Psicofuranine

Modify Date: 2024-01-07 22:14:39

Psicofuranine structure	Common Name	Psicofuranine
	CAS Number	1874-54-0	Molecular Weight	297.26700
	Density	2.02g/cm3	Boiling Point	720.1ºC at 760 mmHg
	Molecular Formula	C₁₁H₁₅N₅O₅	Melting Point	N/A
	MSDS	N/A	Flash Point	389.3ºC

Use of Psicofuranine

Psicofuramine a nucleoside antibiotic and has the inhibition of xanthosine 5'-phosphate aminase. Psicofuranine also specifically inhibits GMP synthase, and interrupts parasite growth. Psicofuranine exhibits a dose-dependent inhibition of P. falciparum growth[1][2].

Name	(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
Synonym	More Synonyms

Description	Psicofuramine a nucleoside antibiotic and has the inhibition of xanthosine 5'-phosphate aminase. Psicofuranine also specifically inhibits GMP synthase, and interrupts parasite growth. Psicofuranine exhibits a dose-dependent inhibition of P. falciparum growth[1][2].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial
Target	Xanthosine 5'-phosphate aminase[2] P. falciparum[1] E. coli[1]
In Vitro	Psicofuranine specifically inhibits bacterial GMP synthase as demonstrated by isolation of Psicofuranine-resistant Escherichia coli mutants with mutations in the gene encoding GMP synthase and inhibition of bacterial growth. Psicofuranine exhibits a dose-dependent inhibition of P. falciparum growth with an IC50 of 0.3 mM. The Psicofuranine inhibitory concentration is similar to that of E. coli[1].
References	[1]. cConkey GA. Plasmodium falciparum: isolation and characterisation of a gene encoding protozoan GMP synthase. Exp Parasitol. 2000 Jan;94(1):23-32. [2]. UDAKA S, et al. INHIBITION OF PARENTAL AND MUTANT XANTHOSINE 5'-PHOSPHATE AMINASES BY PSICOFURANINE. J Biol Chem. 1963 Aug;238:2797-803.

Density	2.02g/cm3
Boiling Point	720.1ºC at 760 mmHg
Molecular Formula	C₁₁H₁₅N₅O₅
Molecular Weight	297.26700
Flash Point	389.3ºC
Exact Mass	297.10700
PSA	159.77000
Vapour Pressure	9.24E-22mmHg at 25°C
Index of Refraction	1.855

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7100000

CHEMICAL NAME :: Adenine, 9-beta-D-psicofuranosyl-

CAS REGISTRY NUMBER :: 1874-54-0

BEILSTEIN REFERENCE NO. :: 0095142

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C11-H15-N5-O5

MOLECULAR WEIGHT :: 297.31

WISWESSER LINE NOTATION :: T56 BN DN FN HNJ IZ D- BT5OTJ B1Q CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10 gm/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 9,675,1959

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 13 mg/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: 1,842,1978

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1695 mg/kg

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

REFERENCE :: UPJOH* "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." (Kalamazoo, MI 49001) Volume(issue)/page/year: 2(6),-,1971

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6 mg/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: 1,842,1978

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >10 gm/kg

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

REFERENCE :: UPJOH* "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." (Kalamazoo, MI 49001) Volume(issue)/page/year: 2(6),-,1971 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 9800 mg/kg/28D-I

TOXIC EFFECTS :: Liver - other changes Blood - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 9,675,1959 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973

N/A

CAS#:138348-93-3

~90%

Psicofuranine

CAS#:1874-54-0

Literature: Mahmood; Vasella; Bernet Helvetica Chimica Acta, 1991 , vol. 74, # 7 p. 1555 - 1584

N/A

CAS#:93417-25-5

~50%

Psicofuranine

CAS#:1874-54-0

Literature: Grouiller; Chattopadhyaya 1984 , vol. 38, # 5 B p. 367 - 373

N/A

CAS#:138348-91-1

~74%

Psicofuranine

CAS#:1874-54-0

Literature: Mahmood; Vasella; Bernet Helvetica Chimica Acta, 1991 , vol. 74, # 7 p. 1555 - 1584

9-(1-O-acetyl-3...

CAS#:138348-88-6

Psicofuranine

CAS#:1874-54-0

Literature: Mahmood; Vasella; Bernet Helvetica Chimica Acta, 1991 , vol. 74, # 7 p. 1555 - 1584

N-trimethylsily...

CAS#:18055-47-5

Psicofuranine

CAS#:1874-54-0

Literature: Mahmood; Vasella; Bernet Helvetica Chimica Acta, 1991 , vol. 74, # 7 p. 1555 - 1584

6-chloropurine

CAS#:87-42-3

Psicofuranine

CAS#:1874-54-0

Literature: Grouiller; Chattopadhyaya 1984 , vol. 38, # 5 B p. 367 - 373

N/A

CAS#:13019-85-7

Psicofuranine

CAS#:1874-54-0

Literature: Grouiller; Chattopadhyaya 1984 , vol. 38, # 5 B p. 367 - 373

Precursor 3
CAS#:138348-88-6 9-(1-O-acetyl-3... CAS#:18055-47-5 N-trimethylsily... CAS#:87-42-3 6-chloropurine
DownStream 0

Adenine,9beta-D-psicofuranosyl

6-Amino-9-D-psicofuranosylpurine

Psicofuranosyladenine

Angustmycin C

psicofuranine

angustmicine C

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China
Product Name: Psicofuranine
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Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Adenosine,1'-C-(hydroxymethyl)-
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
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Psicofuranine

Use of Psicofuranine

Names

Psicofuranine Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

Synthetic Route

Precursor & DownStream

Synonyms