Pteryxin (BioDeep_00000000523)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-Butenoic acid, 2-methyl-, 9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3- ,4-b)dipyran-10-yl ester, (9R-(9alpha,10alpha(Z)))-

化学式: C21H22O7 (386.1365)
中文名称: 北美芹素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 86.71%

分子结构信息

SMILES: C/C=C(/C)C(=O)OC1c2c(ccc3ccc(=O)oc23)OC(C)(C)C1OC(C)=O
InChI: InChI=1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-

描述信息

Pteryxin is a member of coumarins.
Pteryxin is a natural product found in Musineon divaricatum, Pteryxia terebinthina, and other organisms with data available.
Origin: Plant, Coumarins
Pteryxin, a coumarin in Peucedanum japonicum Thunb leaves, exerts antiobesity activity[1]. Pteryxin is a potent butyrylcholinesterase (BChE) inhibitor, with an IC50 of 12.96 μg/ml[2].
Pteryxin, a coumarin in Peucedanum japonicum Thunb leaves, exerts antiobesity activity[1]. Pteryxin is a potent butyrylcholinesterase (BChE) inhibitor, with an IC50 of 12.96 μg/ml[2].

同义名列表

27 个代谢物同义名

2-Butenoic acid, 2-methyl-, 9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3- ,4-b)dipyran-10-yl ester, (9R-(9alpha,10alpha(Z)))-; 2-Butenoic acid, 2-methyl-, 9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b)dipyran-10-yl ester, (9R-(9alpha,10alpha(Z)))-; 2-Butenoic acid, 2-methyl-, (9R,10R)-9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b]dipyran-10-yl ester, (2Z)-; 2-BUTENOIC ACID, 2-METHYL-, (9R,10R)-9-(ACETYLOXY)-9,10-DIHYDRO-8,8-DIMETHYL-2-OXO-2H,8H-BENZO(1,2-B:3,4-B)DIPYRAN-10-YL ESTER, (2Z)-; CROTONIC ACID, 2-METHYL-, 10-ESTER WITH 9,10-DIHYDRO-9,10-DIHYDROXY-8,8-DIMETHYL-2H,8H-BENZO(1,2-B:3,4-B)DIPYRAN-2-ONE ACETATE, (Z)-; [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate; [(9R,10R)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] (Z)-2-methylbut-2-enoate; (+)-(3R,4R)-3-ACETYL-4-ANGELOYLKHELLACTONE; UNII-C1G8A9744Z; (+)-Pteryxin; C1G8A9744Z; PTERYXINE; Pteryxin; Pterixin; AC1NQYG8; (Z)-2-methylbut-2-enoic acid [(9R,10R)-9-acetoxy-2-keto-8,8-dimethyl-9,10-dihydropyrano[6,5-h]chromen-10-yl] ester; (Z)-2-methylbut-2-enoic acid [(9R,10R)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[6,5-h]chromen-10-yl] ester; [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[6,5-h]chromen-10-yl] (Z)-2-methylbut-2-enoate; [(9R,10R)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[6,5-h]chromen-10-yl] (Z)-2-methylbut-2-enoate; STOCK1N-52523; ZINC04081606; AIDS-006515; AIDS006515; 17944-23-9; 13161-75-6; C09307; Pteryxin



数据库引用编号

21 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)

