CAS 5854-93-3|Alanosine

Introduction：Basic information about CAS 5854-93-3|Alanosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Alanosine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Synonyms

Common Name	Alanosine
CAS Number	5854-93-3	Molecular Weight	149.105
Density	1.8±0.1 g/cm3	Boiling Point	366.9±52.0 °C at 760 mmHg
Molecular Formula	C₃H₇N₃O₄	Melting Point	190ºC (dec.)
MSDS	/	Flash Point	175.7±30.7 °C

Names

Name	L-Alanine,3-(hydroxynitrosoamino)
Synonym	More Synonyms

Alanosine BiologicalActivity

Description	L-Alanosine (NSC-153353), an antibiotic from Streptomyces alanosinicus, has antineoplastic activity. L-Alanosine (NSC-153353) inhibits adenylosuccinate synthetase, which converts inosine monophospate (IMP) into adenylosuccinate. L-Alanosine (NSC-153353) blocks the common de novo purine biosynthesis pathway and, thereby, inhibits tumor cells with MTAP deficiency[1][2][3].
Related Catalog	Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Others >>Others
References	[1]. Efferth T, et al. Identification of gene expression profiles predicting tumor cell response to L-alanosine. Biochem Pharmacol. 2003 Aug 15;66(4):613-21. [2]. Chitnis MP, et al. Antitumor effect of L-alanosine (NSC 153553) on sensitive and resistant sublines of murine leukemias. Tumori. 1984 Aug 31;70(4):317-20. [3]. Tyagi AK, et al. Identification of the antimetabolite of L-alanosine, L-alanosyl-5-amino-4-imidazolecarboxylic acid ribonucleotide, in tumors and assessment of its inhibition of adenylosuccinate synthetase. Cancer Res. 1980 Dec;40(12):4390-7.

Description

L-Alanosine (NSC-153353), an antibiotic from Streptomyces alanosinicus, has antineoplastic activity. L-Alanosine (NSC-153353) inhibits adenylosuccinate synthetase, which converts inosine monophospate (IMP) into adenylosuccinate. L-Alanosine (NSC-153353) blocks the common de novo purine biosynthesis pathway and, thereby, inhibits tumor cells with MTAP deficiency[1][2][3].

Related Catalog

Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Others >>Others

References

[1]. Efferth T, et al. Identification of gene expression profiles predicting tumor cell response to L-alanosine. Biochem Pharmacol. 2003 Aug 15;66(4):613-21.

[2]. Chitnis MP, et al. Antitumor effect of L-alanosine (NSC 153553) on sensitive and resistant sublines of murine leukemias. Tumori. 1984 Aug 31;70(4):317-20.

[3]. Tyagi AK, et al. Identification of the antimetabolite of L-alanosine, L-alanosyl-5-amino-4-imidazolecarboxylic acid ribonucleotide, in tumors and assessment of its inhibition of adenylosuccinate synthetase. Cancer Res. 1980 Dec;40(12):4390-7.

Chemical & Physical Properties

Density	1.8±0.1 g/cm3
Boiling Point	366.9±52.0 °C at 760 mmHg
Melting Point	190ºC (dec.)
Molecular Formula	C₃H₇N₃O₄
Molecular Weight	149.105
Flash Point	175.7±30.7 °C
Exact Mass	149.043655
PSA	116.22000
LogP	-0.56
Vapour Pressure	0.0±1.9 mmHg at 25°C
Index of Refraction	1.616
InChIKey	ZGNLFUXWZJGETL-UHFFFAOYSA-N
SMILES	NC(C[N+]([O-])=NO)C(=O)O

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UE6490000

CHEMICAL NAME :: Propionic acid, 2-amino-3-(hydroxynitrosamino)-, (L)-

CAS REGISTRY NUMBER :: 5854-93-3

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C3-H7-N3-O4

MOLECULAR WEIGHT :: 149.13

WISWESSER LINE NOTATION :: QVYZ1NQNO -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 600 mg/kg

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

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #3676490

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 845 mg/kg

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

REFERENCE :: NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. (Bethesda, MD 20205) Volume(issue)/page/year: JAN1986

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 mg/kg

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

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #3676490

Synonyms

SDX-102

L-Alanine, 3-(hydroxynitrosoamino)-

L-2-Amino-3-[(N-nitroso)hydroxylamino]propionic acid

alanosine

L-2-Amino-3-(hydroxynitrosoamino)propanoic Acid

3-[Hydroxy(nitroso)amino]-L-alanine

SDX 102

L-alanosine

L-Alanine, 3- (hydroxynitrosoamino)-

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