Sequoyitol (BioDeep_00000231658)

 

Secondary id: BioDeep_00000000878

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentaol

化学式: C7H14O6 (194.079)
中文名称: 5-O-甲基-肌醇, 红杉醇
谱图信息: 最多检出来源 Viridiplantae(plant) 8.69%

分子结构信息

SMILES: COC1C(C(C(C(C1O)O)O)O)O
InChI: InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3

描述信息

1D-5-O-methyl-myo-inositol is a member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3r,4R,5S,6r-stereoisomer). It has a role as a plant metabolite.
Sequoyitol is a natural product found in Podocarpus sellowii, Aristolochia gigantea, and other organisms with data available.
Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1].
Sequoyitol (5-O-Methyl-myo-inositol) is isolated from plants. Sequoyitol (5-O-Methyl-myo-inositol) decreases blood glucose, improves glucose intolerance, and is used to treat diabetes[1].

同义名列表

16 个代谢物同义名

(1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentaol; (1R,2S,3r,4R,5S,6r)-6-methoxycyclohexane-1,2,3,4,5-pentol; (1R,2S,4R,5S)-6-Methoxycyclohexane-1,2,3,4,5-pentaol; (1S,2R,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol; (1R,2S,4R,5S)-6-methoxycyclohexane-1,2,3,4,5-pentol; 6A797581-AC95-4A84-9F74-C05E5465011A; (+)-3-O-methyl-d-chiro-inositol; 1D-5-O-Methyl-myo-inositol; 1-O-Methyl-scyllo-inositol; myo-Inositol, 5-O-methyl-; O-Methyl-scyllo-inositol; 2-O-Methyl-myo-inositol; 5-O-methyl-myo-inositol; Sequoyitol; 6-methoxycyclohexane-1,2,3,4,5-pentol; 5-O-Methyl-myo-inositol



数据库引用编号

30 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

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)

38 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 7 IRS1, ITPR3, NOS3, NOX4, OSBP, PPARG, TYR
Peripheral membrane protein 1 OSBP
Endoplasmic reticulum membrane 3 ITPR3, NOX4, OSBP
Nucleus 5 IRS1, NOS3, NOX4, PPARA, PPARG
cytosol 5 IRS1, NOS3, OSBP, PPARG, SLC2A4
trans-Golgi network 2 OSBP, SLC2A4
nucleoplasm 6 IRS1, ITPR3, NOS3, OSBP, PPARA, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 2 NOX4, SLC2A4
Multi-pass membrane protein 3 ITPR3, NOX4, SLC2A4
cell junction 1 OSBP
Golgi apparatus 2 NOS3, OSBP
Golgi membrane 3 INS, NOS3, OSBP
lysosomal membrane 1 GAA
neuronal cell body 1 ITPR3
sarcolemma 1 SLC2A4
Cytoplasm, cytosol 1 OSBP
Lysosome 2 GAA, TYR
Presynapse 1 SLC2A4
plasma membrane 7 GAA, IRS1, ITPR3, NOS3, NOX4, OSBP, SLC2A4
Membrane 5 GAA, ITPR3, NOX4, OSBP, SLC2A4
brush border 1 ITPR3
caveola 2 IRS1, NOS3
extracellular exosome 2 GAA, SLC2A4
Lysosome membrane 1 GAA
endoplasmic reticulum 2 ITPR3, NOX4
extracellular space 1 INS
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 6 NOS3, NOX4, OSBP, PPARG, SLC2A4, TYR
mitochondrion 1 NOX4
intracellular membrane-bounded organelle 4 GAA, IRS1, PPARG, TYR
Single-pass type I membrane protein 1 TYR
Secreted 2 GAA, INS
extracellular region 2 GAA, INS
external side of plasma membrane 1 SLC2A4
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
nucleolus 3 ITPR3, NOX4, OSBP
Melanosome membrane 1 TYR
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
apical part of cell 1 ITPR3
clathrin-coated pit 1 SLC2A4
Golgi-associated vesicle 1 TYR
Cytoplasm, perinuclear region 3 NOX4, OSBP, SLC2A4
Membrane raft 1 SLC2A4
Cell junction, focal adhesion 1 NOX4
focal adhesion 1 NOX4
sarcoplasmic reticulum 2 ITPR3, SLC2A4
nuclear outer membrane 1 ITPR3
receptor complex 2 ITPR3, PPARG
chromatin 2 PPARA, PPARG
cytoskeleton 1 NOS3
[Isoform 5]: Cytoplasm 1 NOX4
Golgi apparatus, trans-Golgi network 1 OSBP
Nucleus, nucleolus 1 NOX4
Endomembrane system 1 SLC2A4
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 SLC2A4
tertiary granule membrane 1 GAA
Melanosome 1 TYR
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
[Isoform 3]: Cytoplasm 1 NOX4
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
secretory granule lumen 1 INS
secretory granule membrane 1 ITPR3
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
perinuclear endoplasmic reticulum 2 NOX4, OSBP
vesicle membrane 1 SLC2A4
platelet dense tubular network membrane 1 ITPR3
ficolin-1-rich granule membrane 1 GAA
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
[Isoform 4]: Nucleus 1 NOX4
transport vesicle membrane 1 ITPR3
NADPH oxidase complex 1 NOX4
insulin receptor complex 1 IRS1
autolysosome lumen 1 GAA
[Isoform 6]: Cytoplasm 1 NOX4
insulin-responsive compartment 1 SLC2A4
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3


