Compound: streptozocin
SMILES: O=NN(C(=O)N[C@H]1[C@H](O[C@H](CO)[C@H]([C@@H]1O)O)O)C
InChIKey: ZSJLQEPLLKMAKR-GKHCUFPYSA-N
Synonyms: streptozocin, STREPTOZOTOCIN, 18883-66-4, Streptozocinium, Streptozocinum, STRZ, Streptozoticin, Streptozocinium [Latin], N-D-Glucosyl-(2)-N'-nitrosomethylurea, CHEBI:9288, DTXSID2021282, N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff, 3-methyl-3-nitroso-1-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea, 2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose, 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose, 1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea, Streptozocinium (Latin), Streptozotocine, 1-methyl-1-nitroso-3-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl)urea, 3-methyl-3-nitroso-1-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl)urea, RefChem:57836, 2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucose, L01AD04, DTXCID701768187, 2-deoxy-2-(((methylnitrosamino)-carbonyl)amino)-D-glucopyranose, 242-646-8, 2-Deoxy-2-(3-methyl-3-nitrosoureido)-alpha(and beta)-D-glucopyranose, 5W494URQ81, D-Glucopyranose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-, D-Glucose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-, D-Glucose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, Estreptozocina, Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, D-, NCI-C03167, NRRL 2697, NSC 85998, NSC-37917, NSC-85998, NSC85998, Streptozocine, U 9889, U-9889, Zanosar, streptozosin, 66395-18-4, MFCD00006607, 2-Desoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose, alpha-Streptozocin, streptozotocin (stz), 1-methyl-1-nitroso-3-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)urea, C8H15N3O7, 8H27GUR065, M02540, DTXCID701282, binds to DNA, 1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]urea, Zanosar (TN), Streptozotocin;U 9889, SR-05000001720, 2-deoxy-2-({[methyl(nitroso)amino]carbonyl}amino)-alpha-D-glucopyranose, NCGC00016738-01, CAS-18883-66-4, Spectrum_000960, Prestwick3_000732, Spectrum2_000062, Spectrum3_001087, Spectrum4_001244, Spectrum5_001047, GlyTouCan:G44151BN, Epitope ID:134282, SCHEMBL4748, Streptozocin; Streptozotocin, .ALPHA.-STREPTOZOCIN, BSPBio_000684, BSPBio_002734, KBioGR_001768, KBioSS_001440, MLS004774123, DivK1c_000531, SPECTRUM1500543, UNII-8H27GUR065, SPBio_000243, BPBio1_000754, Streptozocin (JAN/USAN/INN), BCBcMAP01_000142, HMS501K13, KBio1_000531, KBio2_001440, KBio2_004008, KBio2_006576, KBio3_001954, NINDS_000531, ZSJLQEPLLKMAKR-GKHCUFPYSA-N, HMS1921A07, HMS2092I09, HMS2097C06, HMS3714C06, Pharmakon1600-01500543, 2-Deoxy-2[[(methylnitrosoamino)-carbonyl]amino]-D-glucopyranose, G44151BN, Streptozocin, >=98.0% (HPLC), Tox21_110585, Tox21_201859, Tox21_302974, 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose, CCG-39870, EBC-11136, HB4097, NSC757321, s1312, AKOS025310730, Tox21_110585_1, DB00428, MS07936, NSC-757321, IDI1_000531, SMP1_000282, NCGC00178500-01, NCGC00178500-02, NCGC00178500-03, NCGC00178500-04, NCGC00178500-07, NCGC00256594-01, NCGC00259408-01, SMR001233317, SY066622, SBI-0051517.P003, AB00513906, NS00011535, SW199198-2, C07313, D05932, AB00052092-03, AB00052092_04, AB00052092_05, EN300-7480749, Q257331, SR-01000939745, SR-01000939745-3, SR-05000001720-1, SR-05000001720-2, Streptozocin, Vetec(TM) reagent grade, 98%, powder, Streptozocin, >=75% alpha-anomer basis, >=98% (HPLC), powder, alpha-D-Glucopyranose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-, .ALPHA.-D-GLUCOPYRANOSE, 2-DEOXY-2-(((METHYLNITROSOAMINO)CARBONYL)AMINO)-, 1-Methyl-1-nitroso-3-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-3-yl)urea
Theoretical properties:
molecular_formula: C8H15N3O7
molecular_weight: 265.22 g/mol
exact_mass: 265.09099983 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 2
heavy_atom_count: 18
topological_polar_surface_area: 152 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: POINTED PLATELETS OR PRISMS FROM 95% ETHANOL
color: POINTED PLATELETS OR PRISMS FROM 95% ETHANOL
melting_point: 239 °F (Decomposes) (NTP, 1992)
solubility: Soluble (NTP, 1992)
Descriptions:
pubchem: Streptozotocin (Streptozocin) can cause cancer according to an independent committee of scientific and health experts. It can cause developmental toxicity, female reproductive toxicity and male reproductive toxicity according to state or federal government labeling requirements.
chebi: An <em>N</em>-nitrosourea that is an antibiotic produced by <em>Streptomyces achromogenes</em>. It is used as an antineoplastic agent and to induce diabetes in experimental animals.
wikipedia: Streptozotocin or streptozocin (INN, USP) (STZ) is a naturally occurring alkylating antineoplastic agent that is particularly toxic to the insulin-producing beta cells of the pancreas in mammals. It is used in medicine for treating certain cancers of the islets of Langerhans and used in medical research to produce an animal model for hyperglycemia and Alzheimer's in a large dose, as well as type 2 diabetes or type 1 diabetes with multiple low doses.