| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-27 22:02:45 UTC |
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| Updated at | 2022-04-27 22:02:45 UTC |
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| NP-MRD ID | NP0050702 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Puromycin |
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| Description | (2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3. Puromycin is found in Streptomyces alboniger. Based on a literature review very few articles have been published on (2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid. |
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| Structure | COC1=CC=C(C[C@@H](N)C(=O)N[C@H]2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C(N=CN=C23)N(C)C)C=C1 InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15-,16+,18-,22-/m1/s1 |
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| Synonyms | | Value | Source |
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| (2R)-2-Amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidate | Generator |
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| Chemical Formula | C22H29N7O5 |
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| Average Mass | 471.5180 Da |
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| Monoisotopic Mass | 471.22302 Da |
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| IUPAC Name | (2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide |
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| Traditional Name | (2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=C(C[C@@H](N)C(=O)N[C@H]2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C(N=CN=C23)N(C)C)C=C1 |
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| InChI Identifier | InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15-,16+,18-,22-/m1/s1 |
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| InChI Key | RXWNCPJZOCPEPQ-DYIOZPFISA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| Not Available | | 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 purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Purine nucleosides |
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| Sub Class | Purine 3'-deoxyribonucleosides |
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| Direct Parent | Purine 3'-deoxyribonucleosides |
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| Alternative Parents | |
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| Substituents | - Purine 3'-deoxyribonucleoside
- Phenylalanine or derivatives
- Alpha-amino acid amide
- N-glycosyl compound
- Glycosyl compound
- 6-alkylaminopurine
- 6-aminopurine
- Alpha-amino acid or derivatives
- Amphetamine or derivatives
- Pentose monosaccharide
- Purine
- Imidazopyrimidine
- Phenol ether
- Anisole
- Phenoxy compound
- Dialkylarylamine
- Methoxybenzene
- Aralkylamine
- Alkyl aryl ether
- Aminopyrimidine
- Pyrimidine
- Fatty amide
- Benzenoid
- Imidolactam
- Monosaccharide
- Monocyclic benzene moiety
- Fatty acyl
- N-substituted imidazole
- Heteroaromatic compound
- Azole
- Imidazole
- Oxolane
- Amino acid or derivatives
- Secondary alcohol
- Secondary carboxylic acid amide
- Tertiary amine
- Carboxamide group
- Oxacycle
- Azacycle
- Ether
- Carboxylic acid derivative
- Organoheterocyclic compound
- Organooxygen compound
- Carbonyl group
- Alcohol
- Organic oxygen compound
- Primary amine
- Organic nitrogen compound
- Primary aliphatic amine
- Amine
- Hydrocarbon derivative
- Primary alcohol
- Organic oxide
- 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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