5ML | CAS#unknown | Natural proangiogenic agent

MedKoo Cat#: 464743 | Name: 5ML

Description:

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

5ML is a natural proangiogenic agent, downregulating the cellular uptake of all-trans-retinoic acid (atRA) under hypoxia.

Chemical Structure

5ML

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464743

Name: 5ML

CAS#: unknown

Chemical Formula: C28H36O8

Exact Mass: 500.2410

Molecular Weight: 500.59

Elemental Analysis: C, 67.18; H, 7.25; O, 25.57

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

5ML; 5 ML; 5-ML; 5-Methoxyleoligin; 5 Methoxyleoligin;

IUPAC/Chemical Name

((2S,3R,4R)-4-(3,4-dimethoxybenzyl)-2-(3,4,5-trimethoxyphenyl)tetrahydrofuran-3-yl)methyl (Z)-2-methylbut-2-enoate

InChi Key

TZENRVOKDBSTKN-VDYKWYTQSA-N

InChi Code

InChI=1S/C28H36O8/c1-8-17(2)28(29)36-16-21-20(11-18-9-10-22(30-3)23(12-18)31-4)15-35-26(21)19-13-24(32-5)27(34-7)25(14-19)33-6/h8-10,12-14,20-21,26H,11,15-16H2,1-7H3/b17-8-/t20-,21-,26+/m0/s1

SMILES Code

COC1=CC([C@@H]2[C@@H](COC(/C(C)=C\C)=O)[C@@H](CC3=CC=C(OC)C(OC)=C3)CO2)=CC(OC)=C1OC

Appearance

Solid powder

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 500.59 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: Guntner AS, Doppler C, Wechselberger C, Bernhard D, Buchberger W. HPLC-MS/MS Shows That the Cellular Uptake of All-Trans-Retinoic Acid under Hypoxia Is Downregulated by the Novel Active Agent 5-Methoxyleoligin. Cells. 2020 Sep 8;9(9):2048. doi: 10.3390/cells9092048. PMID: 32911794; PMCID: PMC7563598. 2: Linder T, Geyrhofer S, Papaplioura E, Wang L, Atanasov AG, Stuppner H, Dirsch VM, Schnürch M, Mihovilovic MD. Design and Synthesis of a Compound Library Exploiting 5-Methoxyleoligin as Potential Cholesterol Efflux Promoter. Molecules. 2020 Feb 4;25(3):662. doi: 10.3390/molecules25030662. PMID: 32033108; PMCID: PMC7038131. 3: Danzl K, Messner B, Doppler C, Nebert C, Abfalterer A, Sakic A, Temml V, Heinz K, Streitwieser R, Edelmann T, Mairhofer M, Grimm M, Laufer G, Zierer A, Stuppner H, Schuster D, Ploner C, Müller T, Bernhard D. Early inhibition of endothelial retinoid uptake upon myocardial infarction restores cardiac function and prevents cell, tissue, and animal death. J Mol Cell Cardiol. 2019 Jan;126:105-117. doi: 10.1016/j.yjmcc.2018.11.012. Epub 2018 Nov 23. PMID: 30472251. 4: Messner B, Kern J, Wiedemann D, Schwaiger S, Türkcan A, Ploner C, Trockenbacher A, Aumayr K, Bonaros N, Laufer G, Stuppner H, Untergasser G, Bernhard D. 5-Methoxyleoligin, a lignan from Edelweiss, stimulates CYP26B1-dependent angiogenesis in vitro and induces arteriogenesis in infarcted rat hearts in vivo. PLoS One. 2013;8(3):e58342. doi: 10.1371/journal.pone.0058342. Epub 2013 Mar 12. PMID: 23554885; PMCID: PMC3595277.