xanthorrizol (BioDeep_00000395500)

Main id: BioDeep_00000025258

 

PANOMIX_OTCML-2023


代谢物信息卡片


Phenol, 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-

化学式: C15H22O (218.1670562)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)=CCC[C@@H](C)c1ccc(C)c(O)c1
InChI: InChI=1S/C15H22O/c1-11(2)6-5-7-12(3)14-9-8-13(4)15(16)10-14/h6,8-10,12,16H,5,7H2,1-4H3/t12-/m1/s1

描述信息

Xanthorrhizol is a sesquiterpenoid.
Xanthorrhizol is a natural product found in Iostephane heterophylla, Cinnamomum iners, and other organisms with data available.

同义名列表

22 个代谢物同义名

Phenol, 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-; Phenol,5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-; Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (R)-; Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (-)-; Phenol, 5-[(1R)-1,5-dimethyl-4-hexenyl]-2-methyl-; 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methylphenol; 5-[(1R)-1,5-dimethylhex-4-enyl]-2-methyl-phenol; 2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]phenol; (R)-2-Methyl-5-(6-methylhept-5-en-2-yl)phenol; (R)-5-(1-5-Dimethyl-4-hexenyl)-2-methylphenol; (-)-5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol; o-Cresol, 5-(1,5-dimethyl-4-hexenyl)-, (-)-; 5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol #; (R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresol; 1,3,5,10-Bisabolatetraen-2-ol; (R)-(-)-Xanthorrhizol; (R)-(-)-Xanthorrizol; (-)-Xanthorrhizol; (-)-Xanthorrizol; Xanthorrhizol; xanthorrizol; SMP1_000318



数据库引用编号

9 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)

