| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-02 17:12:37 UTC |
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| Updated at | 2022-09-02 17:12:37 UTC |
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| NP-MRD ID | NP0159456 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | [3,3a,4-trihydroxy-7-(2-imino-1h-purin-9-yl)-hexahydrofuro[2,3-c]pyran-5-yl][(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]acetic acid |
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| Description | Miharamycin B belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. [3,3a,4-trihydroxy-7-(2-imino-1h-purin-9-yl)-hexahydrofuro[2,3-c]pyran-5-yl][(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]acetic acid is found in Streptomyces miharaensis. [3,3a,4-trihydroxy-7-(2-imino-1h-purin-9-yl)-hexahydrofuro[2,3-c]pyran-5-yl][(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]acetic acid was first documented in 2008 (PMID: 18833553). Based on a literature review very few articles have been published on Miharamycin B (PMID: 35606651). |
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| Structure | NC(CCCNC(N)=N)C(O)=NC(C1OC(C2OCC(O)C2(O)C1O)N1C=NC2=CNC(=N)N=C12)C(O)=O InChI=1S/C20H30N10O8/c21-7(2-1-3-25-18(22)23)15(33)28-10(17(34)35)11-12(32)20(36)9(31)5-37-13(20)16(38-11)30-6-27-8-4-26-19(24)29-14(8)30/h4,6-7,9-13,16,31-32,36H,1-3,5,21H2,(H,28,33)(H,34,35)(H4,22,23,25)(H2,24,26,29) |
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| Synonyms | Not Available |
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| Chemical Formula | C20H30N10O8 |
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| Average Mass | 538.5220 Da |
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| Monoisotopic Mass | 538.22481 Da |
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| IUPAC Name | 2-[3,3a,4-trihydroxy-7-(2-imino-2,9-dihydro-1H-purin-9-yl)-hexahydro-2H-furo[2,3-c]pyran-5-yl]-2-[(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]acetic acid |
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| Traditional Name | [3,3a,4-trihydroxy-7-(2-imino-1H-purin-9-yl)-hexahydrofuro[2,3-c]pyran-5-yl][(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]acetic acid |
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| CAS Registry Number | Not Available |
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| SMILES | NC(CCCNC(N)=N)C(O)=NC(C1OC(C2OCC(O)C2(O)C1O)N1C=NC2=CNC(=N)N=C12)C(O)=O |
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| InChI Identifier | InChI=1S/C20H30N10O8/c21-7(2-1-3-25-18(22)23)15(33)28-10(17(34)35)11-12(32)20(36)9(31)5-37-13(20)16(38-11)30-6-27-8-4-26-19(24)29-14(8)30/h4,6-7,9-13,16,31-32,36H,1-3,5,21H2,(H,28,33)(H,34,35)(H4,22,23,25)(H2,24,26,29) |
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| InChI Key | JOTXNJQBWBCEHD-UHFFFAOYSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Carboxylic acids and derivatives |
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| Sub Class | Amino acids, peptides, and analogues |
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| Direct Parent | Dipeptides |
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| Alternative Parents | |
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| Substituents | - Alpha-dipeptide
- N-acyl-alpha amino acid or derivatives
- N-acyl-alpha-amino acid
- Alpha-amino acid amide
- Alpha-amino acid or derivatives
- Imidazopyrimidine
- Purine
- Furopyran
- Aminopyrimidine
- Amino saccharide
- N-substituted imidazole
- Oxane
- N-acyl-amine
- Pyran
- Pyrimidine
- Fatty amide
- Fatty acyl
- Tertiary alcohol
- Tetrahydrofuran
- Imidazole
- Azole
- Furan
- Heteroaromatic compound
- Secondary carboxylic acid amide
- Secondary alcohol
- Amino acid
- Amino acid or derivatives
- Carboxamide group
- Guanidine
- Oxacycle
- Carboxylic acid
- Dialkyl ether
- Ether
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Carboximidamide
- Monocarboxylic acid or derivatives
- Polyol
- Amine
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Primary amine
- Primary aliphatic amine
- Alcohol
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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