Cupressuflavone (BioDeep_00000003751)

 

Secondary id: BioDeep_00000861060

natural product PANOMIX_OTCML-2023


代谢物信息卡片


8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

化学式: C30H18O10 (538.09)
中文名称: CUPRESSUFLAVONE TRIHYDRATE
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 53.17%

分子结构信息

SMILES: c1(cc(c2c(c1c1c(cc(c3c1oc(cc3=O)c1ccc(cc1)O)O)O)oc(cc2=O)c1ccc(cc1)O)O)O
InChI: InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)23-11-21(37)25-17(33)9-19(35)27(29(25)39-23)28-20(36)10-18(34)26-22(38)12-24(40-30(26)28)14-3-7-16(32)8-4-14/h1-12,31-36H

描述信息

Cupressuflavone is a biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities. It has a role as an EC 3.4.21.37 (leukocyte elastase) inhibitor, a radical scavenger and a metabolite. It is a biflavonoid, a hydroxyflavone and a ring assembly.
Cupressuflavone is a natural product found in Fitzroya cupressoides, Juniperus drupacea, and other organisms with data available.
A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities.

同义名列表

9 个代谢物同义名

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 5,5,7,7-tetrahydroxy-2,2-bis(4-hydroxyphenyl)-4H,4H-8,8-bichromene-4,4-dione; 4,4,5,5,7,7-hexahydroxy-8-8-biflavone; CUPRESSUFLAVONE TRIHYDRATE; CUPRESSUFLAVONETRIHYDRATE; CUPRESSUFLAVONE 3-HYDRATE; Cupressuflavone; 8,8-Biapigenin; Cupressuflavone



数据库引用编号

31 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)

