L-Quebrachitol (BioDeep_00000000458)

 

Secondary id: BioDeep_00000407572, BioDeep_00001867505

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


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

化学式: C7H14O6 (194.079)
中文名称: L-白雀木醇, 左旋水杨糖醇
谱图信息: 最多检出来源 Viridiplantae(plant) 75.26%

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/t2-,3-,4-,5+,6+,7-/m0/s1

描述信息

L-Quebrachitol is a member of cyclohexanols.
L-Quebrachitol is a natural product found in Croton cortesianus, Hippophae rhamnoides, and other organisms with data available.
Widely distributed in plants. L-Quebrachitol is found in mugwort and sea-buckthornberry.
L-Quebrachitol is found in mugwort. L-Quebrachitol is widely distributed in plant
L-Quebrachitol is a natural product isolated from many plants, promotes osteoblastogenesis by uppregulation of BMP-2, runt-related transcription factor-2 (Runx2), MAPK (ERK, JNK, p38α), and Wnt/β-catenin signaling pathway[1].
L-Quebrachitol is a natural product isolated from many plants, promotes osteoblastogenesis by uppregulation of BMP-2, runt-related transcription factor-2 (Runx2), MAPK (ERK, JNK, p38α), and Wnt/β-catenin signaling pathway[1].

同义名列表

28 个代谢物同义名

(1R,2S,3S,4S,5R,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentaol; (1R,2S,3S,4S,5R,6R)-6-methoxycyclohexane-1,2,3,4,5-pentol; (1R,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol; 6-methoxycyclohexane-1,2,3,4,5-pentol; 2B678708-4698-466E-88D8-3443A058E849; Inositol, 2-O-methyl-, L-chiro-; quebrachitol, (L-chiro)-isomer; L-chiro-Inositol, 2-O-methyl-; D-chiro-Inositol, 2-O-methyl-; L-chiro-Inositol,2-O-methyl-; 1L-2-O-methyl-chiro-inositol; 2-O-Methyl-L-chiro-inositol; DSCFFEYYQKSRSV-FIZWYUIZSA-N; 2-O-methyl-chiro-inositol; L-(-)-2-O-Methylinositol; 2-O-methylchiroinositol; Inositol, 2-O-methyl-; Quebrachitol, (-)-; Quebrachitol, L-; (-)-Quebrachitol; UNII-9W4JLQ7I4W; L-Quebrachitol; quebrachitol; Pinitol TMS; 9W4JLQ7I4W; Quebrachit; Brahol; (-)-Quebrachitol



数据库引用编号

20 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)

