Misplaced Pages

Prodelphinidin B3

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Prodelphinidin B3
Chemical structure of prodelphinidin B3
Names
IUPAC name 2-(3,4-dihydroxyphenyl)-8--3,4-dihydro-2H-chromene-3,5,7-triol
Other names gallocatechin-(4α→8)-catechin
GC-(4,8)-C
Dimer GC-C
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • 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-N
SMILES
  • 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
Chemical formula C30H26O13
Molar mass 594.525 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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

It can also be synthesized.

References

  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


Stub icon

This article about an aromatic compound is a stub. You can help Misplaced Pages by expanding it.

Categories:
Prodelphinidin B3 Add topic