Hypophyllantin (BioDeep_00000230208)

   

PANOMIX_OTCML-2023


代谢物信息卡片


NAPHTHO(1,2-D)-1,3-DIOXOLE, 9-(3,4-DIMETHOXYPHENYL)-6,7,8,9-TETRAHYDRO-4-METHOXY-7,8-BIS(METHOXYMETHYL)-, (7R,8R,9S)-REL-

化学式: C24H30O7 (430.199143)
中文名称: 叶下珠次素, (7S,8S,9R)-9-(3,4-二甲氧基苯基)-6,7,8,9-四氢-4-甲氧基-7,8-双(甲氧基甲基)萘并[1,2-D]-1,3-二恶茂
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COCC1CC2=CC(=C3C(=C2C(C1COC)C4=CC(=C(C=C4)OC)OC)OCO3)OC
InChI: InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20(29-5)23-24(31-13-30-23)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3/t16-,17-,21+/m0/s1

描述信息

Hypophyllanthin is a natural product found in Phyllanthus niruri and Phyllanthus urinaria with data available.
See also: Phyllanthus amarus top (part of).
Hypophyllanthin is a major lignan in Phyllanthus spp, with strong anti-inflammatory activity. Hypophyllanthin directly inhibits P-glycoprotein (P-gp) activity and did not interfere with multidrug resistance protein 2 (MRP2) activity[1][2].

同义名列表

13 个代谢物同义名

NAPHTHO(1,2-D)-1,3-DIOXOLE, 9-(3,4-DIMETHOXYPHENYL)-6,7,8,9-TETRAHYDRO-4-METHOXY-7,8-BIS(METHOXYMETHYL)-, (7R,8R,9S)-REL-; Naphtho(1,2-d)-1,3-dioxole, 9-(3,4-dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)-, (7S,8S,9R)-; Naphtho(1,2-d)-1,3-dioxole, 9-(3,4-dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)-, (7R,8R,9S)-; (7R,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydronaphtho(1,2-d)(1,3)dioxole; (7R,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole; (7R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole; HYPOPHYLLANTHIN (CONSTITUENT OF PHYLLANTHUS AMARUS) [DSC]; HYPOPHYLLANTHIN (CONSTITUENT OF PHYLLANTHUS AMARUS); UNII-22ZZ21E33P; Hypophyllanthin; 22ZZ21E33P; A1-06838; Hypophyllantin



数据库引用编号

5 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)

