MedKoo Cat#: 146020 | Name: Protoescigenin

Description:

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

Protoescigenin is a naturally occurring compound found in certain plant species, known for its potential biological activities. It has been primarily studied for its antioxidant, anti-inflammatory, and potential anticancer properties. The compound is believed to exert its effects by modulating oxidative stress and inflammatory pathways, reducing the damage caused by free radicals and inflammatory mediators. Additionally, protoescigenin may influence various cellular processes, including apoptosis and cell cycle regulation, contributing to its anticancer potential.

Chemical Structure

Protoescigenin
Protoescigenin
CAS#20853-07-0

Theoretical Analysis

MedKoo Cat#: 146020

Name: Protoescigenin

CAS#: 20853-07-0

Chemical Formula: C30H50O6

Exact Mass: 506.3600

Molecular Weight: 506.72

Elemental Analysis: C, 71.11; H, 9.95; O, 18.94

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
Protoescigenin; Protoescigenine;
IUPAC/Chemical Name
(3R,4R,4aR,5R,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-3,4,5,10-tetraol
InChi Key
VKJLHZZPVLQJKG-JAGYOTNFSA-N
InChi Code
1S/C30H50O6/c1-25(2)13-18-17-7-8-20-26(3)11-10-21(33)27(4,15-31)19(26)9-12-28(20,5)29(17,6)14-22(34)30(18,16-32)24(36)23(25)35/h7,18-24,31-36H,8-16H2,1-6H3/t18-,19+,20+,21-,22+,23-,24-,26-,27+,28+,29+,30-/m0/s1
SMILES Code
[H][C@@]12CC(C)(C)[C@@H](O)[C@H](O)[C@]1(CO)[C@H](O)C[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)[C@](C)(CO)[C@]5([H])CC[C@@]34C
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 506.72 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: Gruza MM, Jatczak K, Zagrodzki B, Laszcz M, Koziak K, Malińska M, Cmoch P, Giller T, Zegrocka-Stendel O, Woźniak K, Grynkiewicz G. Preparation, purification and regioselective functionalization of protoescigenin--the main aglycone of escin complex. Molecules. 2013 Apr 15;18(4):4389-402. doi: 10.3390/molecules18044389. PMID: 23591921; PMCID: PMC6270381. 2: Filip K, Grynkiewicz G, Gruza M, Jatczak K, Zagrodzki B. Comparison of ultraviolet detection and charged aerosol detection methods for liquid- chromatographic determination of protoescigenin. Acta Pol Pharm. 2014 Nov- Dec;71(6):933-40. PMID: 25745765. 3: Gruza M, Jatczak K, Komor K, Świerk P, Szeja W, Grynkiewicz G. Synthesis of protoescigenin glycoconjugates with O-28 triazole linker. Acta Pol Pharm. 2014 Nov-Dec;71(6):959-65. PMID: 25745768. 4: Wagner J, Hoffmann H, Löw I. Uber Inhaltsstoffe des Rosskastaniensamens. VII. O-Isopropyliden-Derivate von Protoäscigenin, Barringtogenol C und von deren 21-bzw. 28-Angelika(Tiglin)-säureestern [Constituents of horse chestnut. VII. O-isopropylidene derivatives of protoescigenin, barringtogenol C, and their 21-angelic (tiglic) acid and 28-angelic (tiglic) acid esters]. Justus Liebigs Ann Chem. 1969;729:205-12. German. doi: 10.1002/jlac.19697290125. PMID: 5364748. 5: Domanski D, Zegrocka-Stendel O, Perzanowska A, Dutkiewicz M, Kowalewska M, Grabowska I, Maciejko D, Fogtman A, Dadlez M, Koziak K. Molecular Mechanism for Cellular Response to β-Escin and Its Therapeutic Implications. PLoS One. 2016 Oct 11;11(10):e0164365. doi: 10.1371/journal.pone.0164365. PMID: 27727329; PMCID: PMC5058498. 6: Bastida F, Torres IF, Moreno JL, Baldrian P, Ondoño S, Ruiz-Navarro A, Hernández T, Richnow HH, Starke R, García C, Jehmlich N. The active microbial diversity drives ecosystem multifunctionality and is physiologically related to carbon availability in Mediterranean semi-arid soils. Mol Ecol. 2016 Sep;25(18):4660-73. doi: 10.1111/mec.13783. Epub 2016 Aug 26. PMID: 27481114. 7: Wagner J, Hoffmann H, Löw I. Acylwanderungen am Protoäscigenin [Acyl group migration in proto-escigenin]. Arch Pharm Ber Dtsch Pharm Ges. 1971 Nov;304(11):804-15. German. doi: 10.1002/ardp.19713041104. PMID: 5289701.