Quebrachitol

Quebrachitol is a naturally occurring optically active cyclitol, a cyclic polyol. It can be found in Allophylus edulis and in the serum left after the coagulation of the Hevea brasiliensis latex in the operation of rubber tapping. It is also found in Cannabis sativa, in Paullinia pinnata and in seabuckthorn. Quebrachitol is a versatile building block in the construction of naturally occurring bioactive materials. For example, its conversion into antifungal (E)-β-methoxyacrylate, oudemansin X has been made.

Product information

CAS Number: 642-38-6

Molecular Weight: 194.18

Formula: C7H14O6

Synonym:

Brahol

NSC-26254

Chemical Name: (1R,2S,3S,4S,5R,6R)-6-methoxycyclohexane-1,2,3,4,5-pentaol

Smiles: CO[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O

InChiKey: DSCFFEYYQKSRSV-FIZWYUIZSA-N

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

Technical Data

Appearance: Solid Power.

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined.

HS Tariff Code: 382200

References:

1. Zhu J, Qi J, Fang Y, Xiao X, Li J, Lan J, Tang C. Characterization of Sugar Contents and Sucrose Metabolizing Enzymes in Developing Leaves of Hevea brasiliensis. Front Plant Sci. 2018 Feb 1;9:58. doi: 10.3389/fpls.2018.00058. eCollection 2018. PubMed PMID: 29449852; PubMed Central PMCID: PMC5799706.
2. Wu ZC, Zhang JQ, Zhao JT, Li JG, Huang XM, Wang HC. Biosynthesis of quebrachitol, a transportable photosynthate, in Litchi chinensis. J Exp Bot. 2018 Mar 24;69(7):1649-1661. doi: 10.1093/jxb/erx483. PubMed PMID: 29281092.
3. Liu Y, Fan G, Zhang J, Zhang Y, Li J, Xiong C, Zhang Q, Li X, Lai X. Metabolic discrimination of sea buckthorn from different Hippophaë species by (1)H NMR based metabolomics. Sci Rep. 2017 May 8;7(1):1585. doi: 10.1038/s41598-017-01722-3. PubMed PMID: 28484246; PubMed Central PMCID: PMC5431470.

Products are for research use only. Not for human use.