文献列表

  • Osamu Negishi, Abdul Mun'im, Yukiko Negishi. Content of methylated inositols in familiar edible plants. Journal of agricultural and food chemistry. 2015 Mar; 63(10):2683-8. doi: 10.1021/jf5041367. [PMID: 25734537]
  • Xian-Wei Li, Yan Liu, Wei Hao, Jie-Ren Yang. Sequoyitol ameliorates diabetic nephropathy in diabetic rats induced with a high-fat diet and a low dose of streptozotocin. Canadian journal of physiology and pharmacology. 2014 May; 92(5):405-17. doi: 10.1139/cjpp-2013-0307. [PMID: 24784471]
  • Xian-Wei Li, Wei Hao, Yan Liu, Jie-Ren Yang. [Effect of sequoyitol on expression of NOX4 and eNOS in aortas of type 2 diabetic rats]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Mar; 49(3):329-36. doi: . [PMID: 24961103]
  • Aminu Muhammad, Hasnah Mohd Sirat. Potent microbial and tyrosinase inhibitors from stem bark of Bauhinia rufescens (Fabaceae). Natural product communications. 2013 Oct; 8(10):1435-7. doi: . [PMID: 24354195]
  • Xiang-Pan Chen, Jie-Ren Yang, Xian-Wei Li, Wei Hao, Yan Liu, Jun-Xiu Zhang. [Effects of sequoyitol on expression of NADPH oxidase subunits p22 phox and p47 phox in rats with type 2 diabetic liver disease]. Yao xue xue bao = Acta pharmaceutica Sinica. 2013 Apr; 48(4):489-94. doi: . [PMID: 23833934]
  • Hong Shen, Mengle Shao, Kae Won Cho, Suqing Wang, Zheng Chen, Liang Sheng, Ting Wang, Yong Liu, Liangyou Rui. Herbal constituent sequoyitol improves hyperglycemia and glucose intolerance by targeting hepatocytes, adipocytes, and β-cells. American journal of physiology. Endocrinology and metabolism. 2012 Apr; 302(8):E932-40. doi: 10.1152/ajpendo.00479.2011. [PMID: 22297305]
  • Muhammad Sajjad Haider, Jeremy D Barnes, John C Cushman, Anne M Borland. A CAM- and starch-deficient mutant of the facultative CAM species Mesembryanthemum crystallinum reconciles sink demands by repartitioning carbon during acclimation to salinity. Journal of experimental botany. 2012 Mar; 63(5):1985-96. doi: 10.1093/jxb/err412. [PMID: 22219316]
  • Hendrik Führs, André Specht, Alexander Erban, Joachim Kopka, Walter J Horst. Functional associations between the metabolome and manganese tolerance in Vigna unguiculata. Journal of experimental botany. 2012 Jan; 63(1):329-40. doi: 10.1093/jxb/err276. [PMID: 21934118]
  • Elane da Silva Ribeiro, Danilo da Cruz Centeno, Rita de Cássia Figueiredo-Ribeiro, Kátia Valevski Sales Fernandes, José Xavier-Filho, Antônia Elenir Amancio Oliveira. Free cyclitol, soluble carbohydrate and protein contents in Vigna unguiculata and Phaseolus vulgaris bean sprouts. Journal of agricultural and food chemistry. 2011 Apr; 59(8):4273-8. doi: 10.1021/jf104979m. [PMID: 21413793]
  • Diego H Sanchez, Fernando L Pieckenstain, Jedrzey Szymanski, Alexander Erban, Mariusz Bromke, Matthew A Hannah, Ute Kraemer, Joachim Kopka, Michael K Udvardi. Comparative functional genomics of salt stress in related model and cultivated plants identifies and overcomes limitations to translational genomics. PloS one. 2011 Feb; 6(2):e17094. doi: 10.1371/journal.pone.0017094. [PMID: 21347266]
