senegalensin (BioDeep_00000000667)

 

Secondary id: BioDeep_00000269652, BioDeep_00000400489

PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methyl-2-butenyl)-, (S)-

化学式: C25H28O5 (408.1937)
中文名称: 6,8-二异戊二烯基柚皮素
谱图信息: 最多检出来源 Viridiplantae(plant) 76.56%

分子结构信息

SMILES: C1(O)C(C/C=C(/C)\C)=C2O[C@]([H])(C3C=CC(O)=CC=3)CC(=O)C2=C(O)C=1C/C=C(\C)/C
InChI: InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1

描述信息

6,8-diprenylnaringenin is a trihydroxyflavanone that is (S)-naringenin substituted by prenyl groups at positions 6 and 8. It has a role as a plant metabolite and an antibacterial agent. It is a trihydroxyflavanone, a member of 4-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin.
Lonchocarpol A is a natural product found in Macaranga conifera, Erythrina suberosa, and other organisms with data available.
A trihydroxyflavanone that is (S)-naringenin substituted by prenyl groups at positions 6 and 8.

同义名列表

13 个代谢物同义名

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methyl-2-butenyl)-, (S)-; (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one; 5,4-dihydroxy-8-(gamma,gamma-dimethylallyl)-(5-(hydroxyisopropyl)dihydrofurano(2,3-6.7))isoflavone; (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one; (S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)chroman-4-one; (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)chroman-4-one; 6,8-Diprenylnaringenin; Lonchocarpol A; Senegalensien; Senegalensein; senegalensin; MLS000876964; Lonchocarpol A



数据库引用编号

19 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)

