Table 2. Best Ranking Compounds of G. glabra Docked with the PXR Protein.
| code no. | cluster no. | CAS no. | common namea | total | common | key interactions (H-bonds and π–π stacking) | BFEb |
|---|---|---|---|---|---|---|---|
| GG-105 | 1 | 91433-17-9 | licoflavone B | 5 | GI-29 | Gln285, His407 | –57.25 |
| GG-120 | 153-18-4 | rutin | unique | Leu209, Lys210, Leu239, Ser247 | –61.31 | ||
| GG-121 | 480-10-4 | astragalin | GL-19 (16 ppm) | Gln285 | –57.84 | ||
| GG-128 | 482-35-9/21637-25-2 | isoquercitrin | unique | Gln285, His407 | –54.54 | ||
| GG-131 | 54542-51-7 | quercetin 3-O-(6-acetyl glucoside) | unique | Leu209, Leu239, Trp299, His407 | –60.70 | ||
| GG-13 | 2 | 59870-65-4 | glabrol (440) | 11 | GI-30 | His407, Leu239, Phe281 | –57.17 |
| GG-26 | 82345-36-6 | xambioona | unique | Phe288, Trp306 | –51.88 | ||
| GG-29 | 125140-20-7 | euchrenone a5 | GI-56 | His407, Phe288, Trp306 | –50.0 | ||
| GG-32 | 157414-03-4 | shinflavanone | unique | His407, Phe288 | –50.29 | ||
| GG-45 | 220860-37-7 | kanzonol Z (10) | unique | His407, Leu239 | –52.21 | ||
| GG-49 | 2083619-55-8 | prenylflavan-3-ol | unique | Leu209, Ser247, Gln285 | –60.56 | ||
| GG-89 | 1217305-78-6 | prenylflavanone-3-ol | unique | Leu209, Ser247, Phe288, His407 | –50.82 | ||
| GG-98 | 551-15-5 | liquiritin (2300) | GU01 (300000), GE12 | Leu209, Lys210 | –49.95 | ||
| GG-104 | 74639-14-8 | liquiritin apioside | GU-24, GE-11 | Val211, Leu239, Gln285, His407 | –49.61 | ||
| GG-133 | 75829-43-5 | pinocembroside | unique | Asp205, Phe288, Trp299, His407 | –60.57 | ||
| GG-165 | 202657-63-4 | licorice glycoside D1 | GU-169, GE-17 | Lys210, Leu239, Ser247, Trp306 | –53.89 | ||
| GG-97 | 3 | 486-62-4 | formononetin 7-O-glucoside (300) | 4 | GU-30 (6000) | Lys210, Gln285 | –61.28 |
| GG-156 | 125310-04-5 | glycyroside | GU-145 | Lys210, Ser247, Gln285, His407 | –68.59 | ||
| GG-173 | 552-66-9 | daidzin | GU-110 | Lys210, Leu239, Ser247, Gln285 | –49.91 | ||
| GG-28 | 104691-86-3 | 8-prenylgenistein | GU-139 | Ile236, His407 | –50.37 | ||
| GG-27 | 4 | 94388-78-0 | prenylisoflavanone | 5 | all unique | Leu209, Trp299 | –50.29 |
| GG-53 | 2137446-32-1 | glycybridin J | Gln285, Phe281 | –51.98 | |||
| GG-82S | 905708-41-0 | pyranoisoflavanone-3-ol | His407, Phe281 | –60.44 | |||
| GG-83R | 905708-41-0 | pyranoisoflavanone-3-ol | Ser247, His407, Phe281, Gln285, Phe288 | –52.77 | |||
| GG-182 | 1201428-07-0 | glabra isoflavanone B | Trp299, His407, Trp299 | –68.1 | |||
| GG-56 | 5 | 2138843-57-7 | glycybridin D | 1 | unique | Leu209, Phe281 | –57.79 |
| GG-19 | 6 | 68978-03-0 | hispaglabridin A (127) | 5 | all unique | His407, Phe281, Gln285, Phe288, Trp299 | –53.23 |
