Carnosic acid (BioDeep_00000018836)

Main id: BioDeep_00000000500

 

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(4aR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

化学式: C20H28O4 (332.1987)
中文名称: 鼠尾草酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC([C@H]2[C@](C1)(c1c(CC2)cc(c(c1O)O)C(C)C)C(=O)O)(C)C
InChI: InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)

描述信息

Carnosic acid is the major rosemary polyphenol. Carnosic acid appears to enhance the anti-cancer activity of vitamin D(3) and its analogs. Carnosic acid enhances monocytic differentiation of HL60 cells when combined not only with 1alpha,25-dihydroxyvitamin D3 (1,25D3) or 12-O-tetradecanoyl phorbol 13-acetate (TPA) but also with the classic granulocytic inducer all-trans retinoic acid (ATRA). Carnosic acid alone increases the expression of vitamin D receptor (VDR) and retinoid X receptor (RXR) alpha, which was greatly enhanced in the presence of 1alpha,25-dihydroxyvitamin D3 and all-trans retinoic acid. (PMID: 15265684).
Isolated from Salvia officinalis (sage) and Rosamarinus officinalis (rosemary). Carnosic acid is found in many foods, some of which are ginger, nutmeg, star anise, and caraway.

同义名列表

9 个代谢物同义名

(4aR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid; (4AR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylate; (4aR)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid; 4a(2H)-Phenanthrenecarboxylic acid; Carnosic acid; Carnosicacid; Carnosate; salvin; RoseOx



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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INOH(0)

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127 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。

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亚细胞结构定位 关联基因列表


文献列表

  • G B Evans, R H Furneaux. The synthesis and antibacterial activity of totarol derivatives. Part 2: Modifications at C-12 and O-13. Bioorganic & medicinal chemistry. 2000 Jul; 8(7):1653-62. doi: 10.1016/s0968-0896(00)00095-x. [PMID: 10976513]
  • A I Kuzmenko. Effect of RoseOx on peroxidation of rat mitochondrial lipids. Ukrains'kyi biokhimichnyi zhurnal (1999 ). 1999 Jan; 71(1):44-7. doi: ". [PMID: 10457989]
  • O I Aruoma, J P Spencer, R Rossi, R Aeschbach, A Khan, N Mahmood, A Munoz, A Murcia, J Butler, B Halliwell. An evaluation of the antioxidant and antiviral action of extracts of rosemary and Provençal herbs. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1996 May; 34(5):449-56. doi: 10.1016/0278-6915(96)00004-x. [PMID: 8655093]