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MedKoo Cat#: 161002 | Name: BORNESITOL

Description:

WARNING: This product is for research use only, not for human or veterinary use.

BORNESITOL is a main component of Hancornia speciosa, a medicinal plant with proven antihypertensive activity. BORNESITOL is used as an active marker for the cardiovascular activity of Hancornia speciosa. BORNESITOL reduces the blood pressure in rats by a mechanism involving an increased production or bioavailability of NO, inhibition of ACE, and by an endothelium- and NO-dependent vasodilator effect. BORNESITOL is identified as a transient methylated intermediate of quebrachitol.

Chemical Structure

BORNESITOL
BORNESITOL
CAS#484-71-9

Theoretical Analysis

MedKoo Cat#: 161002

Name: BORNESITOL

CAS#: 484-71-9

Chemical Formula: C7H14O6

Exact Mass: 194.0800

Molecular Weight: 194.18

Elemental Analysis: C, 43.30; H, 7.27; O, 49.43

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
BORNESITOL; (-)-BORNESITOL;
IUPAC/Chemical Name
(1R,2R,3S,4S,5R,6S)-6-methoxycyclohexane-1,2,3,4,5-pentaol
InChi Key
DSCFFEYYQKSRSV-AGZHHQKVSA-N
InChi Code
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-/m1/s1
SMILES Code
CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 194.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Moreira LN, Feltrin C, Gonçalves JE, de Castro WV, Simões CMO, de Pádua RM, Cortes SF, Braga FC. Determination of l-(+)-bornesitol, the hypotensive constituent of Hancornia speciosa, in rat plasma by LC-MS/MS and its application on a pharmacokinetic study. Biomed Pharmacother. 2020 Dec;132:110900. doi: 10.1016/j.biopha.2020.110900. Epub 2020 Oct 28. PMID: 33113433. 2: Endringer DC, Pezzuto JM, Soares CM, Braga FC. L-(+)-Bornesitol. Acta Crystallogr Sect E Struct Rep Online. 2007;63(2):o1067-o1068. doi: 10.1107/S1600536806037019. PMID: 19011691; PMCID: PMC2582817. 3: Moreira LN, Silva GC, Câmara DV, Pádua RM, Lemos VS, Braga FC, Cortes SF. The Cyclitol L-(+)-Bornesitol as an Active Marker for the Cardiovascular Activity of the Brazilian Medicinal Plant Hancornia speciosa. Biol Pharm Bull. 2019;42(12):2076-2082. doi: 10.1248/bpb.b19-00601. PMID: 31787722. 4: Gomes JHS, da Silva GC, Côrtes SF, de Pádua RM, Braga FC. Forced degradation of l-(+)-bornesitol, a bioactive marker of Hancornia speciosa: Development and validation of stability indicating UHPLC-MS method and effect of degraded products on ACE inhibition. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Sep 1;1093-1094:31-38. doi: 10.1016/j.jchromb.2018.06.045. Epub 2018 Jun 22. PMID: 29980101. 5: 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. PMID: 29281092; PMCID: PMC5889025. 6: Ichimura K, Kohata K, Mukasa Y, Yamaguchi Y, Goto R, Suto K. Identification of L-Bornesitol and Changes in Its Content during Flower Bud Development in Sweet Pea (Lathyrus odoratus L.). Biosci Biotechnol Biochem. 1999;63(1):189-91. doi: 10.1271/bbb.63.189. PMID: 27392876. 7: Ruiz-Matute AI, Montilla A, del Castillo MD, Martínez-Castro I, Sanz ML. A GC method for simultaneous analysis of bornesitol, other polyalcohols and sugars in coffee and its substitutes. J Sep Sci. 2007 Mar;30(4):557-62. doi: 10.1002/jssc.200600381. PMID: 17444224. 8: Pereira AB, Veríssimo TM, Oliveira MA, Araujo IA, Alves RJ, Braga FC. Development and validation of an HPLC-DAD method for quantification of bornesitol in extracts from Hancornia speciosa leaves after derivatization with p-toluenesulfonyl chloride. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Mar 1;887-888:133-7. doi: 10.1016/j.jchromb.2012.01.009. Epub 2012 Jan 25. PMID: 22333437. 9: Geller FC, Teixeira MR, Pereira AB, Dourado LP, Souza DG, Braga FC, Simões CM. Evaluation of the Wound Healing Properties of Hancornia speciosa Leaves. Phytother Res. 2015 Dec;29(12):1887-93. doi: 10.1002/ptr.5438. Epub 2015 Sep 6. PMID: 26344935. 10: Endringer DC, Pezzuto JM, Braga FC. NF-kappaB inhibitory activity of cyclitols isolated from Hancornia speciosa. Phytomedicine. 2009 Nov;16(11):1064-9. doi: 10.1016/j.phymed.2009.03.022. Epub 2009 May 7. PMID: 19423310.

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