Dieckol is a naturally occurring phlorotannin found in some brown algae species. Dieckol has antibacterial, anticancer, antioxidant, antiaging, antidiabetic, and neuro-protective (neuro-protection) effects.

Physicochemical Properties

Molecular Formula	C36H22O18
Molecular Weight	742.54908
Exact Mass	742.081
CAS #	88095-77-6
PubChem CID	3008868
Appearance	Off-white to light brown solid powder
LogP	7.621
Hydrogen Bond Donor Count	11
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	6
Heavy Atom Count	54
Complexity	1240
Defined Atom Stereocenter Count	0
SMILES	OC1C=C(OC2C3=C(OC4C(O3)=C(O)C=C(OC3C(O)=CC(OC5C6=C(OC7C(O6)=C(O)C=C(O)C=7)C(O)=CC=5O)=CC=3O)C=4)C(O)=CC=2O)C=C(O)C=1
InChi Key	DRZQFGYIIYNNEC-UHFFFAOYSA-N
InChi Code	InChI=1S/C36H22O18/c37-12-1-13(38)3-15(2-12)49-31-22(44)10-25(47)34-35(31)54-30-21(43)8-17(9-27(30)52-34)48-28-19(41)6-16(7-20(28)42)50-32-23(45)11-24(46)33-36(32)53-29-18(40)4-14(39)5-26(29)51-33/h1-11,37-47H
Chemical Name	4-[4-[6-(3,5-dihydroxyphenoxy)-4,7,9-trihydroxydibenzo-p-dioxin-2-yl]oxy-3,5-dihydroxyphenoxy]dibenzo-p-dioxin-1,3,6,8-tetrol
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

ln Vitro	Dieckol inhibits the signaling molecules PI3K, AKT, mTOR, and FAK, which is critical in inducing apoptosis [1].
ln Vivo	In animal models where a high-fat diet is induced, dieckol significantly inhibits lipid accumulation [1].
References	[1]. Dieckol: a brown algal phlorotannin with biological potential. Biomed Pharmacother. 2021 Oct;142:111988.
Additional Infomation	Dieckol is a phlorotannin isolated from a brown alga Ecklonia cava which exhibits antioxidant, hepatoprotective and anticoagulant activities. It has a role as a metabolite, a radical scavenger, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, a hepatoprotective agent and an anticoagulant. It is a phlorotannin, an aromatic ether and an oxacycle. It is functionally related to a phloroglucinol. Dieckol has been reported in Eisenia bicyclis and Ecklonia cava with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~50 mg/mL (~67.34 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (3.37 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.3467 mL	6.7336 mL	13.4671 mL
	5 mM	0.2693 mL	1.3467 mL	2.6934 mL
	10 mM	0.1347 mL	0.6734 mL	1.3467 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.