Dianemycin (Nanchangmycin) is a potent antiviral agent with a broad spectrum antiviral active against Zika virus. It is a polyether, polyalcohol, monocarboxylic acid isolated from Streptomyces hygroscopicus which binds metal monovalent cations.

Physicochemical Properties

Molecular Formula	C47H78O14
Molecular Weight	867.11
Exact Mass	866.539
Elemental Analysis	C, 65.10; H, 9.07; O, 25.83
CAS #	35865-33-9
Related CAS #	Nanchangmycin;65101-87-3
PubChem CID	5475287
Appearance	White to off-white solid powder
Density	1.21g/cm3
Boiling Point	910.3ºC at 760mmHg
Flash Point	256.4ºC
Index of Refraction	1.549
LogP	6.149
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	13
Heavy Atom Count	61
Complexity	1570
Defined Atom Stereocenter Count	0
SMILES	C[C@H]1[C@@]2(O[C@]([C@@]3([H])O[C@](O)([C@H](C)C[C@@H]3C)CO)([H])C[C@@H]2C)O[C@]([C@]4(O[C@]5(O[C@]([C@H](C)[C@@H](O)C5)([H])[C@@H](C)/C=C(C)/C([C@H](C)C[C@H](C)C(O)=O)=O)CC4)C)([H])C[C@@H]1O[C@@]6([H])O[C@@H]([C@@H](OC)CC6)C
InChi Key	FELYAZAWTURXNF-JJIBRWJFSA-N
InChi Code	InChI=1S/C47H78O14/c1-24(40(50)25(2)18-28(5)43(51)52)17-26(3)41-31(8)34(49)22-45(59-41)16-15-44(11,61-45)38-21-36(56-39-14-13-35(54-12)33(10)55-39)32(9)47(58-38)30(7)20-37(57-47)42-27(4)19-29(6)46(53,23-48)60-42/h17,25-39,41-42,48-49,53H,13-16,18-23H2,1-12H3,(H,51,52)/b24-17+
Chemical Name	(E)-8-(9-hydroxy-2'-(6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-9'-((5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2,4',8,10'-tetramethyl-1,1',6,6'-tetraoxa[2,7'-bispiro[4.5]decan]-7-yl)-2,4,6-trimethyl-5-oxonon-6-enoic acid
Synonyms	Dianemycin; BRN1676784; BRN-1676784; BRN 1676784; Nanchangmycin
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

Targets	Bacteria;Zika virus
ln Vitro	Dianemycin(Nangangmycin) is used to treat chicken coccidiosis and as a growth promoter in poultry. Dianemycin is effective against malaria strains that are resistant to drugs[1]. A strong inhibitor of Zika virus (ZIKV) entry in all tested cell types, including physiologically relevant primary cells, is Dianemycin (Nanchangmycin). All three ZIKV strains are effectively inhibited from infecting any of the three cell types by dienicimycin. Dianemycin exhibits low toxicity within the range of 0.1 to 0.4 μM, which corresponds to the IC50s for infection. Furthermore, Dianemycin inhibits DENV in all cell types[2].
References	[1]. Mechanism of thioesterase-catalyzed chain release in the biosynthesis of the polyether antibiotic Nanchangmycin. Chem Biol. 2008 May;15(5):449-58. [2]. Screening Bioactives Reveals Nanchangmycin as a Broad Spectrum Antiviral Active against Zika Virus. Cell Rep. 2017 Jan 17;18(3):804-815.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~115.33 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.58 mg/mL (2.98 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 25.8 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: ≥ 2.58 mg/mL (2.98 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 25.8 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	1.1533 mL	5.7663 mL	11.5326 mL
	5 mM	0.2307 mL	1.1533 mL	2.3065 mL
	10 mM	0.1153 mL	0.5766 mL	1.1533 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.