Pinobanksin (BioDeep_00000000905)

 

Secondary id: BioDeep_00000269824

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-PHENYL-, (2R,3R)-

化学式: C15H12O5 (272.0685)
中文名称: 短叶松素
谱图信息: 最多检出来源 Viridiplantae(plant) 11.43%

分子结构信息

SMILES: C1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI: InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H

描述信息

Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antimutagen, an antioxidant and a metabolite. It is a trihydroxyflavanone and a secondary alpha-hydroxy ketone.
Pinobanksin is a natural product found in Populus koreana, Ozothamnus stirlingii, and other organisms with data available.
Pinobanksin has apoptotic induction in a B-cell lymphoma cell line[1].

同义名列表

22 个代谢物同义名

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-PHENYL-, (2R,3R)-; (2R,3R)-2,3-dihydro-3,5,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one; (2R,3R)-3,5,7-trihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one; (2r,3r)-3,5,7-trihydroxy-2-phenyl-2,3-dihydro-4h-chromen-4-one; 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-phenyl-; 2,3-dihydro-3,5,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one; (2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one; (2R,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-one;; (2R,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-one; 3,5,7-Trihydroxyflavanone; Dihydrogalangin; (2R,3R)-3,5,7-Trihydroxyflavanone; Pinobanksin, >=95\\% (HPLC); 3,5,7-trihydroxy-flavanone; 3,5,7-trihydroxyflavanone; (2R,3R)-pinobanksin; UNII-BK3ABR33DT; MEGxp0_001314; ACon1_000534; Pinobanksin; BK3ABR33DT; Pinobaksin; Pinobanksin



数据库引用编号

22 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

1 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(1)

PharmGKB(0)

