cis-Sabinol (BioDeep_00000004870)

 

Secondary id: BioDeep_00000638342

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(1S,3R,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-ol

化学式: C10H16O (152.12010859999998)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 1.27%

分子结构信息

SMILES: C=C1C(O)CC2(C(C)C)CC12
InChI: InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6,8-9,11H,3-5H2,1-2H3/t8-,9-,10+/m1/s1

描述信息

(+)-cis-Sabinol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-cis-sabinol is an isoprenoid lipid molecule. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids (PMID: 23746261). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. (+)-cis-Sabinol is very hydrophobic, practically insoluble in water, and relatively neutral. Artemisia annuaand (https://doi.org/10.1007/s11418-006-0112-9) and in herbal plant Dendranthema indicum (PMID: 29510531).
(+)-cis-sabinol, also known as sabinol or sabinol, (1alpha,3alpha,5alpha)-isomer, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-cis-sabinol is considered to be an isoprenoid lipid molecule (+)-cis-sabinol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (+)-cis-sabinol can be found in peppermint, which makes (+)-cis-sabinol a potential biomarker for the consumption of this food product.

同义名列表

9 个代谢物同义名

(1S,3R,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-ol; Sabinol, (1alpha,3alpha,5alpha)-isomer; Sabinol, (1alpha,3beta,5alpha)-isomer; (+)-cis-Sabinol;(+)-cis-sabinol; (1S,3R,5S)-Sabinol; (+)-cis-sabinol; cis-Sabinol; (+)-sabinol; Sabinol



数据库引用编号

15 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)

24 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

  • Sanpeng Fan, Jin Chang, Yufeng Zong, Gaosheng Hu, Jingming Jia. GC-MS Analysis of the Composition of the Essential Oil from Dendranthema indicum Var. Aromaticum Using Three Extraction Methods and Two Columns. Molecules (Basel, Switzerland). 2018 Mar; 23(3):. doi: 10.3390/molecules23030576. [PMID: 29510531]
  • Andreas Gesell, Markus Blaukopf, Lina Madilao, Macaire M S Yuen, Stephen G Withers, Jim Mattsson, John H Russell, Jörg Bohlmann. The gymnosperm cytochrome P450 CYP750B1 catalyzes stereospecific monoterpene hydroxylation of (+)-sabinene in thujone biosynthesis in western redcedar. Plant physiology. 2015 May; 168(1):94-106. doi: 10.1104/pp.15.00315. [PMID: 25829465]
  • Alessandro Venditti, Filippo Maggi, Sauro Vittori, Fabrizio Papa, Anna Maria Serrilli, Mirella Di Cecco, Giampiero Ciaschetti, Manuela Mandrone, Ferruccio Poli, Armandodoriano Bianco. Volatile compounds from Achillea tenorii (Grande) growing in the Majella National Park (Italy). Natural product research. 2014; 28(20):1699-704. doi: 10.1080/14786419.2014.940349. [PMID: 25103502]
  • F Karp, J L Harris, R Croteau. Metabolism of monoterpenes: demonstration of the hydroxylation of (+)-sabinene to (+)-cis-sabinol by an enzyme preparation from sage (Salvia officinalis) leaves. Archives of biochemistry and biophysics. 1987 Jul; 256(1):179-93. doi: 10.1016/0003-9861(87)90436-x. [PMID: 3111374]