Phytuberin | CAS#37209-50-0 | biochemical

MedKoo Cat#: 146133 | Name: Phytuberin

Description:

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

Phytuberin is a natural compound found in certain plant species, recognized for its antioxidant, anti-inflammatory, and potential anticancer properties. It has been studied for its ability to reduce oxidative stress and modulate inflammatory pathways, making it a candidate for treating conditions such as cardiovascular diseases and cancer. Phytuberin works by scavenging free radicals and inhibiting key enzymes involved in the inflammatory process, such as cyclooxygenase (COX).

Chemical Structure

Phytuberin

CAS#37209-50-0

Theoretical Analysis

MedKoo Cat#: 146133

Name: Phytuberin

CAS#: 37209-50-0

Chemical Formula: C17H26O4

Exact Mass: 294.1831

Molecular Weight: 294.39

Elemental Analysis: C, 69.36; H, 8.90; O, 21.74

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

Phytuberin;

IUPAC/Chemical Name

2-((3aR,5aS,8R,9aR)-3a,5a-dimethyl-5,5a,6,7,8,9-hexahydro-3aH-furo[3,2-c]isobenzofuran-8-yl)propan-2-yl acetate

InChi Key

YARAJYKHRCCDLG-XLNGHYISSA-N

InChi Code

1S/C17H26O4/c1-12(18)21-14(2,3)13-6-7-15(4)11-20-16(5)8-9-19-17(15,16)10-13/h8-9,13H,6-7,10-11H2,1-5H3/t13-,15+,16-,17-/m1/s1

SMILES Code

CC(=O)OC(C)(C)[C@@H]1CC[C@@]2(C)CO[C@]3(C)C=CO[C@]23C1

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 294.39 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: Prangé T, Rodríguez MS, Suárez E. Synthesis of phytuberin. 4-endo-tet acid- catalyzed cyclization of alpha-hydroxy epoxides. J Org Chem. 2003 May 30;68(11):4422-31. doi: 10.1021/jo034129d. PMID: 12762747. 2: Tugizimana F, Steenkamp PA, Piater LA, Dubery IA. Multi-platform metabolomic analyses of ergosterol-induced dynamic changes in Nicotiana tabacum cells. PLoS One. 2014 Jan 31;9(1):e87846. doi: 10.1371/journal.pone.0087846. PMID: 24498209; PMCID: PMC3909234. 3: Tugizimana F, Steenkamp PA, Piater LA, Dubery IA. Ergosterol-induced sesquiterpenoid synthesis in tobacco cells. Molecules. 2012 Feb 9;17(2):1698-715. doi: 10.3390/molecules17021698. PMID: 22322447; PMCID: PMC6268458. 4: Guzei IA, Wang X, Kraus GA. An angularly fused three-ring precursor to phytuberin. Acta Crystallogr C. 2000 Mar;56 ( Pt 3):389-90. doi: 10.1107/S0108270199016522. Epub 2000 Mar 15. PMID: 10777963. 5: Hughes DL. Crystal structures of the dihydro- and 2alpha-hydroxydihydro- derivatives of phytuberin. J Chem Soc Perkin 1. 1976;(12):1338-45. doi: 10.1039/p19760001338. PMID: 985820. 6: Coxon DT, Price KR, Howard B, Curtis RF. Metabolites from microbially infected potato. Part 1. Structure of phytuberin. J Chem Soc Perkin 1. 1977;1:53-9. doi: 10.1039/p19770000053. PMID: 556731. 7: Yang CY, Geng CA, Ma YB, Huang XY, Zhang XM, Zhou J, Chen JJ. Two new sesquiterpenoid glycosides from Nicotiana tabacum. J Asian Nat Prod Res. 2014;16(6):611-6. doi: 10.1080/10286020.2014.922553. Epub 2014 Jun 9. PMID: 24911395. 8: Elbermawi A, Halim AF, Mansour ES, Ahmad KF, Elsbaey M, Ashour A, Amen Y, El- Gamil MM, Tomofumi M, Shimizu K. Lycium schweinfurthii: new secondary metabolites and their cytotoxic activities. Nat Prod Res. 2022 Oct;36(20):5134-5141. doi: 10.1080/14786419.2021.1922902. Epub 2021 Jun 28. PMID: 34180314. 9: Komaraiah P, Reddy GV, Reddy PS, Raghavendra AS, Ramakrishna SV, Reddanna P. Enhanced production of antimicrobial sesquiterpenes and lipoxygenase metabolites in elicitor-treated hairy root cultures of Solanum tuberosum. Biotechnol Lett. 2003 Apr;25(8):593-7. doi: 10.1023/a:1023038804556. PMID: 12882150. 10: Aliferis KA, Jabaji S. FT-ICR/MS and GC-EI/MS metabolomics networking unravels global potato sprout's responses to Rhizoctonia solani infection. PLoS One. 2012;7(8):e42576. doi: 10.1371/journal.pone.0042576. Epub 2012 Aug 3. PMID: 22880040; PMCID: PMC3411821. 11: Alves LM, Heisler EG, Kissinger JC, Patterson JM, Kalan EB. Effects of Controlled Atmospheres on Production of Sesquiterpenoid Stress Metabolites by White Potato Tuber: Possible Involvement of Cyanide-resistant Respiration. Plant Physiol. 1979 Feb;63(2):359-62. doi: 10.1104/pp.63.2.359. PMID: 16660728; PMCID: PMC542829. 12: Alves LM, Kalan EB, Heisler EG. An in vitro control mechanism for potato stress metabolite biosynthesis. Plant Physiol. 1981 Dec;68(6):1465-7. doi: 10.1104/pp.68.6.1465. PMID: 16662127; PMCID: PMC426122.