Chemistry:Dactylifric acid
From HandWiki
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| Names | |
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| Preferred IUPAC name
(3R,4R,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohex-1-ene-1-carboxylic acid | |
| Other names
Dattelic acid; 5-O-Caffeoylshikimic acid; trans-5-O-Caffeoylshikimic acid; 5-Caffeoylshikimic acid
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C16H16O8 | |
| Molar mass | 336.296 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
Dactylifric acid (also known as dattelic acid or 5-O-caffeoylshikimic acid[2][3][4]) is an ester derived from caffeic acid and shikimic acid. It and its isomers are enzymic browning substrates found in dates (Phoenix dactylifera fruits).[3][5]
Some older sources identify dactylifric acid as 3-O-caffeoylshikimic acid.[5]
References
- ↑ "5-O-Caffeoylshikimic acid". https://commonchemistry.cas.org/detail?cas_rn=73263-62-4.
- ↑ Fukuoka, Masamichi (1982). "Chemical and toxicological studies on bracken fern, Pteridium aquilinum var. Latiusculum. VI. Isolation of 5-O-caffeoylshikimic acid as an antithiamine factor". Chemical and Pharmaceutical Bulletin 30 (9): 3219–3224. doi:10.1248/cpb.30.3219. PMID 6926750. "5-O-Caffeoylshikimic acid (dactylifric acid) was isolated...".
- ↑ 3.0 3.1 Ziouti, A.; Modafar, C.; Fleuriet, A.; Boustani, S.; Macheix, J. J. (1996). "Phenolic compounds in date palm cultivars sensitive and resistant to Fusarium oxysporum". Biologia Plantarum 38 (3): 451–457. doi:10.1007/BF02896679. "5-caffeoylshikimic acid (dactylifric acid) and its positional isomers (3-caffeoylshikimic acid and 4-caffeoylshikimic acid)...".
- ↑ "Chlorogenic acids and the acyl-quinic acids: discovery, biosynthesis, bioavailability and bioactivity". http://www.rsc.org/suppdata/c7/np/c7np00030h/c7np00030h1.pdf. "Trivial Name: Dactylifric acid ... Current Interpretation with IUPAC numbering: 5-O-Caffeoylshikimic acid"
- ↑ 5.0 5.1 Maier, V. P.; Metzler, D. M.; Huber, A. F. (1964). "3-O-Caffeoylshikimic acid (dactylifric acid) and its isomers, a new class of enzymic browning substrates". Biochemical and Biophysical Research Communications 14 (2): 124–128. doi:10.1016/0006-291x(64)90241-4. PMID 5836492.
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