groups. It has been isolated from Combretum quadrangulare and Euodia elleryana. It has a role as a plant metabolite and an antiemetic. It is a dihydroxyflavone and a trimethoxyflavone. It is functionally related to a quercetin.
Pachypodol is a natural product found in Larrea cuneifolia, Macaranga triloba, and other organisms with data available.
A trimethoxyflavone that is quercetin in which the hydroxy groups at position 3, 7 and 3 are replaced by methoxy groups. It has been isolated from Combretum quadrangulare and Euodia elleryana.
Pachypodol exerts antioxidant and cytoprotective effects in HepG2 cells[1].Pachypodol inhibits the growth of CaCo 2 colon cancer cell line in vitro(IC50 = 185.6 mM)[2].
Pachypodol exerts antioxidant and cytoprotective effects in HepG2 cells[1].Pachypodol inhibits the growth of CaCo 2 colon cancer cell line in vitro(IC50 = 185.6 mM)[2].

同义名列表

26 个代谢物同义名

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-; 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one; 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-chromen-4-one; 5-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one; 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one; 3,7,3-quercetol trimethyl ether-5,4-dihydroxy-; 5,4-dihydroxy-3,7,3-quercetol trimethyl ether; Quercetin-3,7,3-trimethyl ether; Ro 09-0179; 5,4-dihydroxy-3,7,3-trimethoxyflavone; 4,5-dihydroxy-3,3,7-trimethoxyflavone; Quercetin 3,3,7-trimethyl ether; Quercetin 3,7,3-trimethyl ether; KQFUXLQBMQGNRT-UHFFFAOYSA-N; UNII-8AG6B2DMP5; Ro-09-0179; 8AG6B2DMP5; Ro 09-0179; Pachypodol; 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4-chromenone; 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,7-dimethoxy-chromone; 33708-72-4; NSC 168805; NSC168805; C10117; 5-Hydroxy-2- (4-hydroxy-3-methoxyphenyl) -3,7-dimethoxy-4H-1-benzopyran-4-one; Pachypodol



数据库引用编号

20 个数据库交叉引用编号

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)

193 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

  • Sehrish Fatima, Iqra Farzeen, Asma Ashraf, Bilal Aslam, Muhammad Umar Ijaz, Sumreen Hayat, Muhammad Hassan Sarfraz, Saima Zafar, Nimrah Zafar, Jeremiah Oshiomame Unuofin, Sogolo Lucky Lebelo, Saima Muzammil. A Comprehensive Review on Pharmacological Activities of Pachypodol: A Bioactive Compound of an Aromatic Medicinal Plant Pogostemon Cablin Benth. Molecules (Basel, Switzerland). 2023 Apr; 28(8):. doi: 10.3390/molecules28083469. [PMID: 37110702]
  • Jingxiong Zhang, Mingsheng Zhu, Jie Zhang. Pachypodol protects newborn rats from anaesthesia-induced apoptosis in the developing brain by regulating the JNK/ERK pathway. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience. 2021 Nov; 81(7):633-642. doi: 10.1002/jdn.10140. [PMID: 34198359]
  • Thanika Promchai, Atchara Jaidee, Sarot Cheenpracha, Kongkiat Trisuwan, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Surat Laphookhieo, Stephen G Pyne, Thunwadee Ritthiwigrom. Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata. Journal of natural products. 2016 Apr; 79(4):978-83. doi: 10.1021/acs.jnatprod.5b01054. [PMID: 26928423]
  • Félix Morales-Flores, Karen Susana Olivares-Palomares, María Isabel Aguilar-Laurents, José Fausto Rivero-Cruz, Blas Lotina-Hennsen, Beatriz King-Díaz. Flavonoids Affect the Light Reaction of Photosynthesis in Vitro and in Vivo as Well as the Growth of Plants. Journal of agricultural and food chemistry. 2015 Sep; 63(37):8106-15. doi: 10.1021/acs.jafc.5b02842. [PMID: 26322527]
  • Minetaro Arita, Stefan Philipov, Angel S Galabov. Phosphatidylinositol 4-kinase III beta is the target of oxoglaucine and pachypodol (Ro 09-0179) for their anti-poliovirus activities, and is located at upstream of the target step of brefeldin A. Microbiology and immunology. 2015 Jun; 59(6):338-47. doi: 10.1111/1348-0421.12261. [PMID: 25891300]
  • Chun-ying Xie, Le-wei Lin. [Study on the chemical constituents of Pithecellobium clypearia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Jul; 34(7):1060-2. doi: . [PMID: 22066399]
  • Muhammad Ali Versiani, Thushara Diyabalanage, Ranjala Ratnayake, Curtis J Henrich, Susan E Bates, James B McMahon, Kirk R Gustafson. Flavonoids from eight tropical plant species that inhibit the multidrug resistance transporter ABCG2. Journal of natural products. 2011 Feb; 74(2):262-6. doi: 10.1021/np100797y. [PMID: 21275386]
  • Guo-en Yang, Li Bao, Xiao-qi Zhang, Ying Wang, Qian Li, Wei-ku Zhang, Wen-cai Ye. [Studies on flavonoids and their antioxidant activities of Artemisia annua]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Nov; 32(11):1683-6. doi: . [PMID: 20218288]
  • Husne-Ara Ali, A K Azad Chowdhury, Abul K M Rahman, Tomasz Borkowski, Lutfun Nahar, Satyajit D Sarker. Pachypodol, a flavonol from the leaves of Calycopteris floribunda, inhibits the growth of CaCo 2 colon cancer cell line in vitro. Phytotherapy research : PTR. 2008 Dec; 22(12):1684-7. doi: 10.1002/ptr.2539. [PMID: 18570232]
  • Raquel González-Vázquez, Beatriz King Díaz, María Isabel Aguilar, Nelly Diego, Blas Lotina-Hennsen. Pachypodol from Croton ciliatoglanduliferus Ort. as water-splitting enzyme inhibitor on thylakoids. Journal of agricultural and food chemistry. 2006 Feb; 54(4):1217-21. doi: 10.1021/jf051897s. [PMID: 16478239]
  • D T Huong, D V Luong, T T P Thao, T V Sung. A new flavone and cytotoxic activity of flavonoid constituents isolated from Miliusa balansae (Annonaceae). Die Pharmazie. 2005 Aug; 60(8):627-9. doi: . [PMID: 16124409]
  • V Robin, A Irurzun, M Amoros, J Boustie, L Carrasco. Antipoliovirus flavonoids from Psiadia dentata. Antiviral chemistry & chemotherapy. 2001 Sep; 12(5):283-91. doi: 10.1177/095632020101200503. [PMID: 11900347]