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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:40 UTC
HMDB IDHMDB0014572
Secondary Accession Numbers
  • HMDB14572
Metabolite Identification
Common NameStreptozocin
DescriptionStreptozocin is only found in individuals that have used or taken this drug.It is an antibiotic that is produced by Stretomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. [PubChem]Although its mechanism of action is not completely clear, streptozocin is known to inhibit DNA synthesis, interfere with biochemical reactions of NAD and NADH, and inhibit some enzymes involved in gluconeogenesis. Its activity appears to occur as a result of formation of methylcarbonium ions, which alkylate or bind with many intracellular molecular structures including nucleic acids. Its cytotoxic action is probably due to cross-linking of strands of DNA, resulting in inhibition of DNA synthesis.
Structure
Data?1582753194
Synonyms
ValueSource
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranoseChEBI
2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranoseChEBI
EstreptozocinaChEBI
N-D-Glucosyl-(2)-n'-nitrosomethylharnstoffChEBI
N-D-Glucosyl-(2)-n'-nitrosomethylureaChEBI
StreptozocineChEBI
StreptozociniumChEBI
StreptozocinumChEBI
StreptozotocinChEBI
ZanosarChEBI
StreptozotocineHMDB
Teva brand OF streptozocinHMDB
Streptozocin teva brandHMDB
2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucoseHMDB
Chemical FormulaC8H15N3O7
Average Molecular Weight265.2206
Monoisotopic Molecular Weight265.090999849
IUPAC Name3-methyl-3-nitroso-1-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
Traditional Namestreptozocin
CAS Registry Number18883-66-4
SMILES
CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1
InChI KeyZSJLQEPLLKMAKR-GKHCUFPYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • N-methylnitrosourea
  • Nitrosourea
  • Oxane
  • Nitrosamide
  • Semicarbazide
  • Organic n-nitroso compound
  • Hemiacetal
  • Carbonic acid derivative
  • Secondary alcohol
  • Organic nitroso compound
  • Oxacycle
  • Polyol
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point115 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility33.5 g/LNot Available
LogP-1.7Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility33.5 g/LALOGPS
logP-1.7ALOGPS
logP-2.7ChemAxon
logS-0.9ALOGPS
pKa (Strongest Acidic)11.43ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area151.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity55.96 m³·mol⁻¹ChemAxon
Polarizability23.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+157.71631661259
DarkChem[M-H]-155.19231661259
DeepCCS[M+H]+160.09230932474
DeepCCS[M-H]-157.69730932474
DeepCCS[M-2H]-191.93630932474
DeepCCS[M+Na]+166.89730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
StreptozocinCN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O2670.2Standard polar33892256
StreptozocinCN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O2026.4Standard non polar33892256
StreptozocinCN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O2427.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Streptozocin,1TMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O2230.9Semi standard non polar33892256
Streptozocin,1TMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O2236.2Semi standard non polar33892256
Streptozocin,1TMS,isomer #3CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O2248.5Semi standard non polar33892256
Streptozocin,1TMS,isomer #4CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C2248.7Semi standard non polar33892256
Streptozocin,1TMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C2163.6Semi standard non polar33892256
Streptozocin,2TMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O2202.0Semi standard non polar33892256
Streptozocin,2TMS,isomer #10CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2182.8Semi standard non polar33892256
Streptozocin,2TMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O2230.9Semi standard non polar33892256
Streptozocin,2TMS,isomer #3CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C2220.0Semi standard non polar33892256
Streptozocin,2TMS,isomer #4CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C2178.0Semi standard non polar33892256
Streptozocin,2TMS,isomer #5CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O2222.6Semi standard non polar33892256
Streptozocin,2TMS,isomer #6CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C2206.5Semi standard non polar33892256
Streptozocin,2TMS,isomer #7CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C2196.5Semi standard non polar33892256
Streptozocin,2TMS,isomer #8CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2210.2Semi standard non polar33892256
Streptozocin,2TMS,isomer #9CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C2180.9Semi standard non polar33892256
Streptozocin,3TMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O2241.6Semi standard non polar33892256
Streptozocin,3TMS,isomer #10CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2235.9Semi standard non polar33892256
Streptozocin,3TMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C2236.7Semi standard non polar33892256
