Salvigenin (BioDeep_00000017527)

 

Secondary id: BioDeep_00000270172

human metabolite PANOMIX_OTCML-2023 Endogenous Chemicals and Drugs natural product


代谢物信息卡片


4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

化学式: C18H16O6 (328.0946836)
中文名称: 三裂鼠尾草素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.04%

分子结构信息

SMILES: C1(OC)=CC2OC(C3C=CC(OC)=CC=3)=CC(=O)C=2C(O)=C1OC
InChI: InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)18(23-3)17(16)20/h4-9,20H,1-3H3

描述信息

Salvigenin, also known as psathyrotin or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-O-methylated flavonoids. 7-O-Methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Salvigenin has been detected, but not quantified in, several different foods, such as rosemaries, mandarin orange (clementine, tangerine), common sages, sweet basils, and peppermints. This could make salvigenin a potential biomarker for the consumption of these foods. BioTransformer predicts that salvigenin is a product of tetramethylscutellarein metabolism via an O-dealkylation reaction catalyzed by CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 enzymes (PMID: 30612223).
Salvigenin, also known as 5-hydroxy-6,7,4-trimethoxyflavone or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Salvigenin can be found in a number of food items such as sweet basil, mandarin orange (clementine, tangerine), common sage, and peppermint, which makes salvigenin a potential biomarker for the consumption of these food products.
Salvigenin is a trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. It has a role as an autophagy inducer, an apoptosis inhibitor, an antilipemic drug, an immunomodulator, an antineoplastic agent, a neuroprotective agent, a hypoglycemic agent and a plant metabolite. It is a trimethoxyflavone and a monohydroxyflavone. It is functionally related to a scutellarein.
Salvigenin is a natural product found in Liatris elegans, Achillea santolina, and other organisms with data available.
See also: Tangerine peel (part of).
A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups.
Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].
Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

同义名列表

18 个代谢物同义名

4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-; 5-Hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 5-Hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one; flavone, 5-hydroxy-4,6,7-trimethoxy-; 5-Desmethyltetraraethylscutellarein; 5-hydroxy-6,7,4-trimethoxy-flavone; 5-Hydroxy-6,7,4’-trimethoxyflavone; 5-Hydroxy-4’,6,7-trimethoxyflavone; 5-hydroxy-4,6,7-trimethoxyflavone; 5-hydroxy-6,7,4-trimethoxyflavone; QCDYOIZVELGOLZ-UHFFFAOYSA-N; 7-O-methylpectolinarigenin; Salvigenin-d9; Salvesigenine; psathyrotin; Salvigenin



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(2)

代谢反应

84 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(81)

  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: H+ + NADPH + O2 + genkwanin ⟶ H2O + NADP+ + scutellarein 7-methyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: H+ + NADPH + O2 + apigenin-7,4'-dimethyl ether ⟶ H2O + NADP+ + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • nevadensin biosynthesis: 2-oxoglutarate + O2 + gardenin B ⟶ CO2 + formaldehyde + nevadensin + succinate
  • salvigenin biosynthesis: SAM + apigenin ⟶ SAH + genkwanin
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: H+ + NADPH + O2 + apigenin-7,4'-dimethyl ether ⟶ H2O + NADP+ + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: O2 + a reduced [NADPH-hemoprotein reductase] + apigenin-7,4'-dimethyl ether ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + ladanein
  • salvigenin biosynthesis: SAM + genkwanin ⟶ H+ + SAH + apigenin-7,4'-dimethyl ether
  • salvigenin biosynthesis: SAM + scutellarein 7-methyl ether ⟶ H+ + SAH + cirsimaritin

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PharmGKB(0)

358 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

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  • Melanie Deipenbrock, Andreas Hensel. Polymethoxylated flavones from Orthosiphon stamineus leaves as antiadhesive compounds against uropathogenic E. coli. Fitoterapia. 2019 Nov; 139(?):104387. doi: 10.1016/j.fitote.2019.104387. [PMID: 31678632]
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  • Sahar Mofidi Tabatabaei, Peyman Salehi, Mahdi Moridi Farimani, Markus Neuburger, Maria De Mieri, Matthias Hamburger, Samad Nejad-Ebrahimi. A nor-diterpene from Salvia sahendica leaves. Natural product research. 2017 Aug; 31(15):1758-1765. doi: 10.1080/14786419.2017.1290619. [PMID: 28278660]
  • Amer Tarawneh, Francisco León, Sara Pettaway, Khaled M Elokely, Michael L Klein, Janet Lambert, Arsala Mansoor, Stephen J Cutler. Flavonoids from Perovskia atriplicifolia and Their in Vitro Displacement of the Respective Radioligands for Human Opioid and Cannabinoid Receptors. Journal of natural products. 2015 Jun; 78(6):1461-5. doi: 10.1021/acs.jnatprod.5b00218. [PMID: 26035635]
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  • Elke H Heiss, Thi Van Anh Tran, Kristin Zimmermann, Stefan Schwaiger, Corina Vouk, Barbara Mayerhofer, Clemens Malainer, Atanas G Atanasov, Hermann Stuppner, Verena M Dirsch. Identification of chromomoric acid C-I as an Nrf2 activator in Chromolaena odorata. Journal of natural products. 2014 Mar; 77(3):503-8. doi: 10.1021/np400778m. [PMID: 24476568]
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