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

  • Honey Dzikri Marhaeny, Aty Widyawaruyanti, Tri Widiandani, Achmad Fuad Hafid, Tutik Sri Wahyuni. Phyllanthin and hypophyllanthin, the isolated compounds of Phyllanthus niruri inhibit protein receptor of corona virus (COVID-19) through in silico approach. Journal of basic and clinical physiology and pharmacology. 2021 Jun; 32(4):809-815. doi: 10.1515/jbcpp-2020-0473. [PMID: 34214339]
  • Jinal Patel, Padamnabhi Shanker Nagar, Kalpana Pal, Raghuraj Singh, Tushar Dhanani, Vyomesh Patel, Sharad Srivastava, Satyanshu Kumar. Comparative Profiling of Four Lignans (Phyllanthin, Hypophyllanthin, Nirtetralin, and Niranthin) in Nine Phyllanthus Species from India Using a Validated Reversed Phase HPLC-PDA Detection Method. Journal of AOAC International. 2021 May; 104(2):485-497. doi: 10.1093/jaoacint/qsaa133. [PMID: 33259591]
  • Nur Zahirah Abd Rani, Kok Wai Lam, Juriyati Jalil, Hazni Falina Mohamad, Mohd Shukri Mat Ali, Khairana Husain. Mechanistic Studies of the Antiallergic Activity of Phyllanthus amarus Schum. & Thonn. and Its Compounds. Molecules (Basel, Switzerland). 2021 Jan; 26(3):. doi: 10.3390/molecules26030695. [PMID: 33525733]
  • Atul R Chopade, Rahul P Pol, Pramod A Patil, Vyankatesh R Dharanguttikar, Nilofar S Naikwade, Remeth J Dias, Suraj N Mali. An Insight Into the Anxiolytic Effects of Lignans (Phyllanthin and Hypophyllanthin) and Tannin (Corilagin) Rich Extracts of Phyllanthus amarus : An In-Silico and In-vivo approaches. Combinatorial chemistry & high throughput screening. 2021; 24(3):415-422. doi: 10.2174/1386207323666200605150915. [PMID: 32503404]
  • Harichandra A Nikule, Kirti M Nitnaware, Mahadev R Chambhare, Nitin S Kadam, Mahesh Y Borde, Tukaram D Nikam. In-vitro propagation, callus culture and bioactive lignan production in Phyllanthus tenellus Roxb: a new source of phyllanthin, hypophyllanthin and phyltetralin. Scientific reports. 2020 06; 10(1):10668. doi: 10.1038/s41598-020-67637-8. [PMID: 32606305]
  • Wei Wu, Yinfang Li, Zelin Jiao, Li Zhang, Xiaohua Wang, Rui Qin. Phyllanthin and hypophyllanthin from Phyllanthus amarus ameliorates immune-inflammatory response in ovalbumin-induced asthma: role of IgE, Nrf2, iNOs, TNF-α, and IL's. Immunopharmacology and immunotoxicology. 2019 Feb; 41(1):55-67. doi: 10.1080/08923973.2018.1545788. [PMID: 30541359]
  • Vanessa Santana Vieira Santos, Karen Magalhães Arantes, Ester Luiza Gonçalves, Carlos Fernando Campos, Edimar Olegário de Campos Júnior, Antônio Marcos Machado de Oliveira, Boscolli Barbosa Pereira. Contamination of soil and the medicinal plant Phyllanthus niruri Linn. with cadmium in ceramic industrial areas. Environmental monitoring and assessment. 2018 Apr; 190(5):303. doi: 10.1007/s10661-018-6693-4. [PMID: 29680902]
  • Kittisak Buddhachat, Siriwadee Chomdej, Waranee Pradit, Korakot Nganvongpanit, Siriwan Ongchai. In Vitro Chondroprotective Potential of Extracts Obtained from Various Phyllantus Species. Planta medica. 2017 Jan; 83(1-02):87-96. doi: 10.1055/s-0042-110097. [PMID: 27340791]
  • R Srirama, H B Deepak, U Senthilkumar, G Ravikanth, B R Gurumurthy, M B Shivanna, C V Chandrasekaran, Amit Agarwal, R Uma Shaanker. Hepatoprotective activity of Indian Phyllanthus. Pharmaceutical biology. 2012 Aug; 50(8):948-53. doi: 10.3109/13880209.2011.649858. [PMID: 22480277]
  • Marisa Inchoo, Hemvala Chirdchupunseree, Pornpen Pramyothin, Suree Jianmongkol. Endothelium-independent effects of phyllanthin and hypophyllanthin on vascular tension. Fitoterapia. 2011 Dec; 82(8):1231-6. doi: 10.1016/j.fitote.2011.08.013. [PMID: 21893171]
  • Theerada Taesotikul, Weeraya Dumrongsakulchai, Nitsupa Wattanachai, Vichien Navinpipat, Aimon Somanabandhu, Wongwiwat Tassaneeyakul, Wichittra Tassaneeyakul. Inhibitory effects of Phyllanthus amarus and its major lignans on human microsomal cytochrome P450 activities: evidence for CYP3A4 mechanism-based inhibition. Drug metabolism and pharmacokinetics. 2011; 26(2):154-61. doi: 10.2133/dmpk.dmpk-10-rg-107. [PMID: 21178301]
  • Arvind S Negi, J K Kumar, Suaib Luqman, Karuna Shanker, M M Gupta, S P S Khanuja. Recent advances in plant hepatoprotectives: a chemical and biological profile of some important leads. Medicinal research reviews. 2008 Sep; 28(5):746-72. doi: 10.1002/med.20115. [PMID: 17979145]
  • Kamlesh Dhalwal, Yogesh S Biradar, Mandapati Rajani. High-performance thin-layer chromatography densitometric method for simultaneous quantitation of phyllanthin, hypophyllanthin, gallic acid, and ellagic acid in Phyllanthus amarus. Journal of AOAC International. 2006 May; 89(3):619-23. doi: . [PMID: 16792060]
  • Cândida A L Kassuya, Daniela F P Leite, Lucilia Vilela de Melo, Vera Lúcia G Rehder, João B Calixto. Anti-inflammatory properties of extracts, fractions and lignans isolated from Phyllanthus amarus. Planta medica. 2005 Aug; 71(8):721-6. doi: 10.1055/s-2005-871258. [PMID: 16142635]