Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H13N5O5S |
| Molecular Weight | 315.306 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC2=C(NC(=S)N2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1
InChI
InChIKey=KZELNMSPWPFAEB-UMMCILCDSA-N
InChI=1S/C10H13N5O5S/c11-9-13-6-3(7(19)14-9)12-10(21)15(6)8-5(18)4(17)2(1-16)20-8/h2,4-5,8,16-18H,1H2,(H,12,21)(H3,11,13,14,19)/t2-,4-,5-,8-/m1/s1
| Molecular Formula | C10H13N5O5S |
| Molecular Weight | 315.306 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 8-Mercaptoguanosine-mediated enhancement of in vivo IgG1, IgG2 and IgG3 antibody responses to polysaccharide antigens in normal and xid mice. | 1989-11-01 |
|
| 8-Mercaptoguanosine overcomes unresponsiveness of human neonatal B cells to polysaccharide antigens. | 1988-10-01 |
|
| Role of salvage and phosphorylation in the immunostimulatory activity of C8-substituted guanine ribonucleosides. | 1988-10-01 |
|
| 5-Halo-6-phenyl pyrimidinones and 8-substituted guanosines: biological response modifiers with similar effects on B cells. | 1988-03 |
|
| Activation of human B lymphocytes by 8' substituted guanosine derivatives. | 1988-02 |
|
| Regulation of B-cell differentiation: anti-mu antibodies have opposite effects on differentiation stimulated by bacterial lipopolysaccharide and 8-mercaptoguanosine. | 1988 |
|
| Induction of interleukin 1 activity from macrophages by direct interaction with C8-substituted guanine ribonucleosides. | 1988 |
|
| Inducible Ig heavy chain switching in an IgM+ Ly-1 B cell line. Evidence for a state of switch commitment. | 1988 |
|
| "Numatrin," a nuclear matrix protein associated with induction of proliferation in B lymphocytes. | 1987-08-15 |
|
| Interaction between cytokines and 8-mercaptoguanosine in humoral immunity: synergy with interferon. | 1987-07-01 |
|
| Large, activated B cells are the primary B-cell target of 8-bromoguanosine and 8-mercaptoguanosine. | 1987-05 |
|
| Regulation of B cell activation by prostaglandins: cell cycle-specific effects on activation by anti-immunoglobulin and 8-mercaptoguanosine. | 1986-12-15 |
|
| Distinct effects of dual substitution on inductive and differentiative activities of C8-substituted guanine ribonucleosides. | 1986-10-15 |
|
| Mechanism of synergy between T cell signals and C8-substituted guanine nucleosides in humoral immunity: B lymphotropic cytokines induce responsiveness to 8-mercaptoguanosine. | 1986-05-01 |
|
| Restoration of in vitro responsiveness of xid B cells to TNP-Ficoll by 8-mercaptoguanosine. | 1986-02-15 |
|
| Antigen-specific enhancement of the human antibody response by a substituted nucleoside. | 1986 |
|
| Enhancement of T cell proliferation and differentiation by 8-mercaptoguanosine. | 1986 |
|
| Queuosine metabolism: possible relation to B-cell activation by C8 derivatives of guanosine. | 1985-09 |
|
| Demonstration of T-cell-dependent and T-cell-independent components of 8-mercaptoguanosine-mediated adjuvanticity. | 1985-09 |
|
| Restoration of humoral immunity in vitro in immunodeficient aging mice by C8-derivatized guanine ribonucleosides. | 1985-06 |
|
| Lymphokine-like activity of 8-mercaptoguanosine: induction of T and B cell differentiation. | 1985-05 |
|
| Control of B cell proliferation: inhibition of responses to B cell mitogens induced by plasma cell tumors. | 1985-05 |
|
| Dissociation of inductive from differentiative signals transmitted by C8-substituted guanine ribonucleosides to B cells from SJL mice. | 1985-01 |
|
| Mechanism of 8-mercaptoguanosine-mediated adjuvanticity: roles of clonal expansion and cellular recruitment. | 1984-12 |
|
| Regulation of B-lymphocyte proliferative responses by arachidonate metabolites: effects on membrane-directed versus intracellular activators. | 1984-09 |
|
| Derivatized guanine nucleosides: a new class of adjuvant for in vitro antibody responses. | 1983-06 |
|
| Activation of lymphocytes by a thiol-derivatized nucleoside: characterization of cellular parameters and responsive subpopulations. | 1983-02 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:08:43 GMT 2025
by
admin
on
Mon Mar 31 19:08:43 GMT 2025
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| Record UNII |
B0T9FOW56N
|
| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID30948906
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686300-03-8
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NON-SPECIFIC STEREOCHEMISTRY | |||
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26001-38-7
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135457302
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247-402-4
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79216
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B0T9FOW56N
Created by
admin on Mon Mar 31 19:08:43 GMT 2025 , Edited by admin on Mon Mar 31 19:08:43 GMT 2025
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PRIMARY |