  • Anaïs Dusotoit-Coucaud, Benoit Porcheron, Nicole Brunel, Panida Kongsawadworakul, Jérôme Franchel, Unshira Viboonjun, Hervé Chrestin, Rémi Lemoine, Soulaïman Sakr. Cloning and characterization of a new polyol transporter (HbPLT2) in Hevea brasiliensis. Plant & cell physiology. 2010 Nov; 51(11):1878-88. doi: 10.1093/pcp/pcq151. [PMID: 20929914]
  • Barunava Patra, Sudipta Ray, Andreas Richter, Arun Lahiri Majumder. Enhanced salt tolerance of transgenic tobacco plants by co-expression of PcINO1 and McIMT1 is accompanied by increased level of myo-inositol and methylated inositol. Protoplasma. 2010 Sep; 245(1-4):143-52. doi: 10.1007/s00709-010-0163-3. [PMID: 20524018]
  • Lei Zou, Qi Wu, Xiuwei Yang, Dexian Fu. [Effects of chemical constituents of Crossostephium chinense on insulin secretion in rat islets in vitro]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Jun; 34(11):1401-5. doi: . [PMID: 19771872]
  • Heikki Kallio, Marika Lassila, Eila Järvenpää, Gudmundur G Haraldsson, Sigridur Jonsdottir, Baoru Yang. Inositols and methylinositols in sea buckthorn (Hippophaë rhamnoides) berries. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 May; 877(14-15):1426-32. doi: 10.1016/j.jchromb.2009.03.027. [PMID: 19345619]
  • Martina Díaz, Andrés González, Ian Castro-Gamboa, David Gonzalez, Carmen Rossini. First record of L-quebrachitol in Allophylus edulis (Sapindaceae). Carbohydrate research. 2008 Oct; 343(15):2699-700. doi: 10.1016/j.carres.2008.07.014. [PMID: 18715552]
  • Xiu-Wei Yang, Lei Zou, Qi Wu, De-Xian Fu. [Studies on chemical constituents from whole plants of Crossostephium chinense]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Apr; 33(8):905-8. doi: . [PMID: 18619349]
  • H V Nobre Júnior, G M A Cunha, M O Moraes, M F D Luciana, R A Oliveira, F D Maia, M A S Nogueira, T L G Lemos, V S Rao. Quebrachitol (2-O-methyl-L-inositol) attenuates 6-hydroxydopamine-induced cytotoxicity in rat fetal mesencephalic cell cultures. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2006 Sep; 44(9):1544-51. doi: 10.1016/j.fct.2006.04.002. [PMID: 16797817]
  • Mualla Balaban. Identification of the main phenolic compounds in wood of Ceratonia siliqua by GC-MS. Phytochemical analysis : PCA. 2004 Nov; 15(6):385-8. doi: 10.1002/pca.792. [PMID: 15595454]
  • Ae Ra Kim, Ya Ni Zou, Tae Hyun Park, Kyung Hee Shim, Min Sun Kim, Nam Deuk Kim, Jong Deog Kim, Song Ja Bae, Jae Sue Choi, Hae Young Chung. Active components from Artemisia iwayomogi displaying ONOO(-) scavenging activity. Phytotherapy research : PTR. 2004 Jan; 18(1):1-7. doi: 10.1002/ptr.1358. [PMID: 14750192]
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  • R SCHOLDA, G BILLEK, O HOFFMANN-OSTENHOF. [INVESTIGATIONS CONCERNING THE BIOSYNTHESIS OF CYCLITOLS, I. FORMATION OF D-PINITOL, D-INOSITOL AND SEQUOYITOL FROM MESO -INOSITOL IN LEAVES OF TRIFOLIUM INCARNATUM]. Hoppe-Seyler's Zeitschrift fur physiologische Chemie. 1964; 335(?):180-6. doi: 10.1515/bchm2.1964.335.1.180. [PMID: 14124981]
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