13 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 9 BGLAP, CTNNB1, GLUL, ITPR3, MARK2, PTPN1, RUNX2, TH, TNFSF11
Peripheral membrane protein 2 GBA1, PTPN1
Endoplasmic reticulum membrane 3 ITPR3, PTPN1, SPP1
Nucleus 5 CTNNB1, GLUL, MYB, RUNX2, TH
cytosol 8 CTNNB1, GLUL, LEP, LIPE, MYB, PTPN1, RUNX2, TH
dendrite 3 BGLAP, MARK2, TH
trans-Golgi network 1 GBA1
centrosome 1 CTNNB1
nucleoplasm 5 CTNNB1, ITPR3, MARK2, MYB, RUNX2
RNA polymerase II transcription regulator complex 1 MYB
Cell membrane 7 CTNNB1, GLUL, LIPE, PTAFR, SPP1, TNFSF11, TRPV1
Lipid-anchor 1 GLUL
Cytoplasmic side 1 PTPN1
lamellipodium 1 CTNNB1
Cell projection, axon 1 TH
Multi-pass membrane protein 5 ITPR3, MT-CYB, PTAFR, SPP1, TRPV1
Synapse 1 CTNNB1
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 1 BMP2
glutamatergic synapse 2 CTNNB1, PTPN1
Golgi apparatus 2 GBA1, SPP1
Golgi membrane 1 INS
lysosomal membrane 2 GAA, GBA1
mitochondrial inner membrane 1 MT-CYB
neuronal cell body 2 ITPR3, TRPV1
postsynapse 1 PTPN1
presynaptic membrane 1 CTNNB1
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Cytoplasm, cytosol 2 GLUL, LIPE
Lysosome 2 GAA, GBA1
plasma membrane 10 BMP2, CTNNB1, GAA, GLUL, ITPR3, MARK2, PTAFR, SPP1, TNFSF11, TRPV1
terminal bouton 1 TH
Membrane 11 CTNNB1, GAA, ITPR3, LIPE, MARK2, MT-CYB, MYB, PTAFR, PTPN1, TNFSF11, TRPV1
axon 1 TH
basolateral plasma membrane 1 CTNNB1
brush border 1 ITPR3
caveola 1 LIPE
extracellular exosome 5 CTNNB1, GAA, GBA1, GLUL, SPP1
Lysosome membrane 2 GAA, GBA1
Lumenal side 1 GBA1
endoplasmic reticulum 4 GBA1, GLUL, ITPR3, PTPN1
extracellular space 6 BGLAP, BMP2, INS, LEP, SPP1, TNFSF11
lysosomal lumen 2 GAA, GBA1
perinuclear region of cytoplasm 3 CTNNB1, SPP1, TH
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
mitochondrion 4 GLUL, MARK2, MT-CYB, TH
protein-containing complex 2 CTNNB1, PTPN1
intracellular membrane-bounded organelle 2 BMP2, GAA
Secreted 7 BGLAP, BMP2, GAA, INS, LEP, SPP1, TNFSF11
extracellular region 7 BGLAP, BMP2, GAA, INS, LEP, SPP1, TNFSF11
cytoplasmic side of plasma membrane 1 TH
mitochondrial matrix 1 PTPN1
transcription regulator complex 2 CTNNB1, RUNX2
external side of plasma membrane 1 TRPV1
perikaryon 2 BGLAP, TH
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
cytoplasmic vesicle 1 TH
nucleolus 1 ITPR3
Wnt signalosome 1 CTNNB1
Melanosome membrane 1 TH
Early endosome 1 PTPN1
apical part of cell 2 CTNNB1, ITPR3
cell-cell junction 1 CTNNB1
Single-pass type II membrane protein 1 TNFSF11
vesicle 1 BGLAP
postsynaptic membrane 2 CTNNB1, TRPV1
Cytoplasm, perinuclear region 1 TH
Mitochondrion inner membrane 1 MT-CYB
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 1 CTNNB1
GABA-ergic synapse 1 TRPV1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
sarcoplasmic reticulum 1 ITPR3
fascia adherens 1 CTNNB1
lateral plasma membrane 2 CTNNB1, MARK2
nuclear outer membrane 1 ITPR3
Postsynaptic cell membrane 1 TRPV1
receptor complex 1 ITPR3
Cell projection, neuron projection 1 TRPV1
neuron projection 1 TH
chromatin 1 RUNX2
cell projection 1 SPP1
cell periphery 1 CTNNB1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
mitochondrial crista 1 PTPN1
spindle pole 1 CTNNB1
actin filament 1 MARK2
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
Endomembrane system 2 CTNNB1, PTPN1
endosome lumen 2 INS, PTPN1
sorting endosome 1 PTPN1
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cell projection, dendrite 1 MARK2
tertiary granule membrane 2 GAA, PTAFR
euchromatin 1 CTNNB1
cell body 1 GLUL
Microsome 1 GLUL
secretory granule lumen 1 INS
secretory granule membrane 2 ITPR3, PTAFR
Golgi lumen 2 BGLAP, INS
endoplasmic reticulum lumen 3 BGLAP, INS, SPP1
nuclear matrix 1 MYB
transport vesicle 1 INS
azurophil granule membrane 1 GAA
beta-catenin-TCF complex 1 CTNNB1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
presynaptic active zone cytoplasmic component 1 CTNNB1
respiratory chain complex III 1 MT-CYB
platelet dense tubular network membrane 1 ITPR3
protein-DNA complex 1 CTNNB1
ficolin-1-rich granule membrane 1 GAA
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
catenin complex 1 CTNNB1
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
glial cell projection 1 GLUL
transport vesicle membrane 1 ITPR3
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
autolysosome lumen 1 GAA
BMP receptor complex 1 BMP2
beta-catenin-TCF7L2 complex 1 CTNNB1
cytoplasmic side of endoplasmic reticulum membrane 2 ITPR3, PTPN1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
microtubule bundle 1 MARK2


