TABLE 1.
Bioactive and nutritional compounds identified in pigmented rice.
Compound | PubChem CID | Compound class | Figure 2a | References |
Cyanine 3-glucoside | 197081 | Anthocyanin | ✓ | Pereira-Caro et al., 2013; |
Peonidin-3-glucoside | 443654 | Anthocyanin | ✓ | Zhang et al., 2015; |
Cyanidin | 128861 | Anthocyanin | Tantipaiboonwong et al., 2017; | |
Cyanidin-3,5-diglucoside | 44256718 | Anthocyanin | ✓ | Shao et al., 2018 |
Cyanidin-3-O-(6”-O-p-coumaroyl)glucoside | Anthocyanin | ✓ | ||
Pelargonidin-3-O-glucoside | 443648 | Anthocyanin | ||
Peonidin-3-O-(6”-O-p-coumaroyl)glucoside | Anthocyanin | ✓ | ||
Cyanidin-3-O-arabidoside | Anthocyanin | ✓ | ||
Flavone | 10680 | Flavone | ||
Luteolin-6/8-C-pentoside-6/8-C-hexoside (2 isomers) | Flavone | Pereira-Caro et al., 2013; | ||
Apigenin-6/8-C-pentoside-8/6-C-hexoside (three isomers) | Flavone glycoside | Kim et al., 2014; | ||
Apigenin-6-C-glucosyl-8-C-arabinoside | Flavone | Ghasemzadeh et al., 2018; | ||
Tricin-O-rhamnoside-O-hexoside | Flavone | Poulev et al., 2019 | ||
Tricin | 5281702 | Flavone | ✓ | |
Chrysoeriol | 5280666 | Flavone | ✓ | |
Luteolin | 5280445 | Flavone | ✓ | |
Apigenin | 5280443 | Flavone | ✓ | |
Caffeic acid | 689043 | Hydrocinnamic acid | ✓ | Gunaratne et al., 2013; |
p-Coumaric acid | 637542 | Hydrocinnamic acid | ✓ | Zhang et al., 2015; |
Ferulic acid | 445858 | Hydrocinnamic acid | ✓ | Irakli et al., 2016; |
Sinapic acid | 637775 | Hydrocinnamic acid | ✓ | Tantipaiboonwong et al., 2017; |
Isoferulic acid | 736186 | Hydrocinnamic acid | Chiou et al., 2018; | |
Chlorogenic acid | 1794427 | Hydrocinnamic acid | Ghasemzadeh et al., 2018; Shao et al., 2018 | |
2,5-Dihydroxybenzoic acid | 3469 | Hydroxybenzoic acid | ✓ | Kim et al., 2014; |
p-Hydroxybenzoic acid | 135 | Hydroxybenzoic acid | ✓ | Valarmathi et al., 2014; |
Gallic acid | 370 | Hydroxybenzoic acid | ✓ | Suwannakul et al., 2015; |
Vanillic acid | 8468 | Hydroxybenzoic acid | ✓ | Huang and Lai, 2016; |
Syringic acid | 10742 | Hydroxybenzoic acid | ✓ | Irakli et al., 2016; |
Protocatechuic acid | 72 | Hydroxybenzoic acid | ✓ | Tantipaiboonwong et al., 2017; |
Salicylic acid | 338 | Hydroxybenzoic acid | ✓ | Ghasemzadeh et al., 2018; |
β-Resorcylic acid | 1491 | Hydroxybenzoic acid | Shao et al., 2018 | |
Protocatechualdehyde | 8768 | Phenolic aldehyde | Huang and Lai, 2016 | |
8-5′-Coupled diferulic acid | Phenolic dehydrodimer | Zhang et al., 2015 | ||
5-5′-Coupled diferulic acid | Phenolic dehydrodimer | |||
8-8′-Coupled diferulic acid benzofuran form | Phenolic dehydrodimer | |||
Proanthocyanidin dimer | Proanthocyanin | ✓ | Gunaratne et al., 2013 | |
Proanthocyanidin trimer | Proanthocyanin | ✓ | ||
Catechin | 73160 | Flavanonol | ✓ | Tantipaiboonwong et al., 2017; |
Epicatechin | 72276 | Flavanonol | ✓ | Ghasemzadeh et al., 2018 |
Quercetin | 5280343 | Flavonol | Pereira-Caro et al., 2013; | |
