PIPERONAL (BioDeep_00001871731)

Main id: BioDeep_00000008335

 

natural product


代谢物信息卡片


PIPERONAL

化学式: C8H6O3 (150.0317)
中文名称: 胡椒醛, 胡椒
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1OC2=C(O1)C=C(C=C2)C=O
InChI: InChI=1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2

描述信息

An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.

同义名列表

3 个代谢物同义名

PIPERONAL; Piperonal; Piperonal



数据库引用编号

13 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)

27 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 14 ABCB1, ADIG, ALB, BCL2, CASP3, CASP8, CASP9, CYP1A1, NXF2, PFDN5, SLC2A2, SREBF1, TYR, XDH
Peripheral membrane protein 2 ACHE, CYP1A1
Endoplasmic reticulum membrane 3 BCL2, CYP1A1, SREBF1
Nucleus 10 ACHE, ADIG, ALB, BCL2, CASP3, CASP8, CASP9, NXF2, PFDN5, SREBF1
cytosol 10 ALB, BCL2, CASP3, CASP8, CASP9, LEP, NXF2, PFDN5, SREBF1, XDH
centrosome 1 ALB
nucleoplasm 4 CASP3, CASP8, NXF2, SREBF1
Cell membrane 4 ABCB1, ACHE, SLC2A2, TNF
lamellipodium 1 CASP8
Multi-pass membrane protein 3 ABCB1, SLC2A2, SREBF1
Golgi apparatus membrane 1 SREBF1
Synapse 1 ACHE
cell surface 4 ABCB1, ACHE, ADIPOQ, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 2 ACHE, ALB
Golgi membrane 2 INS, SREBF1
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
Lysosome 1 TYR
plasma membrane 5 ABCB1, ACHE, BCHE, SLC2A2, TNF
Membrane 5 ABCB1, ACHE, ADIG, BCL2, SLC2A2
apical plasma membrane 2 ABCB1, SLC2A2
brush border 1 SLC2A2
extracellular exosome 2 ABCB1, ALB
endoplasmic reticulum 4 ADIPOQ, ALB, BCL2, SREBF1
extracellular space 8 ACHE, ADIPOQ, ALB, BCHE, INS, LEP, TNF, XDH
perinuclear region of cytoplasm 2 ACHE, TYR
mitochondrion 4 BCL2, CASP8, CASP9, CYP1A1
protein-containing complex 5 ALB, BCL2, CASP8, CASP9, SREBF1
intracellular membrane-bounded organelle 2 CYP1A1, TYR
Microsome membrane 1 CYP1A1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 7 ACHE, ADIG, ADIPOQ, ALB, BCHE, INS, LEP
extracellular region 8 ACHE, ADIG, ADIPOQ, ALB, BCHE, INS, LEP, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 ADIG, BCL2
mitochondrial outer membrane 2 BCL2, CASP8
Extracellular side 1 ACHE
anchoring junction 1 ALB
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
Melanosome membrane 1 TYR
cell-cell junction 1 SLC2A2
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 CASP8
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNF
pore complex 1 BCL2
Peroxisome 1 XDH
basement membrane 1 ACHE
collagen trimer 1 ADIPOQ
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 1 ADIPOQ
ciliary basal body 1 ALB
chromatin 1 SREBF1
phagocytic cup 1 TNF
cytoskeleton 1 CASP8
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 2 ALB, BCHE
Lipid-anchor, GPI-anchor 1 ACHE
nuclear envelope 1 SREBF1
endosome lumen 1 INS
Lipid droplet 1 ADIG
Cytoplasmic vesicle membrane 1 SREBF1
Melanosome 1 TYR
cell body 1 CASP8
side of membrane 1 ACHE
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 PFDN5
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, BCHE, INS
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ER to Golgi transport vesicle membrane 1 SREBF1
nuclear envelope lumen 1 BCHE
apoptosome 1 CASP9
prefoldin complex 1 PFDN5
synaptic cleft 1 ACHE
external side of apical plasma membrane 1 ABCB1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
BAD-BCL-2 complex 1 BCL2
[Isoform H]: Cell membrane 1 ACHE
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
ciliary transition fiber 1 ALB
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
nuclear RNA export factor complex 1 NXF2


