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Prodelphinidin B3

Prodelphinidin B3 is a prodelphinidin dimer found in food products such as barley[1][2] and beer, in fruits and pod vegetables. It can also be found in pomegranate peels.[3]

Prodelphinidin B3
Names
IUPAC name
2-(3,4-dihydroxyphenyl)-8-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Other names
gallocatechin-(4α→8)-catechin
GC-(4,8)-C
Dimer GC-C
Identifiers
  • 78362-05-7 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 35014448
  • 13831061
UNII
  • YKF63X6RDD Y
  • InChI=1S/C30H26O13/c31-12-6-17(35)23-22(7-12)42-29(11-4-19(37)26(40)20(38)5-11)27(41)25(23)24-18(36)9-15(33)13-8-21(39)28(43-30(13)24)10-1-2-14(32)16(34)3-10/h1-7,9,21,25,27-29,31-41H,8H2
    Key: ZYDDITZPGFXQSD-UHFFFAOYSA-N
  • C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=CC(=C(C(=C6))O)O)O
Properties
C30H26O13
Molar mass 594.525 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

It can also be synthesized.[4]

References edit

  1. ^ Klausen, K; Mortensen, AG; Laursen, B; Haselmann, KF; Jespersen, BM; Fomsgaard, IS (2010). "Phenolic compounds in different barley varieties: Identification by tandem mass spectrometry (QStar) and NMR; quantification by liquid chromatography triple quadrupole-linear ion trap mass spectrometry (Q-Trap)". Natural Product Communications. 5 (3): 407–14. doi:10.1177/1934578X1000500314. PMID 20420318. S2CID 45699900.
  2. ^ Quinde-Axtell, Zory; Baik, Byung-Kee (2006). "Phenolic Compounds of Barley Grain and Their Implication in Food Product Discoloration". Journal of Agricultural and Food Chemistry. 54 (26): 9978–84. doi:10.1021/jf060974w. PMID 17177530.
  3. ^ Plumb, G. W.; De Pascual-Teresa, S.; Santos-Buelga, C.; Rivas-Gonzalo, J. C.; Williamson, G. (2002). "Antioxidant properties of gallocatechin and prodelphinidins from pomegranate peel". Redox Report. 7 (1): 41–6. doi:10.1179/135100002125000172. PMID 11981454.
  4. ^ Delcour, Jan A.; Vercruysse, Sabine A. R. (1986). "Direct Synthesis of the Barley Proanthocyanidins Prodelphinidin B3, Prodelphinidin C2 and Two Trimeric Proanthocyanidins with a Mixed Prodelphinidin-Procyanidin Stereochemistry". Journal of the Institute of Brewing. 92 (3): 244. doi:10.1002/j.2050-0416.1986.tb04409.x.

External links edit

  • Prodelphinidin B3 on www.phenol-explorer.eu


prodelphinidin, prodelphinidin, dimer, found, food, products, such, barley, beer, fruits, vegetables, also, found, pomegranate, peels, namesiupac, name, dihydroxyphenyl, trihydroxy, trihydroxyphenyl, dihydro, chromen, dihydro, chromene, triolother, names, gall. Prodelphinidin B3 is a prodelphinidin dimer found in food products such as barley 1 2 and beer in fruits and pod vegetables It can also be found in pomegranate peels 3 Prodelphinidin B3 NamesIUPAC name 2 3 4 dihydroxyphenyl 8 3 5 7 trihydroxy 2 3 4 5 trihydroxyphenyl 3 4 dihydro 2H chromen 4 yl 3 4 dihydro 2H chromene 3 5 7 triolOther names gallocatechin 4a 8 catechinGC 4 8 CDimer GC CIdentifiersCAS Number 78362 05 7 Y3D model JSmol Interactive imageChemSpider 35014448PubChem CID 13831061UNII YKF63X6RDD YInChI InChI 1S C30H26O13 c31 12 6 17 35 23 22 7 12 42 29 11 4 19 37 26 40 20 38 5 11 27 41 25 23 24 18 36 9 15 33 13 8 21 39 28 43 30 13 24 10 1 2 14 32 16 34 3 10 h1 7 9 21 25 27 29 31 41H 8H2Key ZYDDITZPGFXQSD UHFFFAOYSA NSMILES C1C C OC2 C1C CC C2C3C C OC4 CC CC C34 O O C5 CC C C C5 O O O O O O C6 CC C C C6 O O OPropertiesChemical formula C 30H 26O 13Molar mass 594 525 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It can also be synthesized 4 References edit Klausen K Mortensen AG Laursen B Haselmann KF Jespersen BM Fomsgaard IS 2010 Phenolic compounds in different barley varieties Identification by tandem mass spectrometry QStar and NMR quantification by liquid chromatography triple quadrupole linear ion trap mass spectrometry Q Trap Natural Product Communications 5 3 407 14 doi 10 1177 1934578X1000500314 PMID 20420318 S2CID 45699900 Quinde Axtell Zory Baik Byung Kee 2006 Phenolic Compounds of Barley Grain and Their Implication in Food Product Discoloration Journal of Agricultural and Food Chemistry 54 26 9978 84 doi 10 1021 jf060974w PMID 17177530 Plumb G W De Pascual Teresa S Santos Buelga C Rivas Gonzalo J C Williamson G 2002 Antioxidant properties of gallocatechin and prodelphinidins from pomegranate peel Redox Report 7 1 41 6 doi 10 1179 135100002125000172 PMID 11981454 Delcour Jan A Vercruysse Sabine A R 1986 Direct Synthesis of the Barley Proanthocyanidins Prodelphinidin B3 Prodelphinidin C2 and Two Trimeric Proanthocyanidins with a Mixed Prodelphinidin Procyanidin Stereochemistry Journal of the Institute of Brewing 92 3 244 doi 10 1002 j 2050 0416 1986 tb04409 x External links editProdelphinidin B3 on www phenol explorer eu nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Prodelphinidin B3 amp oldid 1188026531, wikipedia, wiki, book, books, library,

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