Quercetin-3-O-glucoside | Flavonol | Valarmathi et al., 2014; | ||
Quercetin-3-O-rutinoside | Flavonol | Chiou et al., 2018; | ||
Isorhamnetin-3-O-glucoside | 5318645 | Flavonol | Ghasemzadeh et al., 2018; | |
Myricetin | 5281672 | Flavonol | Poulev et al., 2019 | |
Rutin | 5280805 | Flavonol | ||
Kaempferol | 5280863 | Flavonol | ||
Kaempferide | 5281666 | Flavonol | ||
Naringenin | 932 | Flavanone | ✓ | Chiou et al., 2018 |
Cycloartenol ferulate | 134695320 | γ-Oryzanol | Chakuton et al., 2012; | |
24-Methylenecycloartenol ferulate | 9920169 | γ-Oryzanol | Gunaratne et al., 2013; | |
Campesteryl ferulate | 15056832 | γ-Oryzanol | Pereira-Caro et al., 2013 | |
β-Sitosteryl ferulate | 9938436 | γ-Oryzanol | ||
Δ7-Campesteryl ferulate | γ-Oryzanol | |||
Campestanyl ferulate | 13786591 | γ-Oryzanol | ||
Sitostanyl ferulate | 11227138 | γ-Oryzanol | ||
Phytic acid | 890 | Phytic acid | Chakuton et al., 2012; Insuan et al., 2017 | |
Tocotrienols (α-, β-, γ-, δ-forms) | 9929901 | Vitamin E | Zubair et al., 2012; | |
Tocopherols (α-, β-, γ-, δ-forms) | 14986 | Vitamin E | Gunaratne et al., 2013; Irakli et al., 2016 | |
Riboflavin | 493570 | Vitamin B2 | Valarmathi et al., 2014 | |
Nicotinic acid | 938 | Vitamin B3 | Kim et al., 2014 | |
Lutein | 5281243 | Carotenoid | Pereira-Caro et al., 2013; | |
Zeaxanthin | 5280899 | Carotenoid | Valarmathi et al., 2014; | |
β-Carotene | 5280489 | Carotenoid | Irakli et al., 2016; | |
Lycopene | 446925 | Carotenoid | Melini and Acquistucci, 2017 | |
β-Carotene-4,4′-dione | Carotenoid | |||
all-trans-3,3’,4,4’-Tetrahydrospirilloxanthin | 5366411 | Carotenoid | ||
10′-Apo-β-carotenoic acid | Carotenoid | |||
24-Methylene-ergosta-5-en-3β-ol | Phytosterol | Suttiarporn et al., 2015 | ||
24-Methylene-ergosta-7-en-3β-ol | Phytosterol | |||
Fucosterol | 5281326 | Phytosterol | ||
Gramisterol | 5283640 | Phytosterol | ||
Campesterol | 173183 | Phytosterol | ||
Stigmasterol | 5280794 | Phytosterol | ||
β-Sitosterol | 222284 | Phytosterol | ||
Cycloeucalenol | 101690 | Triterpenoid | Suttiarporn et al., 2015 | |
Lupenone | 92158 | Triterpenoid | ||
Lupeol | 259846 | Triterpenoid | ||
24-Methylenecycloartanol | 94204 | Triterpenoid | ||
LysoPC 14:0 | 460604 | Phospholipid | Kim et al., 2014 | |
LysoPC 18:2 | 11005824 | Phospholipid | ||
LysoPC 16:0 | 460602 | Phospholipid | ||
LysoPC 18:1 | 53480465 | Phospholipid | ||
Histidine | 6274 | Essential amino acid | Kim et al., 2014; | |
Threonine | 6288 | Essential amino acid | Thomas et al., 2015 | |
Valine | 6287 | Essential amino acid | ||
Methionine | 6137 | Essential amino acid | ||
Lysine | 5962 | Essential amino acid | ||
Isoleucine | 6306 | Essential amino acid | ||
Leucine | 6106 | Essential amino acid | ||
Phenylalanine | 6140 | Essential amino acid | ✓ | |
L-Aspartate | 5460294 | Non-essential amino acid | Kim et al., 2014; | |