文献列表

  • Sonali Mishra, Saurabh Kumar, Ramdas, Sonam Khare, Aparna Shukla, Karuna Shanker, Anirban Pal, Feroz Khan, Mahendra P Darokar. Quebrachitol from Putranjiva roxburghii Wall. (Putranjivaceae) a potent antimalarial: Pre-clinical efficacy and its interaction with PfLDH. Parasitology international. 2023 Feb; 92(?):102675. doi: 10.1016/j.parint.2022.102675. [PMID: 36089201]
  • Vijayakumar Karuppiah, Ramanathan Thirunanasambandham. Quebrachitol from Rhizophora mucronata inhibits biofilm formation and virulence production in Staphylococcus epidermidis by impairment of initial attachment and intercellular adhesion. Archives of microbiology. 2020 Aug; 202(6):1327-1340. doi: 10.1007/s00203-020-01844-9. [PMID: 32146497]
  • María Yolanda Rios, Ismael León-Rivera, Ramiro Ríos-Gomez, Liliana C Córdova-Albores, Angelica Berenice Aguilar-Guadarrama. Phytotoxic and nematicide evaluation of Croton ehrenbergii (Euphorbiaceae). Pest management science. 2019 Aug; 75(8):2158-2165. doi: 10.1002/ps.5336. [PMID: 30637916]
  • Zi-Chen Wu, Jie-Qiong Zhang, Jie-Tang Zhao, Jian-Guo Li, Xu-Ming Huang, Hui-Cong Wang. Biosynthesis of quebrachitol, a transportable photosynthate, in Litchi chinensis. Journal of experimental botany. 2018 03; 69(7):1649-1661. doi: 10.1093/jxb/erx483. [PMID: 29281092]
  • 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]
  • Ahmed A Mahmoud, Ahmed A Ahmed. Alpha-pinene-type monoterpenes and other constituents from Artemisia suksdorfii. Phytochemistry. 2006 Oct; 67(19):2103-9. doi: 10.1016/j.phytochem.2006.06.013. [PMID: 16860353]
  • 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]
  • Telma L G Lemos, Luciana L Machado, João S N Souza, Aluisio M Fonseca, Juliana L Maia, Otilia D L Pessoa. Antioxidant, icthyotoxicity and brine shrimp lethality tests of Magonia glabrata. Fitoterapia. 2006 Sep; 77(6):443-5. doi: 10.1016/j.fitote.2006.04.008. [PMID: 16828535]
  • Wei Xiang, Rong-Tao Li, Yun-Ling Mao, Hong-Jie Zhang, Sheng-Hong Li, Qi-Shi Song, Han-Dong Sun. Four new prenylated isoflavonoids in Tadehagi triquetrum. Journal of agricultural and food chemistry. 2005 Jan; 53(2):267-71. doi: 10.1021/jf0483117. [PMID: 15656660]
  • A Falshaw, J B Hart, P C Tyler. New syntheses of 1D- and 1L-1,2-anhydro-myo-inositol and assessment of their glycosidase inhibitory activities. Carbohydrate research. 2000 Nov; 329(2):301-8. doi: 10.1016/s0008-6215(00)00192-0. [PMID: 11117313]
  • M AUROUSSEAU, E LAGRANGE, F ROQUET. [STUDY OF SOME PHARMACODYNAMIC PROPERTIES OF A LAXATIVE SUBSTANCE OF PLANT ORIGIN: QUEBRACHITOL]. Therapie. 1964 Jul; 19(?):1071-83. doi: ". [PMID: 14190934]