Streptozocin,3TMS,isomer #3CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C2217.6Semi standard non polar33892256
Streptozocin,3TMS,isomer #4CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2239.4Semi standard non polar33892256
Streptozocin,3TMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C2215.6Semi standard non polar33892256
Streptozocin,3TMS,isomer #6CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2232.4Semi standard non polar33892256
Streptozocin,3TMS,isomer #7CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2243.1Semi standard non polar33892256
Streptozocin,3TMS,isomer #8CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C2240.8Semi standard non polar33892256
Streptozocin,3TMS,isomer #9CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2245.6Semi standard non polar33892256
Streptozocin,4TMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2263.9Semi standard non polar33892256
Streptozocin,4TMS,isomer #2CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C2271.6Semi standard non polar33892256
Streptozocin,4TMS,isomer #3CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2284.6Semi standard non polar33892256
Streptozocin,4TMS,isomer #4CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2290.8Semi standard non polar33892256
Streptozocin,4TMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2283.1Semi standard non polar33892256
Streptozocin,5TMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2325.8Semi standard non polar33892256
Streptozocin,5TMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2282.3Standard non polar33892256
Streptozocin,5TMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2679.1Standard polar33892256
Streptozocin,1TBDMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O2482.2Semi standard non polar33892256
Streptozocin,1TBDMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2506.4Semi standard non polar33892256
Streptozocin,1TBDMS,isomer #3CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2508.2Semi standard non polar33892256
Streptozocin,1TBDMS,isomer #4CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2496.4Semi standard non polar33892256
Streptozocin,1TBDMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2446.7Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2688.9Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #10CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2663.9Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2714.7Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #3CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2686.7Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #4CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2654.9Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #5CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2720.0Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #6CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2717.1Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #7CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2684.3Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #8CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2689.2Semi standard non polar33892256
Streptozocin,2TBDMS,isomer #9CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2673.0Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2913.3Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #10CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2865.9Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #2CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2889.2Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #3CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2861.0Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #4CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2878.3Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2872.2Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #6CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2870.7Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #7CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2907.7Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #8CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2903.7Semi standard non polar33892256
Streptozocin,3TBDMS,isomer #9CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2888.8Semi standard non polar33892256
Streptozocin,4TBDMS,isomer #1CN(N=O)C(=O)N[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3096.1Semi standard non polar33892256
Streptozocin,4TBDMS,isomer #2CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C3082.4Semi standard non polar33892256
Streptozocin,4TBDMS,isomer #3CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3081.0Semi standard non polar33892256
Streptozocin,4TBDMS,isomer #4CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3082.3Semi standard non polar33892256
Streptozocin,4TBDMS,isomer #5CN(N=O)C(=O)N([C@H]1[C@@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3092.9Semi standard non polar33892256
Streptozocin,5TBDMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3299.9Semi standard non polar33892256
