Myriocin

Modify Date: 2024-01-02 10:43:15

Myriocin structure	Common Name	Myriocin
	CAS Number	35891-70-4	Molecular Weight	401.538
	Density	1.1±0.1 g/cm3	Boiling Point	636.7±55.0 °C at 760 mmHg
	Molecular Formula	C₂₁H₃₉NO₆	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	338.8±31.5 °C
	Symbol	GHS06	Signal Word	Danger

Use of Myriocin

Myriocin, a fungal metabolite isolated from Myriococcum albomyces, Isaria sinclairi and Mycelia sterilia, is a potent inhibitor of serine-palmitoyl-transferase (SPT) and a key enzyme in de novo synthesis of sphingolipids[1]. Myriocin strongly suppresses replication of both the subgenomic HCV-1b replicon and the JFH-1 strain of genotype 2a infectious HCV[2], with an IC50 of 3.5 µg/mL for inhibiting HCV infection[3].

Name	myriocin
Synonym	More Synonyms

Description	Myriocin, a fungal metabolite isolated from Myriococcum albomyces, Isaria sinclairi and Mycelia sterilia, is a potent inhibitor of serine-palmitoyl-transferase (SPT) and a key enzyme in de novo synthesis of sphingolipids[1]. Myriocin strongly suppresses replication of both the subgenomic HCV-1b replicon and the JFH-1 strain of genotype 2a infectious HCV[2], with an IC50 of 3.5 µg/mL for inhibiting HCV infection[3].
Related Catalog	Research Areas >> Infection Research Areas >> Others Signaling Pathways >> Others >> Others
Target	Serine-palmitoyl-transferase (SPT)[1]
References	[1]. He Q, et al. Inhibition of serine palmitoyltransferase by myriocin, a natural mycotoxin, causes inductionof c-myc in mouse liver. Mycopathologia. 2004 Apr;157(3):339-47. [2]. Amemiya F, et al. Targeting lipid metabolism in the treatment of hepatitis C virus infection. J Infect Dis. 2008 Feb 1;197(3):361-70. [3]. Ciesek S, et al. The suppressive effect that myriocin has on hepatitis C virus RNA replication is independent of inhibition of serine palmitoyl transferase. J Infect Dis. 2008 Oct 1;198(7):1091-3.

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℃

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

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

Precursor 8
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CAS#:122167-22-0 magnesium,oct-1... CAS#:2528-61-2 Heptanoyl chloride CAS#:329971-09-7 13-tetradecen-7-one CAS#:482315-11-7 2-hexyl-2-(6-io...
DownStream 1
CAS#:128341-87-7 mycestericin B

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 ...

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

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Myriocin
Price: ￥318.0/1mg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Liu jia

DC Chemicals Limited
China
Product Name: Myriocin
Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

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Myriocin

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Myriocin Biological Activity

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Precursor & DownStream

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