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Category Enzyme inhibitors
Catalog number BBF-00659
CAS 5854-93-3
Molecular Weight 149.11
Molecular Formula C3H7N3O4
Purity 98%

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It is produced by the strain of Streptomyces alanosinicus. It can inhibit adenine biosynthesis, resist yeast, dysentery morphosis, trichomonas vaginalis, inhibit neurotropic vaccinia virus and poliomyelitis virus, and also inhibit fibrosarcoma of transplanted ground mice.


Related CAS 16931-22-9 (S-isomer)
Synonyms L-Alanosine; 3-(Hydroxynitrosoamino)-L-alanine; NSC 153353; L-Alanine, 3-(hydroxynitrosoamino)-; BRN 2046850; AI3-52867; L-2-Amino-3-(hydroxynitrosamino)propionic acid; 2CNI71214Y; L-2-Amino-3-(N-nitroso)hydroxylaminopropionic acid; (-)-(S)-2-Amino-3-(hydroxynitrosamino)propionsaeure; Propionic acid, 2-amino-3-(hydroxynitrosamino)-, (L)-; (-)-(S)-2-Amino-3-(hydroxynitrosamino)propionic acid; Alanosinum; Alanosina; NSC-153353; SCHEMBL17445; (2S)-2-amino-3-[hydroxy(nitroso)amino]propanoic acid; SDX102; SDX-102; SDX 102; alanosine
Storage 2-8 °C
IUPAC Name (Z)-[(2S)-2-amino-2-carboxyethyl]-hydroxyimino-oxidoazanium
Canonical SMILES C(C(C(=O)O)N)[N+](=NO)[O-]
InChI InChI=1S/C3H7N3O4/c4-2(3(7)8)1-6(10)5-9/h2,9H,1,4H2,(H,7,8)/b6-5-/t2-/m0/s1


Appearance White Crystal
Antibiotic Activity Spectrum parasites; viruses; yeast
Boiling Point 366.9 °C at 760 mmHg
Melting Point 190 °C (dec.)
Density 1.810±0.10 g/cm3
Solubility Soluble in Water, Hydrochloric acid, Sodium hydroxide

Reference Reading

1.Triterpenoid saponins from Dianthus chinensis.
Li HY;Koike K;Ohmoto T Phytochemistry. 1994 Feb;35(3):751-6.
Two novel triterpenoid saponins, dianchinenoside C [23-O-beta-D-glucopyranosyl 3 beta, 16 alpha-dihydroxyolean-12-ene 23 alpha, 28 beta-dioic acid 28-O-beta-D-glucopyranoside] and dianchinenoside D [3 beta, 16 alpha-dihydroxyolean-12-ene 23 alpha, 28 beta-dioic acid 28-O-beta-D-glucopyranosyl [1-->6)-beta-D-glucopyranoside] were isolated from the aerial parts of Dianthus chinensis. Their structures were determined by spectroscopic methods and chemical evidence. We also report the revision of a previous misassignment of hainanenside, isolated from Ilex hainanensis Merr. In addition, known compounds, 3-O-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranoside, sitosterol 3 beta-O-beta-D-glucopyranoside, isoorientin-2"-O-glucoside, isovitexin-2"-O-glucoside, and chrysoeriol-7-O-glucoside, were also identified.
2.[Bioactive constituents from whole herbs of Vernonia cinerea (II)].
Zhu H;Tang Y;Min Z;Gong Z Zhongguo Zhong Yao Za Zhi. 2009 Nov;34(21):2765-7.
OBJECTIVE: ;To study the constituents of the whole herbs of Vernonia cinerea by bio-activity guided isolation with PC-12 model.;METHOD: ;The constituents were separated by column chromatography and the structures were elucidated by spectroscopic methods.;RESULT: ;Ten compounds were identified to be (-)-clovane-2,9-diol (1), caryolane-1,9beta-diol (2), apigenin (3), chrysoeriol (4), luteolin (5), thermopsoside (6), luteolin-7-O-beta-D-glucoside (7), quercetin(8), apigenin-4'-O-beta-D-glucoside (9), hyperin (10), beta-amyrin aceate (11), lupeol acetate (12).;CONCLUSION: ;Compounds 1, 2, 6 and 10 were isolated from this genus for the first time.
3.Detection and quantification of glycosylated flavonoid malonates in celery, Chinese celery, and celery seed by LC-DAD-ESI/MS.
Lin LZ;Lu S;Harnly JM J Agric Food Chem. 2007 Feb 21;55(4):1321-6. Epub 2007 Jan 25.
A screening method using LC-DAD-ESI/MS was applied to the analysis of flavonoids in celery, Chinese celery, and celery seeds (Apium graveolens L. and varieties). Fifteen flavonoid glycosides were detected in the three celery materials. They were identified as luteolin 7-O-apiosylglucoside, luteolin 7-O-glucoside, apigenin 7-O-apiosylglucoside, chrysoeriol 7-O-apiosylglucoside, chrysoeriol 7-O-glucoside, and more than 10 malonyl derivatives of these glycosides. The identification of the malonyl derivatives was confirmed by their conversion into glycosides upon heating and by comparison of some of the malonates with malonates that had previously been identified in red bell pepper and parsley. The concentrations of the glycosides and the malonyl glycosides in the three materials were estimated by comparison to aglycone standards. This is the first report of the presence of these glycosylated flavonoid malonates in celery.

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