Streptozocin,5TBDMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3128.5Standard non polar33892256
Streptozocin,5TBDMS,isomer #1CN(N=O)C(=O)N([C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3160.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Streptozocin GC-MS (Non-derivatized) - 70eV, Positivesplash10-02mj-5940000000-8fb8f1885498bea8bc012017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Streptozocin GC-MS (4 TMS) - 70eV, Positivesplash10-000i-5384590000-954f20357dc689aab1302017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Streptozocin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 10V, Positive-QTOFsplash10-066s-1390000000-8a52d6755935e91be3452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 20V, Positive-QTOFsplash10-03di-9730000000-8e7df34a65b316df695e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 40V, Positive-QTOFsplash10-03di-9800000000-8768229ecc0345cd843a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 10V, Negative-QTOFsplash10-000i-9340000000-9e14b4f8a6d8f44c6ad62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 20V, Negative-QTOFsplash10-0a4i-9220000000-2ac584cea0c0d26bc11f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 40V, Negative-QTOFsplash10-0a4i-9200000000-dd74fa78262e5a7d35e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 10V, Negative-QTOFsplash10-0006-4940000000-29bcfe413e3e5b2dd3052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 20V, Negative-QTOFsplash10-0536-9100000000-2a734221e4d6f4a106932021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 40V, Negative-QTOFsplash10-0a4i-9000000000-722b10d68ba035f6a8c22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 10V, Positive-QTOFsplash10-000t-1090000000-4646c5accac0f8935a292021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 20V, Positive-QTOFsplash10-01ox-9000000000-d7d9d98474284352116c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Streptozocin 40V, Positive-QTOFsplash10-03di-9300000000-9cad9495adf263c410f92021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00428 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00428 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00428
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID27273
KEGG Compound IDC07313
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkStreptozocin
METLIN IDNot Available
PubChem Compound29327
PDB IDNot Available
ChEBI ID9288
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Wang Z, Gleichmann H: GLUT2 in pancreatic islets: crucial target molecule in diabetes induced with multiple low doses of streptozotocin in mice. Diabetes. 1998 Jan;47(1):50-6. [PubMed:9421374 ]
  2. Schnedl WJ, Ferber S, Johnson JH, Newgard CB: STZ transport and cytotoxicity. Specific enhancement in GLUT2-expressing cells. Diabetes. 1994 Nov;43(11):1326-33. [PubMed:7926307 ]
  3. Mansford KR, Opie L: Comparison of metabolic abnormalities in diabetes mellitus induced by streptozotocin or by alloxan. Lancet. 1968 Mar 30;1(7544):670-1. [PubMed:4170654 ]
  4. Brentjens R, Saltz L: Islet cell tumors of the pancreas: the medical oncologist's perspective. Surg Clin North Am. 2001 Jun;81(3):527-42. [PubMed:11459269 ]
  5. VAVRA JJ, DEBOER C, DIETZ A, HANKA LJ, SOKOLSKI WT: Streptozotocin, a new antibacterial antibiotic. Antibiot Annu. 1959-1960;7:230-5. [PubMed:13841501 ]
  6. BC Cancer Agency [Link]

Enzymes

General function:
Involved in glucose transmembrane transporter activity
Specific function:
Facilitative glucose transporter. This isoform likely mediates the bidirectional transfer of glucose across the plasma membrane of hepatocytes and is responsible for uptake of glucose by the beta cells; may comprise part of the glucose-sensing mechanism of the beta cell. May also participate with the Na(+)/glucose cotransporter in the transcellular transport of glucose in the small intestine and kidney.
Gene Name:
SLC2A2
Uniprot ID:
P11168
Molecular weight:
57488.955
References
  1. Wang Z, Gleichmann H: GLUT2 in pancreatic islets: crucial target molecule in diabetes induced with multiple low doses of streptozotocin in mice. Diabetes. 1998 Jan;47(1):50-6. [PubMed:9421374 ]
  2. Schnedl WJ, Ferber S, Johnson JH, Newgard CB: STZ transport and cytotoxicity. Specific enhancement in GLUT2-expressing cells. Diabetes. 1994 Nov;43(11):1326-33. [PubMed:7926307 ]

Transporters

General function:
Involved in ATP binding
Specific function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular weight:
174205.6
References
  1. Cherrington NJ, Hartley DP, Li N, Johnson DR, Klaassen CD: Organ distribution of multidrug resistance proteins 1, 2, and 3 (Mrp1, 2, and 3) mRNA and hepatic induction of Mrp3 by constitutive androstane receptor activators in rats. J Pharmacol Exp Ther. 2002 Jan;300(1):97-104. [PubMed:11752103 ]
General function:
Involved in ATP binding
Specific function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular weight:
141477.3
References
  1. Brady JM, Cherrington NJ, Hartley DP, Buist SC, Li N, Klaassen CD: Tissue distribution and chemical induction of multiple drug resistance genes in rats. Drug Metab Dispos. 2002 Jul;30(7):838-44. [PubMed:12065443 ]