Record Information |
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Version | 1.0 |
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Created at | 2020-11-23 19:41:19 UTC |
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Updated at | 2021-08-12 19:52:15 UTC |
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NP-MRD ID | NP0002823 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | L-4-hydroxyphenylglycine |
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Provided By | BMRB |
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Description | L-4-hydroxyphenylglycine is found in Daphnia pulex. It was first documented in 2002 (PMID: 11932455). Based on a literature review a significant number of articles have been published on Oxfenicine (PMID: 17984079) (PMID: 34380192) (PMID: 34380191) (PMID: 34380190). |
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Structure | N[C@H](C(O)=O)C1=CC=C(O)C=C1 InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1 |
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Synonyms | Value | Source |
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(2S)-Amino(4-hydroxyphenyl)ethanoic acid | ChEBI | (2S)-Amino(4-hydroxyphenyl)ethanoate | Generator | 4-Hydroxyphenylglycine, (+-)-isomer | MeSH | 4-Hydroxyphenylglycine, monosodium salt | MeSH | 4-Hydroxyphenylglycine, (R)-isomer | MeSH | 4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (R)-isomer | MeSH | 4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomer | MeSH | (R,S)-3HPG | MeSH | 4-Hydroxyphenylglycine | MeSH | 4-Hydroxyphenylglycine hydrobromide, (+-)-isomer | MeSH | 4-Hydroxyphenylglycine hydrochloride, (R)-isomer | MeSH | D-P-Hydroxyphenylglycine | MeSH | P-Hydroxyphenylglycine | MeSH | 4-Hydroxyphenylglycine perchlorate, (+-)-isomer | MeSH | 4-Hydroxyphenylglycine, (S)-isomer | MeSH | 4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomer | MeSH | 4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (S)-isomer | MeSH | 4-Hydroxyphenylglycine, monosodium salt, (R)-isomer | MeSH | L-4-Hydroxyphenylglycine | MeSH | Oxfenicine | MeSH |
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Chemical Formula | C8H9NO3 |
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Average Mass | 167.1620 Da |
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Monoisotopic Mass | 167.05824 Da |
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IUPAC Name | (2S)-2-amino-2-(4-hydroxyphenyl)acetic acid |
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Traditional Name | oxfenicine |
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CAS Registry Number | Not Available |
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SMILES | N[C@H](C(O)=O)C1=CC=C(O)C=C1 |
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InChI Identifier | InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1 |
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InChI Key | LJCWONGJFPCTTL-ZETCQYMHSA-N |
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Experimental 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, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| 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 | This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. |
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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 | L-alpha-amino acids |
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Alternative Parents | |
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Substituents | - L-alpha-amino acid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Aralkylamine
- Monocyclic benzene moiety
- Benzenoid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Hydrocarbon derivative
- Primary amine
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Carbonyl group
- Organic nitrogen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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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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General References | - Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
- Recktenwald J, Shawky R, Puk O, Pfennig F, Keller U, Wohlleben W, Pelzer S: Nonribosomal biosynthesis of vancomycin-type antibiotics: a heptapeptide backbone and eight peptide synthetase modules. Microbiology (Reading). 2002 Apr;148(Pt 4):1105-1118. doi: 10.1099/00221287-148-4-1105. [PubMed:11932455 ]
- Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
- Bahloul M, Kharrat S, Chtara K, Hafdhi M, Turki O, Baccouche N, Ammar R, Kallel N, Hsairi M, Chakroun-Walha O, Hamida CB, Chelly H, Mahfoudh KB, Karoui A, Karray H, Rekik N, Bouaziz M: Clinical characteristics and outcomes of critically ill COVID-19 patients in Sfax, Tunisia. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00129. doi: 10.4266/acc.2021.00129. [PubMed:34380191 ]
- Yi J, Kim KH: Identification and infection control of carbapenem-resistant Enterobacterales in intensive care units. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00409. doi: 10.4266/acc.2021.00409. [PubMed:34380190 ]
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