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Drug Details

General Information of the Drug (ID: DR4455)
Name
Mizoribine
Synonyms
mizoribine; 50924-49-7; Bredinin; HE-69; UNII-4JR41A10VP; MLS000028813; 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-hydroxy-1H-imidazole-4-carboxamide; 5-Hydroxy-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide; SMR000058473; 5-Hydroxy-1-beta-D-ribofuranosylimidazole-4-carboxamide; 4JR41A10VP; Bredinine; 1H-Imidazole-4-carboxamide, 5-hydroxy-1-beta-D-ribofuranosyl-; MFCD00057221; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide; 50524-49-7; NCGC00094087-01; Mizoribinum; Mizoribina; Mizoribine [INN:JAN]; DSSTox_CID_25777; DSSTox_RID_81119; DSSTox_GSID_45777; Mizoribinum [INN-Latin]; Mizoribina [INN-Spanish]; Bredinin (TN); 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxy-1H-imidazole-4-carboxamide; CAS-50924-49-7; SR-01000075989; BRN 4151713; 4-Carbamoyl-1-beta-D-ribofuranosyl-imidazolium-5-olate; HE 69; Anhydro-4-carbamoyl-5-hydroxy-1-beta-D-ribofuranosyl-imidazolium hydroxide; Mizoribine(Bredinin); NSC 289637; HS-0046; Mizoribine (Bredinin); Opera_ID_1558; Spectrum2_001559; Spectrum3_000739; Spectrum4_000220; Spectrum5_001671; Mizoribine (JP17/INN); M 3047; SCHEMBL7118; Lopac0_000745; BSPBio_002298; KBioGR_000859; 1H-Imidazole-4-carboxamide, 5-hydroxy-1-b-D-ribofuranosyl-; MLS001076272; MLS006010038; DivK1c_000948; SPBio_001438; CHEMBL245019; cid_104762; Mizoribine, >=98% (TLC); DTXSID8045777; BDBM68669; CHEBI:31858; HMS502P10; KBio1_000948; KBio3_001518; N'-(beta-D-Ribofuranosyl)-5-hydroxyimidazole-4-carboxamide; NINDS_000948; HMS2230D04; HMS3262E12; N'-(beta-D-Ribofuranosyl)-5-hydroxy-imida-zole-4-carboxamide; EX-A2256; ZINC3812887; Tox21_111242; Tox21_500745; CCG-39778; QC-367; s1384; AKOS015994615; Tox21_111242_1; AC-5266; BCP9000933; CS-1823; DB12617; LP00745; SDCCGSBI-0050723.P004; IDI1_000948; SMP1_000195; NCGC00094087-02; NCGC00094087-03; NCGC00094087-04; NCGC00094087-05; NCGC00261430-01; HY-17470; Q571; BCP0726000318; SBI-0050723.P003; AB0017672; EU-0100745; M2399; A10597; A16794; D01392; AB00053323_12; AB00053323_13; 924M497; J-700185; Q6884708; SR-01000075989-1; SR-01000075989-4; 1-(beta-D-Ribofuranosyl)-5-hydroxyimidazole-4-carboxamide; 4-Carbamoyl-1-(beta-D-ribofuranosyl)-5-oxylatoimidazolium; 5-hydroxy-1-b-D-ribofuranosyl-1H-Imidazole-4-carboxamide; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-5-hydroxy-4-imidazolecarboxamide; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-hydroxy-imidazole-4-carboxamide; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-5-hydroxy-imidazole-4-carboxamide; 1-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-5-oxidanyl-imidazole-4-carboxamide; Bredinin; ; ; HE-69; ; ; NSC-289637; ; ; 1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide
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Molecular Type
Small molecule
Disease Transplant rejection [ICD-11: NE84] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C9H13N3O6
PubChem CID
104762
Canonical SMILES
C1=NC(=C(N1C2C(C(C(O2)CO)O)O)O)C(=O)N
InChI
1S/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)/t3-,5-,6-,9-/m1/s1
InChIKey
HZQDCMWJEBCWBR-UUOKFMHZSA-N
CAS Number
CAS 50924-49-7
ChEBI ID
CHEBI:31858
TTD Drug ID
D0G5AG
DrugBank ID
DB12617
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Mycophenolate mofetil      Penicillium stoloniferum     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model T-cell populations from B6 mice Healthy Rattus norvegicus
                    In-vivo Model Heterotopic vascularized heart transplantation was performed into the right cervical portion of the B6 mice.
                    Experimental
                    Result(s)
The combination of MMF and MZ showed mild synergistic effects in the inhibition of MLR and strong synergistic effects in a mouse heart transplantation model.
Target and Pathway
Target(s) IMP dehydrogenase 1 (IMPDH1)  Molecule Info  [3]
References
Reference 1 Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77.
Reference 2 Combination effect of mycophenolate mofetil with mizoribine on cell proliferation assays and in a mouse heart transplantation model. Transplantation. 2006 Jul 27;82(2):175-9.
Reference 3 VX-497: a novel, selective IMPDH inhibitor and immunosuppressive agent. J Pharm Sci. 2001 May;90(5):625-37.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China