Pelargonin
Pelargonin
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| Names |
| IUPAC name
(2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| Other names
Pelargonidin 3,5-di-beta-D-glucoside |
| Identifiers |
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17334-58-6 |
| ChemSpider |
390369 |
| Jmol interactive 3D |
Image |
| PubChem |
441772 |
InChI=1S/C27H30O15/c28-8-17-19(32)21(34)23(36)26(41-17)39-15-6-12(31)5-14-13(15)7-16(25(38-14)10-1-3-11(30)4-2-10)40-27-24(37)22(35)20(33)18(9-29)42-27/h1-7,17-24,26-29,32-37H,8-9H2,(H-,30,31)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1 Key: SLCKJKWFULXZBD-ZOTFFYTFSA-O InChI=1/C27H30O15/c28-8-17-19(32)21(34)23(36)26(41-17)39-15-6-12(31)5-14-13(15)7-16(25(38-14)10-1-3-11(30)4-2-10)40-27-24(37)22(35)20(33)18(9-29)42-27/h1-7,17-24,26-29,32-37H,8-9H2,(H-,30,31)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1 Key: SLCKJKWFULXZBD-OJOSBQBKBL
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c1cc(ccc1c2c(cc3c([o+]2)cc(cc3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
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| Properties |
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C27H31O15+ |
| Molar mass |
595.53 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
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| Infobox references |
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Pelargonin is an anthocyanin. It is the 3,5-O-diglucoside of pelargonidin.
Natural occurrences
Pelargonin is a pigment, found in the petals of the scarlet pelargonium flower[1] in pomegranates,[2] and in red wine.[3]
See also
References
- ↑ The Colouring Matter of the Scarlet Pelargonium. Geoffrey Saunders Currey, J. Chem. Soc., Trans., 1922, volume 121, pages 319-323, doi:10.1039/CT9222100319
- ↑ Influence of Cultivar, Maturity Stage and Geographical Location on the Juice Pigmentation of Tunisian Pomegranates. Gil M.I., Cherif J., Ayed N., Artes F., Tomasbarberan, F.A. Zeitschrift für Lebensmittel Untersuchung und Forschung (1995), 201, pages 361-364, doi:10.1007/BF01192733
- ↑ He, Fei; Liang, Na-Na; Mu, Lin; Pan, Qiu-Hong; Wang, Jun; Reeves, Michael J.; Duan, Chang-Qing (February 2012). "Anthocyanins and Their Variation in Red Wines I. Monomeric Anthocyanins and Their Color Expression". Molecules 17 (2): 1571–1601. doi:10.3390/molecules17021571.
External links
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| | 3-hydroxyanthocyanidins | |
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| | 3-deoxyanthocyanidins | |
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| | O-methylated anthocyanidins | |
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| Anthocyanins
(anthocyaninidin glycosides) | Glucosides:
Diglucosides:
- Cyanin (Cyanidin-3,5-O-diglucoside)
- Delphin (Delphinidin-3,5-O-diglucoside)
- Malvin (Malvidin 3,5-diglucoside)
- Pelargonin (Pelargonidin-3,5-O-diglucoside)
- Peonin (Peonidin 3,5-O-diglucoside)
- Petunin (Petunidin 3,5-O-diglucoside)
Others glycosides:
- Antirrhinin (Cyanidin-3-O-rutinoside)
- Ideain (Cyanidin 3-O-galactoside)
- Delphinidin 3-O-rhamnoside
- Petunidin 3-O-arabinoside
- Petunidin 3-O-galactoside
- Petunidin 3-O-rhamnoside
- Petunidin-3-O-rutinoside
- Primulin (Malvidin-3-O-galactoside)
- Pulchellidin 3-rhamnoside
- Tulipanin (Delphinidin 3-O-rutinoside)
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| | Acylated anthocyanins | |
- Cyanidin-3-O-(6-acetyl)-glucoside
- Delphinidin-3-O-(6-acetyl)-glucoside
- Malvidin-3-O-(6-acetyl)-glucoside
- Petunidin-3-O-(6-acetyl)-galactoside
- Petunidin-3-O-(6-acetyl)-glucoside
- Peonidin-3-O-(6-acetyl)-glucoside
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| Coumaroylated anthocyanins
(cis- and trans-) | |
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| Caffeoylated anthocyanins |
- Malvidin-3-O-(6-p-caffeoyl)glucoside
- Peonidin-3-O-(6-p-caffeoyl)glucoside
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| Malonylated anthocyanins |
- Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)
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| Acylated anthocyanin diglycosides |
- Cyanidin-3-O-(di-p-coumarylglucoside)-5-glucoside
- Gentiodelphin (delphinidin 3-O-glucosyl-5-O-(6-O-caffeoyl-glucosyl)-3′-O-(6-O-caffeoyl-glucoside))
- Nasunin (Delphinidin-3-(p-coumaroylrutinoside)-5-glucoside)
- Petanin (petunidin 3-[6-O-(4-O-E-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-d-glucopyranoside]-5-O-β-d-glucopyranoside)
- Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-beta-D-glucosyl)oxybenzoyl)-beta-D-glucoside)
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| | Flavanol-anthocyanin adducts |
- Malvidin glucoside-ethyl-catechin
- Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
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| | Misc. | |
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