Myriocin

Suppliers

Names

[ Name ]:
Myriocin

[Synonym ]:
Thermozymocidin
ISP-1
6-Eicosenoic acid, 2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-, (2S,3R,4R,6E)-
(2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-icosenoic acid
D-Serine, 2-[(1R,2R,4E)-1,2-dihydroxy-12-oxo-4-octadecen-1-yl]-
ISP-I
Myriocin from Mycelia sterilia
MFCD01632772
Myriocin
Myriocin,Mycelia sterilia
antibiotic ISP-I
(E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
2-[(1R,2R,4E)-1,2-Dihydroxy-12-oxo-4-octadecen-1-yl]-D-serine

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
636.7±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₃₉NO₆

[ Molecular Weight ]:
401.538

[ Flash Point ]:
338.8±31.5 °C

[ Exact Mass ]:
401.277740

[ PSA ]:
141.08000

[ LogP ]:
4.21

[ Vapour Pressure ]:
0.0±4.3 mmHg at 25°C

[ Index of Refraction ]:
1.522

[ Storage condition ]:
-20℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JX3890000

CHEMICAL NAME :: 6-Eicosenoic acid, 2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-, (2S-(2R*,3S*,4S*,6E))-

CAS REGISTRY NUMBER :: 35891-70-4

LAST UPDATED :: 198910

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C21-H39-N-O6

MOLECULAR WEIGHT :: 401.61

WISWESSER LINE NOTATION :: Q1XZVQYQYQ2U7V6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,109,1972

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 250 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 3,2067,1978

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi; Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3.0

[ RTECS ]:
JX3890000

[ Hazard Class ]:
6.1

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

(2S,3R,4R)-2-acetamido-3-acetoxy-2-acetoxymethyl-4-[(E)-10'-oxohexadec-2'-en-1'-yl]-4-butanolide
2-benzoylamino-2-benzoyloxymethyl-2,5-dideoxy-3-O-benzoyl-5-(E)-9-oxopentadec-1-enyl-D-lyxono-1,4-lactone
(4S,5R)-methyl 5-formyl-4-((methoxymethoxy)methyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate
N-Methoxy-N-methylheptanamide
magnesium,oct-1-ene,bromide
Heptanoyl chloride
13-tetradecen-7-one
2-hexyl-2-(6-iodohexyl)-1,3-dioxolane

DownStream

Articles

Fungal metabolite myriocin promotes human herpes simplex virus-2 infection.

Life Sci. 120 , 31-8, (2015)

Myriocin is a fungal metabolite with antiviral activity, including influenza, hepatitis B, and hepatitis C viruses. We investigated whether myriocin has activity against human HSV-2, one of the most p...

Phosphorylation of caveolin-1 on tyrosine-14 induced by ROS enhances palmitate-induced death of beta-pancreatic cells.

Biochim. Biophys. Acta 1852(5) , 693-708, (2015)

A considerable body of evidence exists implicating high levels of free saturated fatty acids in beta pancreatic cell death, although the molecular mechanisms and the signaling pathways involved have n...

Ceramide metabolism regulates autophagy and apoptotic cell death induced by melatonin in liver cancer cells.

J. Pineal Res. 59 , 178-89, (2015)

Autophagy is a process that maintains homeostasis during stress, although it also contributes to cell death under specific contexts. Ceramides have emerged as important effectors in the regulation of ...