文献列表

  • Dawid Hernik, Ewa Szczepańska, Elisabetta Brenna, Katarzyna Patejuk, Teresa Olejniczak, Tomasz Strzała, Filip Boratyński. Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal. Molecules (Basel, Switzerland). 2023 Apr; 28(8):. doi: 10.3390/molecules28083643. [PMID: 37110877]
  • Simone K Huber, Georg Höfner, Klaus T Wanner. Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1). Bioorganic & medicinal chemistry. 2019 07; 27(13):2753-2763. doi: 10.1016/j.bmc.2019.05.001. [PMID: 31097402]
  • Natália Drumond Lopes, Otávio Augusto Chaves, Márcia C C de Oliveira, Carlos Mauricio R Sant'Anna, Danilo Sousa-Pereira, José Carlos Netto-Ferreira, Aurea Echevarria. Novel piperonal 1,3,4-thiadiazolium-2-phenylamines mesoionic derivatives: Synthesis, tyrosinase inhibition evaluation and HSA binding study. International journal of biological macromolecules. 2018 Jun; 112(?):1062-1072. doi: 10.1016/j.ijbiomac.2018.02.050. [PMID: 29447969]
  • Songyi Chu, Vikram P Narayan, Mi-Kyung Sung, Taesun Park. Piperonal attenuates visceral adiposity in mice fed a high-fat diet: potential involvement of the adenylate cyclase-protein kinase A dependent pathway. Molecular nutrition & food research. 2017 11; 61(11):. doi: 10.1002/mnfr.201601124. [PMID: 28699236]
  • Shiori Doi, Yoshiteru Hashimoto, Chiaki Tomita, Takuto Kumano, Michihiko Kobayashi. Discovery of piperonal-converting oxidase involved in the metabolism of a botanical aromatic aldehyde. Scientific reports. 2016 12; 6(?):38021. doi: 10.1038/srep38021. [PMID: 27905507]
  • Matthew R Wood, Roger A Lalancette, Ivan Bernal. Crystallographic investigations of select cathinones: emerging illicit street drugs known as `bath salts'. Acta crystallographica. Section C, Structural chemistry. 2015 Jan; 71(Pt 1):32-8. doi: 10.1107/s2053229614025637. [PMID: 25567572]
  • X Li, Y Choi, Y Yanakawa, T Park. Piperonal prevents high-fat diet-induced hepatic steatosis and insulin resistance in mice via activation of adiponectin/AMPK pathway. International journal of obesity (2005). 2014 Jan; 38(1):140-7. doi: 10.1038/ijo.2013.70. [PMID: 23711775]
  • M Schäffer, T Gröger, M Pütz, R Zimmermann. Forensic profiling of sassafras oils based on comprehensive two-dimensional gas chromatography. Forensic science international. 2013 Jun; 229(1-3):108-15. doi: 10.1016/j.forsciint.2013.03.046. [PMID: 23683915]
  • Pierluigi Caboni, Nadhem Aissani, Tiziana Cabras, Andrea Falqui, Roberto Marotta, Barbara Liori, Nikoletta Ntalli, Giorgia Sarais, Nicola Sasanelli, Graziella Tocco. Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita. Journal of agricultural and food chemistry. 2013 Feb; 61(8):1794-803. doi: 10.1021/jf305164m. [PMID: 23379671]
  • Fan Tong, Joel R Coats. Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor. Pest management science. 2012 Aug; 68(8):1122-9. doi: 10.1002/ps.3280. [PMID: 22461383]
  • Mohammad Dadashipour, Mizue Yamazaki, Kazumi Momonoi, Ken'ichirou Tamura, Ken-Ichi Fuhshuku, Yurina Kanase, Etsuzoh Uchimura, Guan Kaiyun, Yasuhisa Asano. S-selective hydroxynitrile lyase from a plant Baliospermum montanum: molecular characterization of recombinant enzyme. Journal of biotechnology. 2011 May; 153(3-4):100-10. doi: 10.1016/j.jbiotec.2011.02.004. [PMID: 21352863]
  • Hisashi Matsuda, Kiyofumi Ninomiya, Toshio Morikawa, Daisuke Yasuda, Itadaki Yamaguchi, Masayuki Yoshikawa. Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes. Bioorganic & medicinal chemistry letters. 2008 Mar; 18(6):2038-42. doi: 10.1016/j.bmcl.2008.01.101. [PMID: 18289853]
  • Elga Heloísa Alberton, Rosangela Guollo Damazio, Luisa Helena Cazarolli, Louise Domeneghini Chiaradia, Paulo César Leal, Ricardo José Nunes, Rosendo Augusto Yunes, Fátima Regina Mena Barreto Silva. Influence of chalcone analogues on serum glucose levels in hyperglycemic rats. Chemico-biological interactions. 2008 Feb; 171(3):355-62. doi: 10.1016/j.cbi.2007.11.001. [PMID: 18164698]
  • Arun Kumar Sinha, Subash Chandra Verma, Upendra Kumar Sharma. Development and validation of an RP-HPLC method for quantitative determination of vanillin and related phenolic compounds in Vanilla planifolia. Journal of separation science. 2007 Jan; 30(1):15-20. doi: 10.1002/jssc.200600193. [PMID: 17313136]
  • Kh Ia Karimov, F Kh Inoiatova, U Sh Salikhodzhaeva, M R Kodiralieva. [Comparative evaluation of antioxidant properties of neoselen and berberin in chronic heliotrinal hepatitis]. Likars'ka sprava. 2002 Apr; ?(3-4):123-7. doi: . [PMID: 12145877]
  • F Sh Inoiatov. [The effect of perftoran on the biochemical detoxication parameters in rats with an acute toxic lesion of the liver]. Eksperimental'naia i klinicheskaia farmakologiia. 2000 Mar; 63(2):67-70. doi: ". [PMID: 10834100]
  • D J Wright, G M Holder. The metabolism of some food additives related to piperonal in the rabbit. Xenobiotica; the fate of foreign compounds in biological systems. 1980 Apr; 10(4):265-70. doi: 10.3109/00498258009033754. [PMID: 7415207]
  • Sh I RASULEV, G S LEVIN. [CHANGES IN SOME INDICES OF FAT METABOLISM IN THE COURSE OF EXPERIMENTAL HELIOTRIN-INDUCED LIVER CIRRHOSIS]. Voprosy pitaniia. 1964 Nov; 23(?):67-72. doi: . [PMID: 14315494]
  • Ch I BURSHTEIN. [AUTOANTIGENICITY IN EXPERIMENTAL LIVER DISEASES (ANTIGENIC PROPERTIES OFTHE SERUM IN HELIOTROPIN-INDUCED HEPATITIS)]. Medical world. 1963 May; 99(?):16-21. doi: . [PMID: 14053475]