54 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 ADIG, AIMP2, APOE, APP, CASP1, FASN, GAPDH, KEAP1, MAPK8, NLRP3, PTGS2, SREBF1
Peripheral membrane protein 2 GORASP1, PTGS2
Endoplasmic reticulum membrane 4 HMOX1, MEST, PTGS2, SREBF1
Nucleus 11 ADIG, AIMP2, APOE, APP, GABPA, GAPDH, HMOX1, KEAP1, MAPK8, NLRP3, SREBF1
cytosol 11 AIMP2, APP, CASP1, FASN, GAPDH, GCLC, HMOX1, KEAP1, MAPK8, NLRP3, SREBF1
dendrite 2 APOE, APP
nucleoplasm 5 GABPA, HMOX1, KEAP1, MAPK8, SREBF1
Cell membrane 3 APP, CASP1, TNF
Cytoplasmic side 2 GORASP1, HMOX1
Cell projection, growth cone 1 APP
Multi-pass membrane protein 2 MEST, SREBF1
Golgi apparatus membrane 3 GORASP1, NLRP3, SREBF1
Synapse 2 APP, MAPK8
cell surface 3 ADIPOQ, APP, TNF
ciliary rootlet 1 APP
dendritic shaft 1 APP
glutamatergic synapse 1 APOE
Golgi apparatus 4 APOE, APP, FASN, GORASP1
Golgi membrane 3 GORASP1, NLRP3, SREBF1
growth cone 1 APP
mitochondrial inner membrane 1 APP
neuromuscular junction 1 APP
neuronal cell body 2 APOE, TNF
smooth endoplasmic reticulum 1 APP
synaptic vesicle 1 APP
Cytoplasm, cytosol 3 AIMP2, GAPDH, NLRP3
endosome 1 APP
plasma membrane 7 APOE, APP, BCHE, CASP1, FASN, GAPDH, TNF
presynaptic active zone 1 APP
Membrane 9 ADIG, AIMP2, APOE, APP, FASN, GAPDH, HMOX1, MEST, NLRP3
axon 2 APP, MAPK8
caveola 1 PTGS2
extracellular exosome 5 APOE, APP, FASN, GAPDH, MEST
endoplasmic reticulum 9 ADIPOQ, APOE, APP, HMOX1, KEAP1, MEST, NLRP3, PTGS2, SREBF1
extracellular space 6 ADIPOQ, APOE, APP, BCHE, HMOX1, TNF
perinuclear region of cytoplasm 3 APP, GAPDH, HMOX1
mitochondrion 2 GCLC, NLRP3
protein-containing complex 3 CASP1, PTGS2, SREBF1
intracellular membrane-bounded organelle 1 GAPDH
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 1 APP
Secreted 6 ADIG, ADIPOQ, APOE, APP, BCHE, NLRP3
extracellular region 7 ADIG, ADIPOQ, APOE, APP, BCHE, NLRP3, TNF
Single-pass membrane protein 1 ADIG
mitochondrial outer membrane 1 HMOX1
centriolar satellite 1 KEAP1
nuclear membrane 1 GAPDH
external side of plasma membrane 1 TNF
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
dendritic spine 1 APP
perikaryon 1 APP
cytoplasmic vesicle 1 APP
microtubule cytoskeleton 1 GAPDH
nucleolus 1 CASP1
midbody 1 KEAP1
Early endosome 2 APOE, APP
Membrane, clathrin-coated pit 1 APP
apical part of cell 1 APP
cell-cell junction 1 APP
clathrin-coated pit 1 APP
COPII-coated ER to Golgi transport vesicle 1 APP
Golgi-associated vesicle 1 APP
recycling endosome 2 APP, TNF
spindle midzone 1 APP
Single-pass type II membrane protein 1 TNF
vesicle 2 APP, GAPDH
Cytoplasm, perinuclear region 1 GAPDH
Membrane raft 2 APP, TNF
Cytoplasm, cytoskeleton 1 GAPDH
microtubule 1 CASP1
cis-Golgi network 1 GORASP1
extracellular matrix 1 APOE
collagen trimer 1 ADIPOQ
collagen-containing extracellular matrix 2 ADIPOQ, APOE
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 APP
neuron projection 1 PTGS2
chromatin 2 GABPA, SREBF1
phagocytic cup 1 TNF
cytoskeleton 1 GAPDH
Secreted, extracellular space 1 APOE
actin filament 1 KEAP1
blood microparticle 2 APOE, BCHE
Cul3-RING ubiquitin ligase complex 1 KEAP1
nuclear envelope 1 SREBF1
Endomembrane system 2 MEST, NLRP3
endosome lumen 1 APP
Lipid droplet 2 ADIG, GAPDH
microtubule organizing center 1 NLRP3
Cytoplasmic vesicle membrane 1 SREBF1
Melanosome 2 APOE, FASN
trans-Golgi network membrane 1 APP
Golgi lumen 1 APP
endoplasmic reticulum lumen 4 APOE, APP, BCHE, PTGS2
platelet alpha granule lumen 1 APP
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
ER to Golgi transport vesicle membrane 1 SREBF1