Serine | 5951 | Non-essential amino acid | Valarmathi et al., 2014; | |
Glutamine | 5961 | Non-essential amino acid | Thomas et al., 2015 | |
Glycine | 750 | Non-essential amino acid | ||
Arginine | 6322 | Non-essential amino acid | ||
Alanine | 602 | Non-essential amino acid | ||
Proline | 614 | Non-essential amino acid | ||
Tyrosine | 6057 | Non-essential amino acid | ||
α-Aminobutyric acid (AABA) | 6657 | Non-essential amino acid | ||
Potassium (K) | 5462222 | Mineral | Valarmathi et al., 2014; | |
Calcium (Ca) | 5460341 | Mineral | Thomas et al., 2015; | |
Magnesium (Mg) | 5462224 | Mineral | Raghuvanshi et al., 2017; | |
Sodium (Na) | 5360545 | Mineral | Shozib et al., 2017; | |
Chromium (Cr) | 23976 | Mineral | Hurtada et al., 2018 | |
Iron (Fe) | 23925 | Mineral | ||
Manganese (Mn) | 23930 | Mineral | ||
Zinc (Zn) | 23994 | Mineral | ||
Copper (Cu) | 23978 | Mineral | ||
Phosphorus (P) | 5462309 | Mineral | ||
Caproic acid | 8892 | Fatty acid | Valarmathi et al., 2014; | |
Caprylic acid | 379 | Fatty acid | Thomas et al., 2015 | |
Capric acid | 2969 | Fatty acid | ||
Lauric acid | 3893 | Fatty acid | ||
Tridecanoic acid | 12530 | Fatty acid | ||
Myristic acid | 11005 | Fatty acid | ||
Pentadecanoic acid | 13849 | Fatty acid | ||
Palmitic acid | 985 | Fatty acid | ||
Stearic acid | 5281 | Fatty acid | ||
Arachidic acid | 10467 | Fatty acid | ||
9-Octadecanoic acid | 965 | Fatty acid | ||
Undecanoic acid | 8180 | Fatty acid | ||
Oleanolic acid | 10494 | |||
Myristoleic acid | 5281119 | Mono-unsaturated fatty acid | Valarmathi et al., 2014; | |
cis-10-Pentadecenoic acid | 5312411 | Mono-unsaturated fatty acid | Thomas et al., 2015 | |
Oleic acid | 445639 | Mono-unsaturated fatty acid | ||
cis-Vaccenic acid | 5282761 | Mono-unsaturated fatty acid | ||
Erucic acid | 5281116 | Mono-unsaturated fatty acid | ||
Hexadecadienoic acid | Polyunsaturated fatty acid | Valarmathi et al., 2014; | ||
Hexadecatrienoic acid | 6506600 | Polyunsaturated fatty acid | Thomas et al., 2015 | |
Linoleic acid | 5280450 | Polyunsaturated fatty acid | ||
Octadecatetraenoic acid | 11778225 | Polyunsaturated fatty acid | ||
cis-11,14,17-Eicosatrienoic acid | 5312529 | Polyunsaturated fatty acid | ||
cis-5,8,11,14-Eicosatetraenoate acid | Polyunsaturated fatty acid | |||
Eicosatetraenoic acid | 21863049 | Polyunsaturated fatty acid | ||
Pinellic acid | 9858729 | Oxylipin | Kim et al., 2014 | |
Succinic acid | 1110 | Carboxylic acid | ||
Maleic acid | 444266 | Carboxylic acid | ||
Malonic acid | 867 | Carboxylic acid | ||
Citric acid | 311 | Carboxylic acid | ||
Cinnamic acid | 444539 | Carboxylic acid | ✓ | |
D-Xylose | 135191 | Sugar | Kim et al., 2014; | |
D-Fructose | 2723872 | Sugar | Valarmathi et al., 2014 | |
D-Glucose | 5793 | Sugar | ||
Maltose | 439341 | Sugar | ||
myo-Inositol | 892 | Sugar |
aCompounds present in Figure 2.