| GG-37 | 175554-12-8 | 8-prenylphaseollinisoflavan | His407, Phe281, Gln285, Phe288, Trp299 | –52.03 | |||
| GG-66 | 156250-73-6 | kanzonol R (10) | His407, Phe281, Gln285 | –63.55 | |||
| GG-86 | 938190-33-1 | 4″-hydroxyglabridin | Leu209, Lys210, Leu239, Ser247, Gln285 | –56.46 | |||
| GG-14 | 59870-68-7 | glabridin (5700) | Phe281,Trp299, Phe429, His407 | –63.15 | |||
| GG-15 | 7 | 59901-97-2 | dehydroglyceollin I | 4 | all unique | His407, Phe288, Trp299 | –50.03 |
| GG-43 | 202815-29-0 | licoagrocarpin | His407, Trp299 | –55.28 | |||
| GG-78 | 157479-38-4 | O-methylshinpterocarpin | His407 | –51.46 | |||
| GG-96 | 66446-92-2 | hemileiocarpin | His407, Phe288, Trp299 | –63.53 | |||
| GG-12 | 8 | 58749-22-7 | licochalcone A | 16 | GU-17, GI-26 | Trp299, His407 | –56.55 |
| GG-30 | 151135-82-9 | kanzonol C | GI-58 | Ser247, His407 | –58.35 | ||
| GG-34 | 161099-57-6 | paratocarpin B | GI-96 | Phe288, Trp299 | –57.36 | ||
| GG-41 | 184584-87-0 | kanzonol Y | unique | Ser247, Phe281, Tyr306, His407 | –66.66 | ||
| GG-50 | 2083623-32-7 | unique | Gln285, His407 | –49.69 | |||
| GG-52 | 2088505-67-1 | glycybridin C | unique | Met243, Phe288, Tyr306, His407 | –67.93 | ||
| GG-54 | 2138843-55-5 | glycybridin A | unique | Ser247, Gln285, Tyr306, His407 | –53.41 | ||
| GG-55 | 2138843-56-6 | glycybridin B | unique | Ser247, Gln285, Tyr306, His407 | –55.73 | ||
| GG-77 | 151135-83-0 | DMDBP | unique | Ile236, Trp299 | –56.10 | ||
| GG-81 | 905708-40-9 | prenylchalcone | unique | Leu209, Phe281, Gln285, His407 | –56.75 | ||
| GG-92 | 944257-60-7 | dipyranochalcone | unique | only hydrophobic interactions | –55.42 | ||
| GG-87 | 938190-35-3 | prenyldihydrochalcone | unique | Leu209, Ser247, His407 | –56.77 | ||
| GG-101 | 29913-71-1 | licuracide | GU-31 | Lys210, Ser247, Gln285, His407 | –57.80 | ||
| GG-103 | 59122-93-9 | neoisoliquiritigenin | GU-38 | Ser247, His407 | –63.99 | ||
| GG-168 | 144506-14-9 | licochalcone C | GI-32 | only hydrophobic interactions | –50.14 | ||
| GG-170 | 2129164-89-0 | glycyglabrone | unique | Val211, Phe288, Trp299 | –53.24 | ||
| GG-134 | 9 | 266997-59-5 | stilbenoidglycoside | 4 | all unique | Ser247, Gln285, Trp299, His407 | –56.06 |
| GG-135 | 525585-29-9 | diprenylstilbenoid | Phe288, Trp299, His327 | –49.88 | |||
| GG-137 | 525585-31-3 | prenylstilbenoid | Ser247, Phe288, Trp299, His327 | –51.17 | |||
| GG-139 | 525585-33-5 | prenylstilbenoid | Val211, Ile236, Leu239, His407 | –54.08 |
a
Adopted from Dr. Duke’s Phytochemical and Ethnobotanical Database. The abundance in ppm is indicated in parentheses after the compound name.
b
Binding free energy in kcal/mol. Unique: species-specific.