Table 1 ¹H and ¹³C NMR chemical shifts, proton multiplicity, and coupling constants J _HH for the organic compounds identified in Port wine, at its natural pH of 3.4–3.7

Acetic acid/acetates

2.06 (s, βCH₃)/23.42

Alanine

1.47 (d, 7.2, βCH₃)/17.17; 3.80 (αCH)/54.79

γ-Aminobutyric acid (GABA)

1.94 (βCH₂); 2.48 (αCH₂); 3.03 (γCH₂)

Arginine

1.68 (m, γCH₂); 1.90 (m, βCH₂); 3.22 (t, δCH₂)

Caffeic/trans-caftaric acid

6.42 (d, 16.0, αCH); 6.91 (d, C5H); 7.12 (d, C6H); 7.67 (d, 16.0, βCH)

Citric acid

2.75 (d, 16.4, α,γCH)/46.54; 2.95 (d, 16.4, α′, γ′CH)

p-Coumaric/CCCC trans-coutaric acid

6.42 (d, 16.0, αCH); 6.91 (d, C3H/C5H); 7.56 (d, C2H/C6H); 7.67 (d, 16.0, βCH)

Disaccharide

5.16 (d, 3.9, C1H)/97.02

Ethanal

2.23 (d, 3.0, CH₃); 9.67 (q, CH)

Ethanol

1.17 (t, 7.2, CH₃)/19.56; 3.64 (q, 7.2, CH₂)/60.19

Ethyl acetate^a

1.26 (t, 7.2, CH₃); 4.12 (q, 7.2, CH₂)

Formic acid

8.32(s, HCOOH)/169.8

α-Fructose

4.09 (C3H)/84.68

β-Fructose

4.09 (C3H, C4H)/77.56

Gallic acid

7.12 (s, C2H, C6H, ring)/112.37

α-Glucose

5.20 (d, 3.7, C1H)/95.15

β-Glucose

4.61 (d, 8.0, C1H)/99.10; 3.25 (dd, C2H)

p-Hydroxybenzoic acid^a

6.67 (d, 3.3, C3H, C5H, ring)/113.7; 7.54 (d, 3.3, C2H, C6H, ring)/129.9

Isobutanol (2-methyl-1-propanol)

0.87 (d, 6.7, CH₃); 1.73 (m, CH); 3.36 (d, CH ₂ OH)

Isopentanol (3-methyl-1-butanol)

0.88 (d, 6.7, CH₃); 1.43 (q, CH); 1.64 (CH₂); 3.61 (t, 6.7, CH ₂ OH)

Lactic acid

1.38 (d, 7.0, βCH₃)/22.41; 4.31 (q, αCH)

Leucine

0.95 (t, δ, δ′ CH₃); 1.72 (βCH₂, γCH)

Malic acid

2.71 (dd, 6.0; 12.8, βCH)/39.48; 2.82 (dd, β′CH); 4.45 (αCH)/69.81

Methanol

3.35 (s, CH₃)/46.15

2-Methyl-1-butanol^a

0.87 (d, CH₃); 0.88 (t, CH₃); 1.10 (m, 1/2CH₂); 1.38 (m, 1/2CH₂); 1.53 (m, CH); 3.38 (dd, CH₂OH); 3.47 (dd, CH₂OH)

Niacin

8.0 (dd, C5H); 8.82 (dd, C4H, C6H); 9.11 (C2H)

2-Phenylethanol

2.76 (CH₂); 3.74 (CH ₂ OH); 7.28 (m, ring); 7.34 (m, ring)

Proline

1.99 (m, γCH₂)/26.40; 2.06 (β′CH)/31.57; 2.33 (m, βCH)/31.57; 3.32 (δ′CH)/49.07; 3.42 (δCH)/49.07; 4.11 (αCH)/63.76

1-Propanol

0.88 (t, 7.5, CH₃); 1.53 (m, CH₂); 3.55 (t, 6.8, CH ₂ OH)

Pyruvic acid^a

2.35 (s, βCH₃)

Succinic acid

2.62 (s, α, βCH₂)/31.74

Tartaric acid^a

4.41 (s, αCH)

Threonine^a

1.42 (γCH₃); 4.42 (βCH)

Tyrosine/tyrosol

6.83 (d, C3H, C5H, ring)/118.13; 7.15 (d, C2H, C6H, ring)/133.30; 6.87 (d, C3H, C5H, ring)/118.46; 7.17 (d, C2H, C6H, ring)/133.80

Uridine

4.17 (C4′H); 4.29 (C3′H); 5.87 (C5H ring, C1′H); 7.88 (C6H ring)