Trachelogenin ((-)-Trachelogenin) is an HCV (hepatitis C virus) entry inhibitor that is not genotype specific and has low cell toxicity/cytotoxicity. Trachelogenin inhibits HCV (hepatitis C virus)cc infection and HCV (hepatitis C virus)pp cell entry in a dose-dependent fashion, with IC50 of 0.325 and 0.259 μg/mL in HCV (hepatitis C virus)cc and HCV (hepatitis C virus)pp models, respectively. Trachelogenin has antiviral, anti~inflammatory and analgesic properties.

Physicochemical Properties

Molecular Formula	C21H24O7
Molecular Weight	388.41106
Exact Mass	388.152
CAS #	34209-69-3
PubChem CID	452855
Appearance	White to off-white solid powder
Density	1.300±0.06 g/cm3
Melting Point	144 ºC
LogP	2.107
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Heavy Atom Count	28
Complexity	527
Defined Atom Stereocenter Count	2
SMILES	COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@]2(CC3=CC(=C(C=C3)O)OC)O)OC
InChi Key	YFVZKLQNMNKWSB-BTYIYWSLSA-N
InChi Code	InChI=1S/C21H24O7/c1-25-17-7-5-13(9-19(17)27-3)8-15-12-28-20(23)21(15,24)11-14-4-6-16(22)18(10-14)26-2/h4-7,9-10,15,22,24H,8,11-12H2,1-3H3/t15-,21-/m0/s1
Chemical Name	(3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
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 Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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]. Trachelogenin, a novel inhibitor of hepatitis C virus entry through CD81. J Gen Virol. 2016 May;97(5):1134-1144.
Additional Infomation	Trachelogenin is a lignan. Trachelogenin has been reported in Saussurea salicifolia, Trachelospermum asiaticum, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~257.46 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (6.44 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. 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 (6.44 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. 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 (6.44 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	2.5746 mL	12.8730 mL	25.7460 mL
	5 mM	0.5149 mL	2.5746 mL	5.1492 mL
	10 mM	0.2575 mL	1.2873 mL	2.5746 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.