17 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 3 CAT, HPGDS, PTGS2
Peripheral membrane protein 3 ACHE, CYP1B1, PTGS2
Endoplasmic reticulum membrane 5 CD4, CYP1B1, HSP90B1, PTGS2, SLC27A5
Nucleus 2 ACHE, HSP90B1
cytosol 5 CAT, GPT, GSR, HPGDS, HSP90B1
nucleoplasm 2 ATP2B1, HPGDS
Cell membrane 5 ACHE, ATP2B1, CD4, FSHR, SLC27A5
Multi-pass membrane protein 3 ATP2B1, FSHR, SLC27A5
Synapse 3 ACHE, ATP2B1, CRH
cell surface 1 ACHE
glutamatergic synapse 1 ATP2B1
Golgi apparatus 1 ACHE
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
presynaptic membrane 1 ATP2B1
smooth endoplasmic reticulum 1 HSP90B1
Lysosome 1 GAA
plasma membrane 7 ACHE, ATP2B1, BCHE, CD4, FSHR, GAA, SLC27A5
synaptic vesicle membrane 1 ATP2B1
Membrane 7 ACHE, ATP2B1, CAT, CYP1B1, FSHR, GAA, HSP90B1
basolateral plasma membrane 1 ATP2B1
caveola 1 PTGS2
extracellular exosome 7 ATP2B1, CAT, GAA, GPT, GSR, HSP90B1, LYZ
Lysosome membrane 1 GAA
endoplasmic reticulum 3 HSP90B1, PTGS2, SLC27A5
extracellular space 8 ACHE, BCHE, CRH, IGF1, IGF2, IL6, LYZ, UCN3
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 ACHE, HSP90B1
mitochondrion 3 CAT, CYP1B1, GSR
protein-containing complex 4 CAT, HSP90B1, PTGS2, SLC27A5
intracellular membrane-bounded organelle 5 ATP2B1, CAT, CYP1B1, GAA, HPGDS
Microsome membrane 2 CYP1B1, PTGS2
Single-pass type I membrane protein 1 CD4
Secreted 7 ACHE, BCHE, CRH, GAA, IGF1, IGF2, IL6
extracellular region 11 ACHE, BCHE, CAT, CRH, GAA, HSP90B1, IGF1, IGF2, IL6, LYZ, UCN3
mitochondrial matrix 2 CAT, GSR
Extracellular side 1 ACHE
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 CD4, GSR
varicosity 2 CRH, UCN3
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
midbody 1 HSP90B1
Early endosome 1 CD4
Membrane raft 1 CD4
focal adhesion 2 CAT, HSP90B1
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 HSP90B1
lateral plasma membrane 1 ATP2B1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 FSHR
neuron projection 1 PTGS2
cell projection 1 ATP2B1
blood microparticle 1 BCHE
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
tertiary granule membrane 1 GAA
Melanosome 1 HSP90B1
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 ACHE
sperm plasma membrane 1 HSP90B1
basal plasma membrane 1 SLC27A5
exocytic vesicle 1 IGF1
Microsome 1 SLC27A5
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 5 BCHE, CD4, HSP90B1, IL6, PTGS2
platelet alpha granule lumen 2 IGF1, IGF2
axon terminus 1 UCN3
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
azurophil granule membrane 1 GAA
azurophil granule lumen 1 LYZ
immunological synapse 1 ATP2B1
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 CD4
Sarcoplasmic reticulum lumen 1 HSP90B1
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
endocytic vesicle lumen 1 HSP90B1
T cell receptor complex 1 CD4
catalase complex 1 CAT
alphav-beta3 integrin-IGF-1-IGF1R complex 1 IGF1
insulin-like growth factor binding protein complex 1 IGF1
insulin-like growth factor ternary complex 1 IGF1
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 HSP90B1
autolysosome lumen 1 GAA
photoreceptor ribbon synapse 1 ATP2B1
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Jongmin Ahn, Young-Mi Kim, Hee-Sung Chae, Young Hee Choi, Hee-Chul Ahn, Hunseung Yoo, Minseok Kang, Jinwoong Kim, Young-Won Chin. Prenylated Flavonoids from the Roots and Rhizomes of Sophora tonkinensis and Their Effects on the Expression of Inflammatory Mediators and Proprotein Convertase Subtilisin/Kexin Type 9. Journal of natural products. 2019 02; 82(2):309-317. doi: 10.1021/acs.jnatprod.8b00748. [PMID: 30698432]
  • Pranorm Khaomek, Chikara Ichino, Aki Ishiyama, Hitomi Sekiguchi, Miyuki Namatame, Nijsiri Ruangrungsi, Ekarin Saifah, Hiroaki Kiyohara, Kazuhiko Otoguro, Satoshi Omura, Haruki Yamada. In vitro antimalarial activity of prenylated flavonoids from Erythrina fusca. Journal of natural medicines. 2008 Apr; 62(2):217-20. doi: 10.1007/s11418-007-0214-z. [PMID: 18404327]
  • Adiaratou Togola, Ingvild Austarheim, Annette Theïs, Drissa Diallo, Berit Smestad Paulsen. Ethnopharmacological uses of Erythrina senegalensis: a comparison of three areas in Mali, and a link between traditional knowledge and modern biological science. Journal of ethnobiology and ethnomedicine. 2008 Mar; 4(?):6. doi: 10.1186/1746-4269-4-6. [PMID: 18321374]
  • Md Mukhlesur Rahman, Alexander I Gray. Antimicrobial constituents from the stem bark of Feronia limonia. Phytochemistry. 2002 Jan; 59(1):73-7. doi: 10.1016/s0031-9422(01)00423-x. [PMID: 11754947]
  • N G Coldham, M J Sauer. Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2001 Dec; 39(12):1211-24. doi: 10.1016/s0278-6915(01)00081-3. [PMID: 11696395]
  • H Tanaka, M Doi, H Etoh, N Watanabe, H Shimizu, M Hirata, M Ahmad, I Qurashi, M R Khan. Revised structures for senegalensin and euchrenone b(10). Journal of natural products. 2001 Oct; 64(10):1336-40. doi: 10.1021/np0101696. [PMID: 11678662]
  • M J Salvatore, A B King, A C Graham, H R Onishi, K F Bartizal, G K Abruzzo, C J Gill, H G Ramjit, S M Pitzenberger, K M Witherup. Antibacterial activity of lonchocarpol A. Journal of natural products. 1998 May; 61(5):640-2. doi: 10.1021/np9703961. [PMID: 9599265]
  • J Wandji, A E Nkengfack, Z T Fomum, R Ubillas, K B Killday, M S Tempesta. A new prenylated isoflavone and long chain esters from two Erythrina species. Journal of natural products. 1990 Nov; 53(6):1425-9. doi: 10.1021/np50072a004. [PMID: 2089116]