Record Information |
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Version | 1.0 |
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Created at | 2020-11-23 18:25:15 UTC |
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Updated at | 2021-08-12 19:51:39 UTC |
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NP-MRD ID | NP0002612 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 3,4-Dehydro-d/L-proline |
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Provided By | BMRB![BMRB logo](/attributions/logo_bmrb.svg) |
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Description | (2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid 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. 3,4-Dehydro-d/L-proline is found in Santalum album . It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on (2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (PMID: 34299166) (PMID: 29922306) (PMID: 28194412) (PMID: 26682613) (PMID: 25130741) (PMID: 24974330). |
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Structure | [H]OC(=O)[C@@]1([H])N([H])C([H])([H])C([H])=C1[H] InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1 |
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Synonyms | Value | Source |
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(2S)-2,5-Dihydro-1H-pyrrole-2-carboxylate | Generator |
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Chemical Formula | C5H7NO2 |
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Average Mass | 113.1160 Da |
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Monoisotopic Mass | 113.04768 Da |
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IUPAC Name | (2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid |
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Traditional Name | (2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | [H]OC(=O)[C@@]1([H])N([H])C([H])([H])C([H])=C1[H] |
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InChI Identifier | InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/t4-/m0/s1 |
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InChI Key | OMGHIGVFLOPEHJ-BYPYZUCNSA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 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 | 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
- Pyrroline carboxylic acid
- Pyrroline carboxylic acid or derivatives
- Pyrroline
- Amino acid
- Carboxylic acid
- Secondary aliphatic amine
- Monocarboxylic acid or derivatives
- Secondary amine
- Organoheterocyclic compound
- Azacycle
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Amine
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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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External Links |
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HMDB ID | Not Available |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 85089 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | Not Available |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Good Scents ID | Not Available |
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References |
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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 ]
- Pinski A, Betekhtin A, Kwasniewska J, Chajec L, Wolny E, Hasterok R: 3,4-Dehydro-L-proline Induces Programmed Cell Death in the Roots of Brachypodium distachyon. Int J Mol Sci. 2021 Jul 14;22(14). pii: ijms22147548. doi: 10.3390/ijms22147548. [PubMed:34299166 ]
- Li YY, Chen XM, Zhang Y, Cho YH, Wang AR, Yeung EC, Zeng X, Guo SX, Lee YI: Immunolocalization and Changes of Hydroxyproline-Rich Glycoproteins During Symbiotic Germination of Dendrobium officinale. Front Plant Sci. 2018 Apr 25;9:552. doi: 10.3389/fpls.2018.00552. eCollection 2018. [PubMed:29922306 ]
- Li L, Ye Y, Sang P, Yin Y, Hu W, Wang J, Zhang C, Li D, Wan W, Li R, Li L, Ma L, Xie Y, Meng Z: Effect of R119G Mutation on Human P5CR1 Dynamic Property and Enzymatic Activity. Biomed Res Int. 2017;2017:4184106. doi: 10.1155/2017/4184106. Epub 2017 Jan 18. [PubMed:28194412 ]
- Rizzo A, Rikken GL, Mathevet R: Ab initio study of the enantio-selective magnetic-field-induced second harmonic generation in chiral molecules. Phys Chem Chem Phys. 2016 Jan 21;18(3):1846-58. doi: 10.1039/c5cp07127e. Epub 2015 Dec 18. [PubMed:26682613 ]
- Hara R, Uchiumi N, Okamoto N, Kino K: Regio- and stereoselective oxygenation of proline derivatives by using microbial 2-oxoglutarate-dependent dioxygenases. Biosci Biotechnol Biochem. 2014;78(8):1384-8. doi: 10.1080/09168451.2014.918490. Epub 2014 Jun 26. [PubMed:25130741 ]
- Zhang X, Ma H, Qi H, Zhao J: Roles of hydroxyproline-rich glycoproteins in the pollen tube and style cell growth of tobacco (Nicotiana tabacum L.). J Plant Physiol. 2014 Jul 15;171(12):1036-45. doi: 10.1016/j.jplph.2014.02.010. Epub 2014 Mar 27. [PubMed:24974330 ]
- Lee YI, Hsu ST, Yeung EC: Orchid protocorm-like bodies are somatic embryos. Am J Bot. 2013 Nov;100(11):2121-31. doi: 10.3732/ajb.1300193. Epub 2013 Oct 17. [PubMed:24136821 ]
- Zunich SM, Valdovinos M, Douglas T, Walterhouse D, Iannaccone P, Lamm ML: Osteoblast-secreted collagen upregulates paracrine Sonic hedgehog signaling by prostate cancer cells and enhances osteoblast differentiation. Mol Cancer. 2012 Jul 13;11:30. doi: 10.1186/1476-4598-11-30. [PubMed:22559324 ]
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