0 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。



文献列表

  • Adelina Simamora, Kris Herawan Timotius, Heri Setiawan, Febrina Amelia Saputri, Chinthia Rahadi Putri, Dewi Aryani, Ratih Asmana Ningrum, Abdul Mun'im. Ultrasonic-Assisted Extraction of Xanthorrhizol from Curcuma xanthorrhiza Roxb. Rhizomes by Natural Deep Eutectic Solvents: Optimization, Antioxidant Activity, and Toxicity Profiles. Molecules (Basel, Switzerland). 2024 May; 29(9):. doi: 10.3390/molecules29092093. [PMID: 38731583]
  • Adelina Simamora, Kris Herawan Timotius, Mukerrem Betul Yerer, Heri Setiawan, Abdul Mun'im. Xanthorrhizol, a potential anticancer agent, from Curcuma xanthorrhiza Roxb. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Oct; 105(?):154359. doi: 10.1016/j.phymed.2022.154359. [PMID: 35933899]
  • Yong Cai, Zhaoying Sheng, Jiying Wang. Xanthorrhizol inhibits non-small cell carcinoma (A549) cell growth and promotes apoptosis through modulation of PI3K/AKT and NF-κB signaling pathway. Environmental toxicology. 2022 Jan; 37(1):120-130. doi: 10.1002/tox.23383. [PMID: 34664399]
  • Sun Kyoung Lee, Mi-Jeong Kim, Seung Hwa Son, Ki Rim Kim, Kwang-Kyun Park, Won-Yoon Chung. Xanthorrhizol Suppresses Vascular Endothelial Growth Factor-Induced Angiogenesis by Modulating Akt/eNOS Signaling and the NF-[Formula: see text]B-Dependent Expression of Cell Adhesion Molecules. The American journal of Chinese medicine. 2021; 49(3):737-751. doi: 10.1142/s0192415x21500348. [PMID: 33683188]
  • Kyo Eun Kook, Changhee Kim, Wonku Kang, Jae-Kwan Hwang. Inhibitory Effect of Standardized Curcuma xanthorrhiza Supercritical Extract on LPS-Induced Periodontitis in Rats. Journal of microbiology and biotechnology. 2018 Oct; 28(10):1614-1625. doi: 10.4014/jmb.1808.08052. [PMID: 30196591]
  • Siyeon Kim, Kyo Eun Kook, Changhee Kim, Jae-Kwan Hwang. Inhibitory Effects of Curcuma xanthorrhiza Supercritical Extract and Xanthorrhizol on LPS-Induced Inflammation in HGF-1 Cells and RANKL-Induced Osteoclastogenesis in RAW264.7 Cells. Journal of microbiology and biotechnology. 2018 Aug; 28(8):1270-1281. doi: 10.4014/jmb.1803.03045. [PMID: 29996622]
  • Seungmok Choi, Minsoo Kim, Changhee Kim, Jae-Kwan Hwang, Wonku Kang. Quantitative determination of xanthorrhizol in rat plasma by HPLC-MS/MS and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2017 Jan; 132(?):56-59. doi: 10.1016/j.jpba.2016.09.043. [PMID: 27693953]
  • Seok Fang Oon, Meenakshii Nallappan, Nur Kartinee Kassim, Shamarina Shohaimi, Mohd Shazrul Fazry Sa'ariwijaya, Thiam Tsui Tee, Yew Hoong Cheah. Hypolipidemic activities of xanthorrhizol purified from centrifugal TLC. Biochemical and biophysical research communications. 2016 09; 478(3):1403-8. doi: 10.1016/j.bbrc.2016.08.136. [PMID: 27576204]
  • Yaya Rukayadi, Jae-Kwan Hwang. In vitro activity of xanthorrhizol isolated from the rhizome of Javanese turmeric (Curcuma xanthorrhiza Roxb.) against Candida albicans biofilms. Phytotherapy research : PTR. 2013 Jul; 27(7):1061-6. doi: 10.1002/ptr.4834. [PMID: 22969012]
  • Thiam-Tsui Tee, Yew-Hoong Cheah, Nallappan Meenakshii, Mohd Yusof Mohd Sharom, Lope Pihie Azimahtol Hawariah. Xanthorrhizol induced DNA fragmentation in HepG2 cells involving Bcl-2 family proteins. Biochemical and biophysical research communications. 2012 Apr; 420(4):834-8. doi: 10.1016/j.bbrc.2012.03.083. [PMID: 22465013]
  • Dulce M Hernández, Gloria Díaz-Ruiz, Blanca E Rivero-Cruz, Robert A Bye, María Isabel Aguilar, J Fausto Rivero-Cruz. Ent-trachyloban-19-oic acid isolated from Iostephane heterophylla as a promising antibacterial agent against Streptococcus mutans biofilms. Fitoterapia. 2012 Apr; 83(3):527-31. doi: 10.1016/j.fitote.2011.12.022. [PMID: 22245083]
  • Jae Young Cho, Jae-Kwan Hwang, Hyang Sook Chun. Xanthorrhizol attenuates dextran sulfate sodium-induced colitis via the modulation of the expression of inflammatory genes in mice. Life sciences. 2011 May; 88(19-20):864-70. doi: 10.1016/j.lfs.2011.03.007. [PMID: 21419136]
  • Anggakusuma, Yanti, Myoungsu Lee, Jae-Kwan Hwang. Estrogenic activity of xanthorrhizol isolated from curcuma xanthorrhiza ROXB. Biological & pharmaceutical bulletin. 2009 Nov; 32(11):1892-7. doi: 10.1248/bpb.32.1892. [PMID: 19881304]
  • Lee Young Lee, Jae-Seok Shim, Yaya Rukayadi, Jae-Kwan Hwang. Antibacterial activity of xanthorrhizol isolated from Curcuma xanthorrhiza Roxb. against foodborne pathogens. Journal of food protection. 2008 Sep; 71(9):1926-30. doi: 10.4315/0362-028x-71.9.1926. [PMID: 18810881]
  • María Isabel Aguilar, Nadia Osorio, Israel Bernal, Andrés Navarrete, Robert Bye. Development and validation of a liquid chromatography method for quantification of xanthorrhizol in roots of Iostephane heterophylla (Cav.) Benth ex Hemsl. Journal of AOAC International. 2007 Jul; 90(4):892-6. doi: 10.1093/jaoac/90.4.892. [PMID: 17760325]
  • Yaya Rukayadi, Dongeun Yong, Jae-Kwan Hwang. In vitro anticandidal activity of xanthorrhizol isolated from Curcuma xanthorrhiza Roxb. The Journal of antimicrobial chemotherapy. 2006 Jun; 57(6):1231-4. doi: 10.1093/jac/dkl132. [PMID: 16617064]
  • Y Rukayadi, J-K Hwang. In vitro activity of xanthorrhizol against Streptococcus mutans biofilms. Letters in applied microbiology. 2006 Apr; 42(4):400-4. doi: 10.1111/j.1472-765x.2006.01876.x. [PMID: 16599995]
  • Chol Seung Lim, Da-Qing Jin, Hyejung Mok, Sang Jin Oh, Jung Uk Lee, Jae Kwan Hwang, Ilho Ha, Jung-Soo Han. Antioxidant and antiinflammatory activities of xanthorrhizol in hippocampal neurons and primary cultured microglia. Journal of neuroscience research. 2005 Dec; 82(6):831-8. doi: 10.1002/jnr.20692. [PMID: 16273545]
  • Isabel Rivero-Cruz, Laura Acevedo, José A Guerrero, Sergio Martínez, Robert Bye, Rogelio Pereda-Miranda, Scott Franzblau, Barbara N Timmermann, Rachel Mata. Antimycobacterial agents from selected Mexican medicinal plants. The Journal of pharmacy and pharmacology. 2005 Sep; 57(9):1117-26. doi: 10.1211/jpp.57.9.0007. [PMID: 16105233]
  • Min-Ah Choi, Seong Hwan Kim, Won-Yoon Chung, Jae-Kwan Hwang, Kwang-Kyun Park. Xanthorrhizol, a natural sesquiterpenoid from Curcuma xanthorrhiza, has an anti-metastatic potential in experimental mouse lung metastasis model. Biochemical and biophysical research communications. 2005 Jan; 326(1):210-7. doi: 10.1016/j.bbrc.2004.11.020. [PMID: 15567173]
  • Seong Hwan Kim, Kyoung Ok Hong, Jae Kwan Hwang, Kwang-Kyun Park. Xanthorrhizol has a potential to attenuate the high dose cisplatin-induced nephrotoxicity in mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2005 Jan; 43(1):117-22. doi: 10.1016/j.fct.2004.08.018. [PMID: 15582203]
  • R Mata, E Martínez, R Bye, G Morales, M P Singh, J E Janso, W M Maiese, B Timmermann. Biological and mechanistic activities of xanthorrizol and 4-(1',5'-dimethylhex-4'-enyl)-2-methylphenol isolated from Iostephane heterophylla. Journal of natural products. 2001 Jul; 64(7):911-4. doi: 10.1021/np010076o. [PMID: 11473422]
  • M G Campos, M V Oropeza, T Villanueva, M I Aguilar, G Delgado, H A Ponce. Xanthorrhizol induces endothelium-independent relaxation of rat thoracic aorta. Life sciences. 2000 Jun; 67(3):327-33. doi: 10.1016/s0024-3205(00)00619-6. [PMID: 10983876]
  • J K Hwang, J S Shim, Y R Pyun. Antibacterial activity of xanthorrhizol from Curcuma xanthorrhiza against oral pathogens. Fitoterapia. 2000 Jun; 71(3):321-3. doi: 10.1016/s0367-326x(99)00170-7. [PMID: 10844172]