Sphondin (BioDeep_00000000879)

 

Secondary id: BioDeep_00000407827, BioDeep_00001867561

human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


2H-Furo(2,3-h)-1-benzopyran-2-one, 6-methoxy-

化学式: C12H8O4 (216.0422568)
中文名称: 6-甲氧基当归素, 牛防风素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.41%

Reviewed

Last reviewed on 2024-07-09.

Cite this Page

Sphondin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/sphondin (retrieved 2024-09-19) (BioDeep RN: BioDeep_00000000879). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: COC1=C2C(=C3C(=C1)C=CC(=O)O3)C=CO2
InChI: InChI=1S/C12H8O4/c1-14-9-6-7-2-3-10(13)16-11(7)8-4-5-15-12(8)9/h2-6H,1H3

描述信息

Sphondin is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Sphondin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Sphondin can be found in parsnip, which makes sphondin a potential biomarker for the consumption of this food product. Sphondin is a non-carcinogenic (not listed by IARC) potentially toxic compound. The furocoumarin 8-methoxypsoralen is carcinogenic to humans, and possibly 5-methoxypsoralen as well (L135). There is some evidence from mouse studies that other furocoumarins are carcinogenic when combined with exposure to UVA radiation (A15105). The SKLM regards the additional risk of skin cancer arising from the consumption of typical quantities of furocoumarin-containing foods, which remain significantly below the range of phototoxic doses, as insignificant. However, the consumption of phototoxic quantities cannot be ruled out for certain foods, particularly celery and parsnips, that may lead to significant increases in furocoumarin concentrations, depending on the storage, processing and production conditions (L2157) Furocoumarin photochemotherapy is known to induce a number of side-effects including erythema, edema, hyperpigmentation, and premature aging of skin. All photobiological effects of furocoumarins result from their photochemical reactions. Because many dietary or water soluble furocoumarins are strong inhibitors of cytochrome P450s, they will also cause adverse drug reactions when taken with other drugs. Cause of phototoxicity in patient with vitiligo (L579) (T3DB).
Sphondin is a furanocoumarin.
Sphondin is a natural product found in Heracleum lehmannianum, Heracleum asperum, and other organisms with data available.
A furanocoumarin derivative isolated from Heracleum laciniatum (L579). Furocoumarins, are phototoxic and photocarcinogenic. They intercalate DNA and photochemically induce mutations. Furocoumarins are botanical phytoalexins found to varying extents in a variety of vegetables and fruits, notably citrus fruits. The levels of furocoumarins present in our diets, while normally well below that causing evident acute phototoxicity, do cause pharmacologically relevant drug interactions. Some are particularly active against cytochrome P450s. For example, in humans, bergamottin and dihydroxybergamottin are responsible for the grapefruit juice effect, in which these furanocoumarins affect the metabolism of certain drugs.
Sphondin possesses an inhibitory effect on IL-1β-induced increase in the level of COX-2 protein and PGE2 release in A549 cells[1].
Sphondin possesses an inhibitory effect on IL-1β-induced increase in the level of COX-2 protein and PGE2 release in A549 cells[1].

同义名列表

19 个代谢物同义名

2H-Furo(2,3-h)-1-benzopyran-2-one, 6-methoxy-; 6-Methoxy-2H-furo(2,3-h)-1-benzopyran-2-one; 6-Methoxy-2H-furo[2,3-H]chromen-2-one #; 6-Methoxy-2H-furo[2,3-H]chromen-2-one; 6-Methoxyfuro[2,3-h]chromen-2-one; DLCJNIBLOSKIQW-UHFFFAOYSA-N; 6-Methoxyangelicin; Spectrum2_001759; Spectrum4_001600; Spectrum3_001238; Spectrum5_000320; DivK1c_006240; KBio3_002216; KBio2_006214; KBio2_001078; KBio2_003646; KBio1_001184; Sphondin; Sfondin



数据库引用编号

15 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)

36 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

  • Fang Ren, Junchi Hu, Yongjun Dang, Haijun Deng, Jihua Ren, Shengtao Cheng, Ming Tan, Hui Zhang, Xin He, Haibo Yu, Juan Zhang, Zhenzhen Zhang, Weixian Chen, Jieli Hu, Xuefei Cai, Yuan Hu, Ailong Huang, Juan Chen. Sphondin efficiently blocks HBsAg production and cccDNA transcription through promoting HBx degradation. Journal of medical virology. 2023 Feb; ?(?):. doi: 10.1002/jmv.28578. [PMID: 36846971]
  • Prashant Joshi, Vinay R Sonawane, Ibidapo S Williams, Glen J P McCann, Linda Gatchie, Rajni Sharma, Naresh Satti, Bhabatosh Chaudhuri, Sandip B Bharate. Identification of karanjin isolated from the Indian beech tree as a potent CYP1 enzyme inhibitor with cellular efficacy via screening of a natural product repository. MedChemComm. 2018 Feb; 9(2):371-382. doi: 10.1039/c7md00388a. [PMID: 30108931]
  • Taryn O'Neill, John A Johnson, Duncan Webster, Christopher A Gray. The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins. Journal of ethnopharmacology. 2013 May; 147(1):232-7. doi: 10.1016/j.jep.2013.03.009. [PMID: 23501157]
  • Yu Fu, Yang Bai, Zhuoma Dawa, Bingru Bai, Lisheng Ding. [Chemical constituents of Incarvillea younghusbandii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jan; 35(1):58-62. doi: 10.4268/cjcmm20100112. [PMID: 20349717]
  • Ya-li Zong, Yu-ping Lin, Qiong-e Ding, Hui He, Gao-xiong Rao. [Studies on the chemical constituents of the aerial parts of Seseli mairei]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Jan; 30(1):42-4. doi: . [PMID: 17539301]
  • Anna Bogucka-Kocka, Tadeusz Krzaczek. The furanocoumarins in the roots of Heracleum sibiricum L. Acta poloniae pharmaceutica. 2003 Sep; 60(5):391-3. doi: ". [PMID: 15005423]
  • N F KOMISSARENKO, V T CHERNOBAI, D G KOLESNIKOV. [Isolation of sphondin from the roots of the cow parsnip Heracleum dissectum LDB. II]. Meditsinskaia promyshlennost' SSSR. 1962 Oct; 10(?):25-6. doi: . [PMID: 14034501]