Umbelliprenin (BioDeep_00000402716)
natural product
代谢物信息卡片
化学式: C24H30O3 (366.21948299999997)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=CCCC(=CCCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)C)C
InChI: InChI=1S/C24H30O3/c1-18(2)7-5-8-19(3)9-6-10-20(4)15-16-26-22-13-11-21-12-14-24(25)27-23(21)17-22/h7,9,11-15,17H,5-6,8,10,16H2,1-4H3/b19-9+,20-15+
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:172086
- PubChem: 1781413
- PubChem: 1781412
- Metlin: METLIN87086
- ChEMBL: CHEMBL156127
- CAS: 30413-87-7
- CAS: 23838-17-7
- CAS: 532-16-1
- MoNA: MoNA000021
- LOTUS: LTS0007563
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)
58 个相关的物种来源信息
- 40921 - Anethum: LTS0007563
- 40922 - Anethum graveolens: 10.1007/BF00595084
- 40922 - Anethum graveolens: LTS0007563
- 40948 - Angelica: LTS0007563
- 40949 - Angelica archangelica: 10.1016/S0021-9673(00)00321-6
- 40949 - Angelica archangelica: LTS0007563
- 2831626 - Angelica pachycarpa: LTS0007563
- 2831633 - Angelica tschimganica: LTS0007563
- 357859 - Angelica ursina: 10.1248/YAKUSHI1947.103.10_1091
- 357859 - Angelica ursina: LTS0007563
- 4037 - Apiaceae: 10.3109/1547691X.2015.1043606
- 4037 - Apiaceae: LTS0007563
- 4200 - Caprifoliaceae: LTS0007563
- 2759 - Eukaryota: LTS0007563
- 52470 - Ferula: LTS0007563
- 52471 - Ferula assa-foetida: 10.1002/CHIN.199610249
- 52471 - Ferula assa-foetida: 10.1016/S0031-9422(01)00246-1
- 52471 - Ferula assa-foetida: LTS0007563
- 54829 - Ferula communis: LTS0007563
- 2976224 - Ferula conocaula: LTS0007563
- 1514025 - Ferula iliensis: 10.1007/BF01134634
- 1514025 - Ferula iliensis: LTS0007563
- 371352 - Ferula karatavica: 10.1007/BF00580473
- 371352 - Ferula karatavica: 10.1007/BF00580475
- 371352 - Ferula karatavica: LTS0007563
- 371362 - Ferula linkii: 10.1016/0031-9422(93)85291-X
- 371362 - Ferula linkii: LTS0007563
- 371365 - Ferula loscosii: 10.1016/0031-9422(77)80109-X
- 371365 - Ferula loscosii: LTS0007563
- 1514040 - Ferula persica: 10.1076/PHBI.41.6.431.17834
- 1514040 - Ferula persica: LTS0007563
- 1514050 - Ferula sinaica: 10.1016/S0031-9422(98)00489-0
- 1514050 - Ferula sinaica: LTS0007563
- 555415 - Ferula szowitziana: 10.1007/BF00563961
- 555415 - Ferula szowitziana: LTS0007563
- 266078 - Haplophyllum: LTS0007563
- 452780 - Haplophyllum patavinum: 10.1016/S0031-9422(98)00356-2
- 452780 - Haplophyllum patavinum: LTS0007563
- 325717 - Heptaptera: LTS0007563
- 325718 - Heptaptera anisoptera: 10.1016/0031-9422(92)83477-G
- 325718 - Heptaptera anisoptera: LTS0007563
- 40917 - Heracleum: 10.1248/CPB.53.701
- 40917 - Heracleum: LTS0007563
- 40919 - Heracleum sphondylium: LTS0007563
- 414037 - Heracleum sphondylium subsp. sibiricum: 10.1007/BF00564818
- 414037 - Heracleum sphondylium subsp. sibiricum: LTS0007563
- 183562 - Lomelosia: LTS0007563
- 3398 - Magnoliopsida: LTS0007563
- 63018 - Opopanax: LTS0007563
- 23513 - Rutaceae: LTS0007563
- 87007 - Scabiosa: LTS0007563
- 1161150 - Scabiosa comosa: 10.1007/BF00564813
- 1161150 - Scabiosa comosa: 10.1007/BF00567814
- 1161150 - Scabiosa comosa: LTS0007563
- 35493 - Streptophyta: LTS0007563
- 58023 - Tracheophyta: LTS0007563
- 33090 - Viridiplantae: LTS0007563
- 2836822 - Xanthogalum: LTS0007563
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。
文献列表
- Kobra Shirani, Mehrdad Iranshahi, Vahid Reza Askari, Zahra Gholizadeh, Armin Attaran Zadeh, Majid Zeinali, Faezeh Vahdati Hassani, Zhila Taherzadeh. Comparative evaluation of the protective effects of oral administration of auraptene and umbelliprenin against CFA-induced chronic inflammation with polyarthritis in rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2021 Jul; 139(?):111635. doi:
10.1016/j.biopha.2021.111635
. [PMID: 34243601] - Jafar Shahraki, Ramin Rezaee, Sabereh Mohammadzehi Kenar, Samaneh Setoodeh Nezhad, Gholamreza Bagheri, Hosseinali Jahantigh, Konstantinos Tsarouhas, Mahmoud Hashemzaei. Umbelliprenin relieves paclitaxel-induced neuropathy.
