Myriocin

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Names

[ CAS No. ]:
35891-70-4

[ 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

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

  • mycestericin B

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 ...


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