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Streptozotocin

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Identification
Molecular formula
C8H15N3O7
CAS number
18883-66-4
IUPAC name
1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]urea
State
State

At room temperature, Streptozotocin is a solid compound. It is very sensitive to moisture.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
265.22g/mol
Molar mass
265.2010g/mol
Density
1.6709g/cm3
Appearence

Streptozotocin appears as a pale yellow solid. It is often found in crystalline form and is highly hygroscopic.

Comment on solubility

Solubility of 1-Methyl-1-Nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydropyran-3-yl]Urea

The solubility of 1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]urea can be influenced by several factors, including its structural features and functional groups. This compound exhibits characteristics typical of carbohydrates and urea functionalities, which can lead to varying solubility in different solvents.

Factors Affecting Solubility:

  • Hydrophilicity: The presence of multiple hydroxyl (-OH) groups in its structure enhances its interaction with water, suggesting a potential for significant solubility in aqueous environments.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules contributes to higher solubility and intermolecular interactions.
  • Molecular Size: The overall molecular weight and stereochemistry can also play critical roles in its solubility profile, where larger or more complex molecules may experience limitations in solubility.

In summary, while the compound is expected to be somewhat soluble in polar solvents such as water due to its hydrophilic characteristics, its exact solubility might require experimental determination. Hence, experimental data would be essential to identify the precise solubility characteristics of this unique compound.

Interesting facts

Interesting Facts About 1-Methyl-1-Nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydropyran-3-yl]Urea

1-Methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]urea is a fascinating chemical compound that brings together elements from both organic chemistry and biochemistry. Here are some intriguing aspects of this compound:

  • Versatile Applications: This compound shows potential in pharmaceutical applications due to its structural features that can be tweaked to design drugs targeting specific biological pathways.
  • Unique Nitroso Group: The presence of a nitroso functional group (–NO) adds unique reactivity, which can facilitate a diverse range of chemical reactions, including nitration and cycloaddition.
  • Chirality: The compound contains multiple chiral centers, contributing to its stereoisomeric diversity. This feature is significant when studying the biological activity of different isomers.
  • Hydroxyl Groups: The three hydroxyl (-OH) groups in the structure can participate in hydrogen bonding, which may influence solubility and interactions with biological macromolecules.
  • Natural Occurrence: The sugar moiety in this compound relates closely to carbohydrates found in nature, potentially offering insights into metabolic pathways and natural product synthesis.

As a scientist studying this compound, one might ponder its environmental impact, reactivity under various conditions, and how it could be synthesized efficiently. The exploration of its interactions with biological systems can unveil novel therapeutic avenues.

In the words of renowned chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” This notion rings true in the study of complex compounds such as this one, where every interaction opens doors to new discoveries.

Synonyms
streptozocin
STREPTOZOTOCIN
18883-66-4
Estreptozocina
Streptozocine
Streptozocinium
Streptozocinum
STRZ
N-D-Glucosyl-(2)-N'-nitrosomethylurea
Streptozoticin
CHEBI:9288
Streptozocinium [Latin]
N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose
DTXSID2021282
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)
3-methyl-3-nitroso-1-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
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
GlyTouCan:G44151BN
2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucose
L01AD04
DTXCID701768187
G44151BN
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)-
Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, D-
NCI-C03167
NRRL 2697
NSC 85998
NSC-37917
NSC-85998
NSC85998
U 9889
U-9889
Zanosar
streptozosin
66395-18-4
2-Desoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose
MFCD00006607
alpha-Streptozocin
streptozotocin (stz)
8H27GUR065
1-methyl-1-nitroso-3-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)urea
C8H15N3O7
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
N-(Methylnitrosocarbamoyl)-alpha-D-glucosamine
NCGC00016738-01
CAS-18883-66-4
Spectrum_000960
Prestwick3_000732
Spectrum2_000062
Spectrum3_001087
Spectrum4_001244
Spectrum5_001047
Epitope ID:134282
SCHEMBL4748
Streptozocin; Streptozotocin
.ALPHA.-STREPTOZOCIN
CHEMBL1603
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
Streptozocin, >=98.0% (HPLC)
Tox21_110585
Tox21_201859
Tox21_302974
2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose
CCG-39870
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
2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose;Streptozotocin
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