131 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 12 ACE, ANXA5, BCL2, CASP3, CAT, GAL, LDHA, MTOR, PKM, PMP2, PTGS1, PTGS2
Peripheral membrane protein 5 ANXA5, HK2, MTOR, PTGS1, PTGS2
Endosome membrane 1 FFAR4
Endoplasmic reticulum membrane 5 BCL2, MTOR, PLP2, PTGS1, PTGS2
Nucleus 7 BCL2, CASP3, GABPA, LDHA, MTOR, PKM, PMP2
cytosol 9 ANXA5, BCL2, CASP3, CAT, HK2, LDHA, MTOR, PKM, PMP2
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
centrosome 1 HK2
nucleoplasm 3 CASP3, GABPA, MTOR
Cell membrane 5 ACE, FFAR4, GAL, NOX1, TNF
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 2 FFAR4, NOX1
Golgi apparatus membrane 1 MTOR
cell surface 1 TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 1 PTGS1
Golgi membrane 2 INS, MTOR
lysosomal membrane 2 FFAR4, MTOR
neuronal cell body 3 CASP3, GAL, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 HK2
Lysosome 2 ACE, MTOR
endosome 1 ACE
plasma membrane 6 ACE, FFAR4, GAL, NOX1, PLP2, TNF
Membrane 9 ACE, ANXA5, BCL2, CAT, HK2, LDHA, MTOR, NOX1, PLP2
caveola 1 PTGS2
extracellular exosome 7 ACE, ANXA5, CAT, LDHA, PKM, PMP2, PTGS1
Lysosome membrane 2 FFAR4, MTOR
endoplasmic reticulum 3 BCL2, PLP2, PTGS2
extracellular space 5 ACE, GAL, INS, PNLIP, TNF
mitochondrion 5 BCL2, CAT, HK2, LDHA, PKM
protein-containing complex 3 BCL2, CAT, PTGS2
intracellular membrane-bounded organelle 3 CAT, HK2, PTGS1
Microsome membrane 3 MTOR, PTGS1, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 ACE
Secreted 5 ACE, GAL, HK2, INS, PNLIP
extracellular region 8 ACE, ANXA5, CAT, GAL, INS, PKM, PNLIP, TNF
Mitochondrion outer membrane 3 BCL2, HK2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 3 BCL2, HK2, MTOR
mitochondrial matrix 1 CAT
anchoring junction 1 NOX1
ciliary membrane 1 FFAR4
photoreceptor outer segment 1 PTGS1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ACE, ANXA5, TNF
Extracellular vesicle 1 PKM
Early endosome 1 NOX1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 PKM
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 2 ANXA5, CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 HK2
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 2 ANXA5, PKM
secretory granule 1 GAL
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Zymogen granule membrane 1 ANXA5
neuron projection 2 PTGS1, PTGS2
cilium 2 FFAR4, PKM
chromatin 1 GABPA
cell projection 1 NOX1
phagocytic cup 1 TNF
brush border membrane 1 ACE
sperm midpiece 1 ACE
[Isoform 2]: Cell membrane 1 FFAR4
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, PTGS1
endosome lumen 1 INS
myelin sheath 2 BCL2, PMP2
basal plasma membrane 1 ACE
ficolin-1-rich granule lumen 2 CAT, PKM
secretory granule lumen 3 CAT, INS, PKM
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PTGS2
endocytic vesicle 1 FFAR4
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 ANXA5
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 FFAR4
Rough endoplasmic reticulum 1 PKM
Cytoplasmic vesicle, phagosome 1 MTOR
Cell projection, cilium membrane 1 FFAR4
oxidoreductase complex 1 LDHA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
NADPH oxidase complex 1 NOX1
Cell projection, invadopodium membrane 1 NOX1
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Piotr Kuś, Igor Jerković, Martina Jakovljević, Stela Jokić. Extraction of bioactive phenolics from black poplar (Populus nigra L.) buds by supercritical CO2 and its optimization by response surface methodology. Journal of pharmaceutical and biomedical analysis. 2018 Apr; 152(?):128-136. doi: 10.1016/j.jpba.2018.01.046. [PMID: 29414004]
  • Séverine Boisard, Anne-Marie Le Ray, Julia Gatto, Marie-Christine Aumond, Patricia Blanchard, Séverine Derbré, Catherine Flurin, Pascal Richomme. Chemical composition, antioxidant and anti-AGEs activities of a French poplar type propolis. Journal of agricultural and food chemistry. 2014 Feb; 62(6):1344-51. doi: 10.1021/jf4053397. [PMID: 24443994]
  • Van H Tran, Rujee K Duke, Abdallah Abu-Mellal, Colin C Duke. Propolis with high flavonoid content collected by honey bees from Acacia paradoxa. Phytochemistry. 2012 Sep; 81(?):126-32. doi: 10.1016/j.phytochem.2012.06.002. [PMID: 22784552]
  • Pilar Truchado, Patricia Vit, Federico Ferreres, Francisco Tomas-Barberan. Liquid chromatography-tandem mass spectrometry analysis allows the simultaneous characterization of C-glycosyl and O-glycosyl flavonoids in stingless bee honeys. Journal of chromatography. A. 2011 Oct; 1218(42):7601-7. doi: 10.1016/j.chroma.2011.07.049. [PMID: 21831383]
  • Saeed Samarghandian, Jalil Tavakkol Afshari, Saiedeh Davoodi. Honey induces apoptosis in renal cell carcinoma. Pharmacognosy magazine. 2011 Jan; 7(25):46-52. doi: 10.4103/0973-1296.75901. [PMID: 21472079]
  • Kaoru Umehara, Kiyomitsu Nemoto, Ayako Matsushita, Eri Terada, Orawan Monthakantirat, Wanchai De-Eknamkul, Toshio Miyase, Tsutomu Warashina, Masakuni Degawa, Hiroshi Noguchi. Flavonoids from the heartwood of the Thai medicinal plant Dalbergia parviflora and their effects on estrogenic-responsive human breast cancer cells. Journal of natural products. 2009 Dec; 72(12):2163-8. doi: 10.1021/np900676y. [PMID: 19928832]
  • Leonardo Gobbo-Neto, Paul J Gates, Norberto P Lopes. Negative ion 'chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae). Rapid communications in mass spectrometry : RCM. 2008 Dec; 22(23):3802-8. doi: 10.1002/rcm.3802. [PMID: 18980260]
  • François Simard, Jean Legault, Serge Lavoie, Vakhtang Mshvildadze, André Pichette. Isolation and identification of cytotoxic compounds from the wood of Pinus resinosa. Phytotherapy research : PTR. 2008 Jul; 22(7):919-22. doi: 10.1002/ptr.2416. [PMID: 18389469]
  • Claudio Gardana, Paolo Simonetti, Cristiana Berti, Piergiorgio Pietta. Evaluation of propolis polyphenols absorption in humans by liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(23):3849-54. doi: 10.1002/rcm.3285. [PMID: 17979105]
  • Sándor Kéki, Katalin Tóth, Miklós Zsuga, Renáta Ferenczi, Sándor Antus. (+)-Silybin, a pharmacologically active constituent of Silybum marianum: fragmentation studies by atmospheric pressure chemical ionization quadrupole time-of-flight tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(14):2255-62. doi: 10.1002/rcm.3081. [PMID: 17569099]
  • O L Belaia, I G Fomina, L M Baĭder, Z V Kuropteva, N A Tiukavkina. [The influence of the bioflanoid dicvertin on the antioxidative system ceruloplasmin-transferrin and lipid peroxidation in patients suffering from stable coronary heart disease with dyslipidemia]. Klinicheskaia meditsina. 2006; 84(7):46-50. doi: NULL. [PMID: 16924801]
  • Ataç Uzel, Kadriye Sorkun, Ozant Onçağ, Dilşah Cogŭlu, Omür Gençay, Bekir Salih. Chemical compositions and antimicrobial activities of four different Anatolian propolis samples. Microbiological research. 2005; 160(2):189-95. doi: 10.1016/j.micres.2005.01.002. [PMID: 15881836]
  • Shigenori Kumazawa, Kayoko Shimoi, Katsumi Hayashi, Takeshi Ishii, Tomoko Hamasaka, Tsutomu Nakayama. Identification of metabolites in plasma and urine of Uruguayan propolis-treated rats. Journal of agricultural and food chemistry. 2004 May; 52(10):3083-8. doi: 10.1021/jf0353234. [PMID: 15137857]
  • R Takeara, S Albuquerque, N P Lopes, J L C Lopes. Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae). Phytomedicine : international journal of phytotherapy and phytopharmacology. 2003; 10(6-7):490-3. doi: 10.1078/094471103322331430. [PMID: 13678232]
  • Shigenori Kumazawa, Katsumi Hayashi, Katsuko Kajiya, Takeshi Ishii, Tomoko Hamasaka, Tsutomu Nakayama. Studies of the constituents of Uruguayan propolis. Journal of agricultural and food chemistry. 2002 Aug; 50(17):4777-82. doi: 10.1021/jf020279y. [PMID: 12166959]
  • K Ondrias, A Stasko, M Hromadová, V Suchý, M Nagy. Pinobanksin inhibits peroxidation of low density lipoprotein and it has electron donor properties reducing alpha-tocopherol radicals. Die Pharmazie. 1997 Jul; 52(7):566-7. doi: ". [PMID: 9266597]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]