Oxime V

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| ImageFile = Oxime V structure.svg

| ImageSize = 200px

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| IUPACName = 4-(Methoxymethyl)-1,4-cyclohexadiene-1-carboxaldehyde syn-oxime

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| Section1 = {{Chembox Identifiers

| CASNo = 59691-20-2

| ChEMBL = 280369

| ChemSpiderID = 7851769

| PubChem = 9577332

| SMILES = C(=N/O)\C=1CC=C(COC)CC1

| InChI = 1S/C9H13NO2/c1-12-7-9-4-2-8(3-5-9)6-10-11/h2,5-6,11H,3-4,7H2,1H3/b10-6+

| InChIKey = LNTHQBNSXNQPPZ-UXBLZVDNSA-N

}}

| Section2 = {{Chembox Properties

| C = 9 | H = 13 | N = 1 | O = 2

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| Section3 = {{Chembox Hazards

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Oxime V is a chemical compound that has been studied as a potential sweetener. Oxime V was first reported in 1976 as a synthetic analog of the semisynthetic sugar substitute perillartine.{{cite journal | doi = 10.1126/science.959816 | title = Potential New Artificial Sweetener from Study of Structure-Taste Relationships | year = 1976 | last1 = Acton | first1 = E. M. | last2 = Stone | first2 = H. | journal = Science | volume = 193 | issue = 4253 | pages = 584–586 | pmid = 959816 | bibcode = 1976Sci...193..584A }} It is about 450 times as sweet as sucrose and is more water-soluble than perillartine.{{cite book | editor = Lyn O'Brien-Nabors | title = Alternative Sweeteners | edition = 3rd | date = 2001 | isbn = 0-8247-0437-1 | page = 222 | author = A. Douglas Kinghorn and Cesar M. Comadre | chapter = Chapter 12. Less Common High-Potency Sweeteners }} Its metabolism and toxicology have been investigated,{{cite journal | doi = 10.3109/01480548509038645 | title = Metabolic and Toxicologic Study of an Artificial Sweetener, Oxime V | year = 1985 | last1 = Hitoma | first1 = C. | last2 = Acton | first2 = E. M. | last3 = Degraw | first3 = J. I. | last4 = Thomas | first4 = D. W. | journal = Drug and Chemical Toxicology | volume = 8 | issue = 4 | pages = 195–206 | pmid = 3841048 }} and it has been found to have promising properties, but it is not currently marketed.

In 2022, oxime V was identified in citrus.{{cite journal | doi = 10.1021/acs.jafc.2c03515 | title = Natural Sweeteners and Sweetness-Enhancing Compounds Identified in Citrus Using an Efficient Metabolomics-Based Screening Strategy | year = 2022 | last1 = Wang | first1 = Zhixin | last2 = Gmitter | first2 = Frederick G. | last3 = Grosser | first3 = Jude W. | last4 = Wang | first4 = Yu | journal = Journal of Agricultural and Food Chemistry | volume = 70 | issue = 34 | pages = 10593–10603 | pmid = 35980814 | s2cid = 251645690 }}{{cite web | url = https://www.sciencedaily.com/releases/2022/09/220920103422.htm | title = Researchers find new sugar substitutes in citrus that could change food and beverage industry | date = September 20, 2022 | website = Science Daily }}

References