Cyclo(Ala-Gly) is a metabolite of the mangrove endophytic fungus Penicillium thomi and is cytotoxic to A549, HepG2 and HT29 cells. IC50s range from 9.5-18.1 μM.

Physicochemical Properties

Molecular Formula	C₅H₈N₂O₂
Molecular Weight	128.13
Exact Mass	128.059
CAS #	4526-77-6
PubChem CID	7408474
Appearance	White to off-white solid powder
Density	1.149g/cm3
Boiling Point	495.7ºC at 760 mmHg
Melting Point	246-247ºC
Flash Point	256.9ºC
Index of Refraction	1.452
LogP	-0.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Heavy Atom Count	9
Complexity	155
Defined Atom Stereocenter Count	1
SMILES	C[C@H]1C(=O)NCC(=O)N1
InChi Key	ICCHEGCKVBMSTF-VKHMYHEASA-N
InChi Code	InChI=1S/C5H8N2O2/c1-3-5(9)6-2-4(8)7-3/h3H,2H2,1H3,(H,6,9)(H,7,8)/t3-/m0/s1
Chemical Name	(3S)-3-methylpiperazine-2,5-dione
Synonyms	Cyclo(AlaGly); Cyclo(Ala Gly)
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. The metabolites of a mangrove endophytic fungus, Penicillium thomi. J Asian Nat Prod Res. 2007 Mar;9(2):159-64.
Additional Infomation	Cyclo(-ala-gly) has been reported in Aspergillus fumigatus with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~25 mg/mL (~195.11 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (19.51 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (19.51 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (19.51 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	7.8046 mL	39.0229 mL	78.0457 mL
	5 mM	1.5609 mL	7.8046 mL	15.6091 mL
	10 mM	0.7805 mL	3.9023 mL	7.8046 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.