Vanilloloside | CAS#74950-96-2 | biochemical

MedKoo Cat#: 145911 | Name: Vanilloloside

Description:

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

Vanilloloside is a naturally occurring compound with potential therapeutic applications, particularly in the areas of inflammation and cancer treatment. It is derived from plant sources and has shown promise as an anti-inflammatory and anti-cancer agent. The mechanism of vanilloloside involves modulating cellular signaling pathways, including the inhibition of inflammatory mediators and tumor growth factors. Due to these properties, it is being studied for its potential to reduce inflammation and inhibit cancer cell proliferation, making it a candidate for drug development in treating inflammatory diseases and certain types of cancer.

Chemical Structure

Vanilloloside

CAS#74950-96-2

Theoretical Analysis

MedKoo Cat#: 145911

Name: Vanilloloside

CAS#: 74950-96-2

Chemical Formula: C14H20O8

Exact Mass: 316.1200

Molecular Weight: 316.31

Elemental Analysis: C, 53.16; H, 6.37; O, 40.46

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

Vanilloloside;

IUPAC/Chemical Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-(hydroxymethyl)-2-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol

InChi Key

SIMPNXWTAVEOTO-RKQHYHRCSA-N

InChi Code

1S/C14H20O8/c1-20-9-4-7(5-15)2-3-8(9)21-14-13(19)12(18)11(17)10(6-16)22-14/h2-4,10-19H,5-6H2,1H3/t10-,11-,12+,13-,14-/m1/s1

SMILES Code

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=CC(CO)=C1

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.31 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.

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: Avetyan DL, Shatskiy A, Kärkäs MD, Stepanova EV. Scalable total synthesis of natural vanillin-derived glucoside ω-esters. Carbohydr Res. 2022 Dec;522:108683. doi: 10.1016/j.carres.2022.108683. Epub 2022 Sep 24. PMID: 36179617. 2: Zhao C, Liu Q, Halaweish F, Shao B, Ye Y, Zhao W. Copacamphane, picrotoxane, and alloaromadendrane sesquiterpene glycosides and phenolic glycosides from Dendrobium moniliforme. J Nat Prod. 2003 Aug;66(8):1140-3. doi: 10.1021/np0301801. PMID: 12932145. 3: Chen XY, Han JX, Liu YS, Hajiakber A, Yuan T. [Chemical constituents from traditional Uighur herbal medicine Elaeagnus angustifolia flowers]. Zhongguo Zhong Yao Za Zhi. 2018 May;43(9):1749-1753. Chinese. doi: 10.19540/j.cnki.cjcmm.20180115.020. PMID: 29902880. 4: Nikolaichuk H, Choma IM, Morlock GE. Effect-Directed Profiling of Akebia quinata and Clitoria ternatea via High-Performance Thin-Layer Chromatography, Planar Assays and High-Resolution Mass Spectrometry. Molecules. 2023 Mar 23;28(7):2893. doi: 10.3390/molecules28072893. PMID: 37049655; PMCID: PMC10096148. 5: He D, Slebodnick C, Rakotondraibe LH. Bioactive drimane sesquiterpenoids and aromatic glycosides from Cinnamosma fragrans. Bioorg Med Chem Lett. 2017 Apr 15;27(8):1754-1759. doi: 10.1016/j.bmcl.2017.02.067. Epub 2017 Feb 27. PMID: 28274626. 6: Zeng X, Li J, Chen T, Li Y, Guo S. Global metabolic profile and multiple phytometabolites in the different varieties of Gastrodia elata Blume. Front Plant Sci. 2023 Oct 17;14:1249456. doi: 10.3389/fpls.2023.1249456. PMID: 37915510; PMCID: PMC10616830. 7: Liu H, Garrett TJ, Su Z, Khoo C, Gu L. UHPLC-Q-Orbitrap-HRMS-based global metabolomics reveal metabolome modifications in plasma of young women after cranberry juice consumption. J Nutr Biochem. 2017 Jul;45:67-76. doi: 10.1016/j.jnutbio.2017.03.007. Epub 2017 Apr 7. PMID: 28433923. 8: Xia WB, Xue Z, Li S, Wang SJ, Yang YC, He DX, Ran GL, Kong LZ, Shi JG. [Chemical constituents from tuber of Cremastra appendiculata]. Zhongguo Zhong Yao Za Zhi. 2005 Dec;30(23):1827-30. Chinese. PMID: 16499019. 9: Jin HG, Kim AR, Ko HJ, Lee SK, Woo ER. Three new lignan glycosides with IL-6 inhibitory activity from Akebia quinata. Chem Pharm Bull (Tokyo). 2014;62(3):288-93. doi: 10.1248/cpb.c13-00668. PMID: 24583784. 10: Koike Y, Fukumura M, Hirai Y, Hori Y, Usui S, Atsumi T, Toriizuka K. Novel phenolic glycosides, adenophorasides A-E, from Adenophora roots. J Nat Med. 2010 Jul;64(3):245-51. doi: 10.1007/s11418-010-0398-5. Epub 2010 Mar 16. PMID: 20229365. 11: Kanchanapoom T, Noiarsa P, Otsuka H, Ruchirawat S. Lignan, phenolic and iridoid glycosides from Stereospermum cylindricum. Phytochemistry. 2006 Mar;67(5):516-20. doi: 10.1016/j.phytochem.2005.10.009. Epub 2005 Nov 28. PMID: 16310232. 12: Jung HA, Jung YJ, Hyun SK, Min BS, Kim DW, Jung JH, Choi JS. Selective cholinesterase inhibitory activities of a new monoterpene diglycoside and other constituents from Nelumbo nucifera stamens. Biol Pharm Bull. 2010;33(2):267-72. doi: 10.1248/bpb.33.267. PMID: 20118551. 13: Xia F, Sun J, Jiang Y, Tu PF. [Further chemical investigation of leaves of Aquilaria Sinensis]. Zhongguo Zhong Yao Za Zhi. 2013 Oct;38(19):3299-303. Chinese. PMID: 24422396.