Record Information |
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Version | 1.0 |
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Created at | 2020-11-23 19:38:59 UTC |
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Updated at | 2021-08-12 19:51:59 UTC |
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NP-MRD ID | NP0002729 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Tropic acid |
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Provided By | BMRB |
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Description | (S)-tropic acid is also known as (S)-tropate. Tropic acid is found in Datura stamonium, Erythroxylum australe and Mandragora autumnalis . It was first documented in 2003 (PMID: 12900883). Based on a literature review a significant number of articles have been published on (S)-tropic acid (PMID: 17984079) (PMID: 34371646) (PMID: 34348637) (PMID: 30000542) (PMID: 26333843) (PMID: 24036328). |
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Structure | OC[C@@H](C(O)=O)C1=CC=CC=C1 InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1 |
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Synonyms | Value | Source |
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(S)-Tropate | Generator |
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Chemical Formula | C9H10O3 |
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Average Mass | 166.1760 Da |
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Monoisotopic Mass | 166.06299 Da |
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IUPAC Name | (2S)-3-hydroxy-2-phenylpropanoic acid |
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Traditional Name | (S)-tropic acid |
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CAS Registry Number | Not Available |
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SMILES | OC[C@@H](C(O)=O)C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1 |
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InChI Key | JACRWUWPXAESPB-MRVPVSSYSA-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, 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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Classification | Not classified |
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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 | 686778 |
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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 | 30766 |
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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 ]
- Kamiyama Y, Katagiri S, Umezawa T: Growth Promotion or Osmotic Stress Response: How SNF1-Related Protein Kinase 2 (SnRK2) Kinases Are Activated and Manage Intracellular Signaling in Plants. Plants (Basel). 2021 Jul 15;10(7). pii: plants10071443. doi: 10.3390/plants10071443. [PubMed:34371646 ]
- Pekacar S, Bulut S, Ozupek B, Orhan DD: Anti-inflammatory and Analgesic Effects of Rosehip in Inflammatory Musculoskeletal Disorders and Its Active Molecules. Curr Mol Pharmacol. 2021 Aug 4. pii: CMP-EPUB-117053. doi: 10.2174/1874467214666210804154604. [PubMed:34348637 ]
- Authors unspecified: Scopolamine. 2006. [PubMed:30000542 ]
- Tong S, Zhang H, Cheng D: Preparative Enantioseparation of beta-Substituted-2-Phenylpropionic Acids by Countercurrent Chromatography With Substituted beta-Cyclodextrin as Chiral Selectors. Chirality. 2015 Nov;27(11):795-801. doi: 10.1002/chir.22497. Epub 2015 Sep 3. [PubMed:26333843 ]
- Silva-Martin N, Retamosa MG, Maestro B, Bartual SG, Rodes MJ, Garcia P, Sanz JM, Hermoso JA: Crystal structures of CbpF complexed with atropine and ipratropium reveal clues for the design of novel antimicrobials against Streptococcus pneumoniae. Biochim Biophys Acta. 2014 Jan;1840(1):129-35. doi: 10.1016/j.bbagen.2013.09.006. Epub 2013 Sep 11. [PubMed:24036328 ]
- John H, Eyer F, Zilker T, Thiermann H: High-performance liquid-chromatographic tandem-mass spectrometric methods for atropinesterase-mediated enantioselective and chiral determination of R- and S-hyoscyamine in plasma. Anal Chim Acta. 2010 Nov 8;680(1-2):32-40. doi: 10.1016/j.aca.2010.09.018. Epub 2010 Sep 21. [PubMed:20969988 ]
- Chen H, Chen Y, Du P, Han F: Liquid chromatography-electrospray ionization ion trap mass spectrometry for analysis of in vivo and in vitro metabolites of scopolamine in rats. J Chromatogr Sci. 2008 Jan;46(1):74-80. doi: 10.1093/chromsci/46.1.74. [PubMed:18218192 ]
- Chen HX, Du P, Han FM, Chen Y: [Detection of anisodamine and its metabolites in rat feces by tandem mass spectrometry]. Yao Xue Xue Bao. 2006 Dec;41(12):1166-9. [PubMed:17290614 ]
- Bitar Y, Holzgrabe U: Impurity profiling of atropine sulfate by microemulsion electrokinetic chromatography. J Pharm Biomed Anal. 2007 Jul 27;44(3):623-33. doi: 10.1016/j.jpba.2006.07.039. Epub 2006 Sep 12. [PubMed:16971086 ]
- Harrison PK, Tattersall JE, Gosden E: The presence of atropinesterase activity in animal plasma. Naunyn Schmiedebergs Arch Pharmacol. 2006 Jun;373(3):230-6. doi: 10.1007/s00210-006-0054-5. Epub 2006 May 3. [PubMed:16736160 ]
- Chen H, Wang H, Chen Y, Zhang H: Liquid chromatography-tandem mass spectrometry analysis of anisodamine and its phase I and II metabolites in rat urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Sep 25;824(1-2):21-9. doi: 10.1016/j.jchromb.2005.07.036. [PubMed:16095983 ]
- Heine S, Ebert K, Blaschke G: Determination of L-hyoscyamine in atropine and D-hyoscyamine in L-hyoscyamine by chiral capillary electrophoresis as an alternative to polarimetry. Electrophoresis. 2003 Aug;24(15):2687-92. doi: 10.1002/elps.200305492. [PubMed:12900883 ]
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