You should not be worried if a part of your extract is not soluble because the volume you have taken is low - it means that your solution is already saturated - just give a short spin and use the supernatant for studies like NMR - this regularly happens with EPS alditol acetates and dichloromethane for GCMS.

? If it does not dissolve in anything it is cell wall debris ! Please detail the extraction method for any suggestion - for extraction you definitely used a solvent - and if your extract did not dissolve in that solvent - how did you get the extract in the first place?

Extract was in DCM. I believe solubility depends of the volume of the solvent also if i'm correct. So may be although it is not soluble in the amount of solvent I want it  to be soluble in - (600 microL to run NMR) it may  have dissolved in the bulk solvent and temperature condition conditions used for extraction. The column was run in gradient Hexane:EtoAc so it came out in 7:3 Hex:EtoAc.

You should not be worried if a part of your extract is not soluble because the volume you have taken is low - it means that your solution is already saturated - just give a short spin and use the supernatant for studies like NMR - this regularly happens with EPS alditol acetates and dichloromethane for GCMS.

Suggestions made by Dipjyoti Chakraborty is appreciable. Saturation of the solution may be the main cause.

Thank you Dipjyoti Chakraborty the suggestion

you can try for methanol or ethanol..

Dear Bhuwan,

This question reminds me another problem that rose exactly 2 years ago (March 11, 2013) on ResearchGate by Olorunfemi Eseyin (see the attached link). As your problem could also be the same one, I suggest you go back to the answers I made at that time, even though I do'nt know if Olorunfemi Eseyin was able to "solve" his problem!

Also, you can think about the usefulness of "NADES" (Natural Deep Eutectic Solvents) as described by R. VERPOORTE (see the file of publication appeared in 2011) who gives a sound explanation of these phenomena: you isolate from plants, secondary metabolites that are not solubilized by the extracting solvent (water or else), even if they seem to be, they are indeed solubilized by other small metabolites (sugars, organic acids, aminoacids, ...) which form deep EUTECTIC when in specific stoechiometric mixtures and are much much better solvents than water itself!!!

Good luck

Joseph

https://www.researchgate.net/post/How_do_I_get_an_Isolated_compound_into_solution

Use Ultrasonic and  warm it

try to dissolve in slightly warm solvent. 

try to use methanol, chloroform, or acetone to dissolve it.