The Journal of pharmacy and pharmacology.
2020 Dec; 72(12):1822-1829. doi:
10.1111/jphp.13365
. [PMID: 32930406] - Serena Fiorito, Salvatore Genovese, Lucia Palumbo, Luca Scotti, Michele Ciulla, Pietro di Profio, Francesco Epifano. Umbelliprenin as a novel component of the phytochemical pool from Artemisia spp.
Journal of pharmaceutical and biomedical analysis.
2020 May; 184(?):113205. doi:
10.1016/j.jpba.2020.113205
. [PMID: 32113116] - Serena Fiorito, Federica Ianni, Francesca Preziuso, Francesco Epifano, Luca Scotti, Tonino Bucciarelli, Salvatore Genovese. UHPLC-UV/Vis Quantitative Analysis of Hydroxylated and O-prenylated Coumarins in Pomegranate Seed Extracts.
Molecules (Basel, Switzerland).
2019 May; 24(10):. doi:
10.3390/molecules24101963
. [PMID: 31121819] - Vito Alessandro Taddeo, Francesco Epifano, Francesca Preziuso, Serena Fiorito, Nicolas Caron, Arnaud Rives, Philippe de Medina, Marc Poirot, Sandrine Silvente-Poirot, Salvatore Genovese. HPLC Analysis and Skin Whitening Effects of Umbelliprenin-containing Extracts of Anethum Graveolens, Pimpinella Anisum, and Ferulago Campestris.
Molecules (Basel, Switzerland).
2019 Jan; 24(3):. doi:
10.3390/molecules24030501
. [PMID: 30704124] - Lijing Zhang, Xiaobo Sun, Jianyong Si, Guangzhi Li, Li Cao. Umbelliprenin isolated from Ferula sinkiangensis inhibits tumor growth and migration through the disturbance of Wnt signaling pathway in gastric cancer.
PloS one.
2019; 14(7):e0207169. doi:
10.1371/journal.pone.0207169
. [PMID: 31260453] - Luca Scotti, Salvatore Genovese, Tonino Bucciarelli, Filippo Martini, Francesco Epifano, Serena Fiorito, Francesca Preziuso, Vito Alessandro Taddeo. Analysis of biologically active oxyprenylated phenylpropanoids in Tea tree oil using selective solid-phase extraction with UHPLC-PDA detection.
Journal of pharmaceutical and biomedical analysis.
2018 May; 154(?):174-179. doi:
10.1016/j.jpba.2018.03.004
. [PMID: 29549856] - Salvatore Genovese, Vito Alessandro Taddeo, Francesco Epifano, Serena Fiorito, Cécile Bize, Arnaud Rives, Philippe de Medina. Characterization of the Degradation Profile of Umbelliprenin, a Bioactive Prenylated Coumarin of a Ferulago Species.
Journal of natural products.
2017 09; 80(9):2424-2431. doi:
10.1021/acs.jnatprod.7b00175
. [PMID: 28853883] - Abolfazl Shakeri, Milad Iranshahy, Mehrdad Iranshahi. Biological properties and molecular targets of umbelliprenin--a mini-review.
Journal of Asian natural products research.
2014; 16(8):884-9. doi:
10.1080/10286020.2014.917630
. [PMID: 24852499] - Fatemeh Soltani, Fatemeh Mosaffa, Mehrdad Iranshahi, Gholamreza Karimi, Mohammad Malekaneh, Fatemeh Haghighi, Javad Behravan. Evaluation of antigenotoxicity effects of umbelliprenin on human peripheral lymphocytes exposed to oxidative stress.
Cell biology and toxicology.
2009 Jun; 25(3):291-6. doi:
10.1007/s10565-008-9083-9
. [PMID: 18618275] - Chantal Barthomeuf, Suzanne Lim, Mehrdad Iranshahi, Philippe Chollet. Umbelliprenin from Ferula szowitsiana inhibits the growth of human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspase-dependent apoptosis.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2008 Jan; 15(1-2):103-11. doi:
10.1016/j.phymed.2007.04.001
. [PMID: 17689942] - A R Shahverdi, F Saadat, M R Khorramizadeh, M Iranshahi, M R Khoshayand. Two matrix metalloproteinases inhibitors from Ferula persica var. persica.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2006 Nov; 13(9-10):712-7. doi:
10.1016/j.phymed.2006.01.003
. [PMID: 16487689] - Mehrdad Iranshahi, Ahmad R Shahverdi, Roohollah Mirjani, Gholamreza Amin, Abbas Shafiee. Umbelliprenin from Ferula persica roots inhibits the red pigment production in Serratia marcescens.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2004 Jul; 59(7-8):506-8. doi:
10.1515/znc-2004-7-809
. [PMID: 15813369]