nuclear envelope lumen 2 APP, BCHE
AIM2 inflammasome complex 1 CASP1
clathrin-coated endocytic vesicle membrane 1 APOE
ribonucleoprotein complex 1 GAPDH
synaptic cleft 1 APOE
basal dendrite 1 MAPK8
canonical inflammasome complex 1 CASP1
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
GAIT complex 1 GAPDH
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
inclusion body 1 KEAP1
[C83]: Endoplasmic reticulum 1 APP
[C99]: Early endosome 1 APP
[Soluble APP-beta]: Secreted 1 APP
[Amyloid-beta protein 40]: Cell surface 1 APP
[Amyloid-beta protein 42]: Cell surface 1 APP
[Gamma-secretase C-terminal fragment 59]: Nucleus 1 APP
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
[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
glutamate-cysteine ligase complex 1 GCLC
glycogen granule 1 FASN
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Dong Zhen, Tian-Qi Xuan, Boqin Hu, Xue Bai, Dan-Ni Fu, Yu Wang, Yun Wu, Jingfeng Yang, Qianqian Ma. Pteryxin attenuates LPS-induced inflammatory responses and inhibits NLRP3 inflammasome activation in RAW264.7 cells. Journal of ethnopharmacology. 2022 Feb; 284(?):114753. doi: 10.1016/j.jep.2021.114753. [PMID: 34662667]
  • Mutaib M Mashraqi, Navaneet Chaturvedi, Qamre Alam, Saleh Alshamrani, Mosa M Bahnass, Khurshid Ahmad, Amany I Alqosaibi, Mashael M Alnamshan, Syed Sayeed Ahmad, Mirza Masroor Ali Beg, Abha Mishra, Sibhghatulla Shaikh, Syed Mohd Danish Rizvi. Biocomputational Prediction Approach Targeting FimH by Natural SGLT2 Inhibitors: A Possible Way to Overcome the Uropathogenic Effect of SGLT2 Inhibitor Drugs. Molecules (Basel, Switzerland). 2021 Jan; 26(3):. doi: 10.3390/molecules26030582. [PMID: 33499241]
  • Ilkay Erdogan Orhan, Fatma Sezer Senol, Suhaib Shekfeh, Krystyna Skalicka-Wozniak, Erden Banoglu. Pteryxin - A promising butyrylcholinesterase-inhibiting coumarin derivative from Mutellina purpurea. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Nov; 109(Pt 2):970-974. doi: 10.1016/j.fct.2017.03.016. [PMID: 28286309]
  • Ruwani N Nugara, Masashi Inafuku, Kensaku Takara, Hironori Iwasaki, Hirosuke Oku. Pteryxin: a coumarin in Peucedanum japonicum Thunb leaves exerts antiobesity activity through modulation of adipogenic gene network. Nutrition (Burbank, Los Angeles County, Calif.). 2014 Oct; 30(10):1177-84. doi: 10.1016/j.nut.2014.01.015. [PMID: 24993752]
  • Juan Wang, Yufeng Ma, Wen Li, Fangdi Hu, Tongqiang Chen, Xiaoli Shen, Shilan Feng. Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry. Biomedical chromatography : BMC. 2012 Jul; 26(7):802-7. doi: 10.1002/bmc.1733. [PMID: 22102402]
  • Toshihiro Akihisa, Harukuni Tokuda, Motohiko Ukiya, Masao Iizuka, Stefan Schneider, Kazuya Ogasawara, Teruo Mukainaka, Kenji Iwatsuki, Takashi Suzuki, Hoyoku Nishino. Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects. Cancer letters. 2003 Nov; 201(2):133-7. doi: 10.1016/s0304-3835(03)00466-x. [PMID: 14607326]
  • N C Zhao, W B Jin, X H Zhang, F L Guan, Y B Sun, H Adachi, T Okuyama. Relaxant effects of pyranocoumarin compounds isolated from a Chinese medical plant, Bai-Hua Qian-Hu, on isolated rabbit tracheas and pulmonary arteries. Biological & pharmaceutical bulletin. 1999 Sep; 22(9):984-7. doi: 10.1248/bpb.22.984. [PMID: 10513627]
  • E B Thompson, G H Aynilian, R H Dobberstein, G A Cordell, H H Fong, N R Farnsworth. Biological and phytochemical investigation of plants XV. Pteryxia terebinthina var. terebinthina (Umbelliferae). Journal of natural products. 1979 Jan; 42(1):120-5. doi: 10.1021/np50001a008. [PMID: 469553]