123 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。

亚细胞结构定位 关联基因列表
Cytoplasm 11 BCL2, CASP3, CYP2B6, CYP2C8, CYP2C9, HMGB1, HPGDS, PIK3CA, TLR4, VEGFA, XDH
Peripheral membrane protein 3 CYP1B1, CYP2B6, HMGB1
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 6 BCL2, CYP1A2, CYP1B1, CYP2B6, CYP2C8, CYP2C9
Nucleus 4 BCL2, CASP3, HMGB1, VEGFA
cytosol 7 BCL2, CASP3, GPT, HPGDS, IL1B, PIK3CA, XDH
nucleoplasm 3 CASP3, HMGB1, HPGDS
Cell membrane 4 CD177, HMGB1, TLR4, TNF
lamellipodium 2 CD177, PIK3CA
cell surface 4 HMGB1, TLR4, TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 1 VEGFA
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 1 IL1B
Lysosome 1 IL1B
endosome 1 HMGB1
plasma membrane 7 CD177, CYP2C8, CYP2C9, HMGB1, PIK3CA, TLR4, TNF
Membrane 4 BCL2, CYP1B1, TLR4, VEGFA
extracellular exosome 2 CD177, GPT
endoplasmic reticulum 3 BCL2, HMGB1, VEGFA
extracellular space 8 HMGB1, IL1B, IL2, IL4, IL6, TNF, VEGFA, XDH
perinuclear region of cytoplasm 2 PIK3CA, TLR4
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 2 BCL2, CYP1B1
protein-containing complex 1 BCL2
intracellular membrane-bounded organelle 6 CYP1A2, CYP1B1, CYP2B6, CYP2C8, CYP2C9, HPGDS
Microsome membrane 4 CYP1A2, CYP1B1, CYP2B6, CYP2C9
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TLR4
Secreted 7 CD177, HMGB1, IL1B, IL2, IL4, IL6, VEGFA
extracellular region 7 HMGB1, IL1B, IL2, IL4, IL6, TNF, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Extracellular side 1 HMGB1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cell projection, lamellipodium 1 CD177
Membrane raft 2 CD177, TNF
pore complex 1 BCL2
extracellular matrix 1 VEGFA
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
secretory granule 2 IL1B, VEGFA
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
phagocytic cup 2 TLR4, TNF
Chromosome 1 HMGB1
Lipid-anchor, GPI-anchor 1 CD177
specific granule membrane 1 CD177
tertiary granule membrane 1 CD177
side of membrane 1 CD177
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
plasma membrane raft 1 CD177
ficolin-1-rich granule lumen 1 HMGB1
secretory granule lumen 1 HMGB1
secretory granule membrane 1 CD177
endoplasmic reticulum lumen 1 IL6
transcription repressor complex 1 HMGB1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
Secreted, extracellular exosome 1 IL1B
endoplasmic reticulum-Golgi intermediate compartment 1 HMGB1
death-inducing signaling complex 1 CASP3
condensed chromosome 1 HMGB1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
alphav-beta3 integrin-HMGB1 complex 1 HMGB1
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
Lipid-anchor, GPI-like-anchor 1 CD177
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
Cytoplasmic granule membrane 1 CD177
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Sullim Lee, No-June Park, Sim-Kyu Bong, Jonghwan Jegal, Sang-A Park, Su-Nam Kim, Min Hye Yang. Ameliorative effects of Juniperus rigida fruit on oxazolone- and 2,4-dinitrochlorobenzene-induced atopic dermatitis in mice. Journal of ethnopharmacology. 2018 Mar; 214(?):160-167. doi: 10.1016/j.jep.2017.12.022. [PMID: 29258854]
  • Eman Al-Sayed, Haidy A Gad, Mohamed El-Shazly, Mohamed M Abdel-Daim, Abdel Nasser Singab. Anti-inflammatory and analgesic activities of cupressuflavone from Cupressus macrocarpa: Impact on pro-inflammatory mediators. Drug development research. 2018 02; 79(1):22-28. doi: 10.1002/ddr.21417. [PMID: 29130540]
  • Phi-Hung Nguyen, Da-Jung Ji, Yu-Ran Han, Jae-Sue Choi, Dong-Young Rhyu, Byung-Sun Min, Mi-Hee Woo. Selaginellin and biflavonoids as protein tyrosine phosphatase 1B inhibitors from Selaginella tamariscina and their glucose uptake stimulatory effects. Bioorganic & medicinal chemistry. 2015 Jul; 23(13):3730-7. doi: 10.1016/j.bmc.2015.04.007. [PMID: 25907369]
  • Eman Al-Sayed, Mohamed M Abdel-Daim. Protective role of Cupressuflavone from Cupressus macrocarpa against carbon tetrachloride-induced hepato- and nephrotoxicity in mice. Planta medica. 2014 Dec; 80(18):1665-71. doi: 10.1055/s-0034-1383211. [PMID: 25338212]
  • K M Sakthivel, C Guruvayoorappan. Biophytum sensitivum: Ancient medicine, modern targets. Journal of advanced pharmaceutical technology & research. 2012 Apr; 3(2):83-91. doi: 10.4103/2231-4040.97279. [PMID: 22837955]
  • A M Freitas, M T R Almeida, C R Andrighetti-Fröhner, F T G S Cardozo, C R M Barardi, M R Farias, C M O Simões. Antiviral activity-guided fractionation from Araucaria angustifolia leaves extract. Journal of ethnopharmacology. 2009 Dec; 126(3):512-7. doi: 10.1016/j.jep.2009.09.005. [PMID: 19761825]
  • Nabaweya Ali Ibrahim, Hesham Rushdey El-Seedi, Magdy Mostafa Desoky Mohammed. Phytochemical investigation and hepatoprotective activity of Cupressus sempervirens L. leaves growing in Egypt. Natural product research. 2007 Aug; 21(10):857-66. doi: 10.1080/14786410601132477. [PMID: 17680494]
  • Mirosława Krauze-Baranowska, Marek Mardarowicz, Marian Wiwart. The chemical composition of Microbiota decussata. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2002 Nov; 57(11-12):998-1003. doi: 10.1515/znc-2002-11-1208. [PMID: 12562084]
  • Tsutomu Nakanishi, Yuka Inatomi, Hiroko Murata, Naoki Iida, Akira Inada, Frank A Lang, Jin Murata. Phytochemical study on American plants I. Two new phenol glucosides, together with known biflavones and diterpene, from leaves of Juniperus occidentalis Hook. Chemical & pharmaceutical bulletin. 2002 Oct; 50(10):1358-61. doi: 10.1248/cpb.50.1358. [PMID: 12372862]