Myriocin

Category	Influenza Virus
CAS	35891-70-4
Description	Myriocin is an unsaturated hydrocarbon and fatty acid derivative produced by Myriococcum albomyces NRRL 3858. It has antifungal activity.

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Synonyms	thermozymocidin
IUPAC Name	(E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
Molecular Weight	401.54
Molecular Formula	C21H39NO6
Canonical SMILES	CCCCCCC(=O)CCCCCCC=CCC(C(C(CO)(C(=O)O)N)O)O
InChI	InChI=1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1
InChIKey	ZZIKIHCNFWXKDY-GNTQXERDSA-N
Boiling Point	636.7°C at 760 mmHg
Melting Point	183-184°C
Flash Point	338.8±31.5 °C
Purity	>97% by HPLC
Density	1.123 g/cm3
Solubility	Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Appearance	White Crystal
Storage	-20°C
Complexity	468
Exact Mass	401.27773796
Index Of Refraction	1.522
In Vitro	Myriocin (Thermozymocidin; 0-10000 nM; 96 h; Huh7/Rep-Feo cells) inhibits the replication of a subgenomic hepatitis C virus (HCV) genotype 1b replicon. Myriocin (100 nM; 72 h) decreases in the sphingomyelin content of Huh7 cells.
In Vivo	Myriocin (Thermozymocidin; 0-1 mg/kg; i.p.; daily, for 5 d; male Balb/c mice) blocks de novo synthesis of sphingolipids in vivo by SPT inhibition and induced c-myc expression in liver.
PSA	141.08000
Target	Serine-palmitoyl-transferase (SPT)
Vapor Pressure	0.0±4.3 mmHg at 25°C
XLogP3-AA	-0.1