Found 55 structures.
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1. Compound ID: 25355
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a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
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b-D-Xylp-(1-3)-b-D-Xylp-(1-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-28)-Subst1
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a-L-Rhap-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
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Structure type: oligomer
Trivial name: gymnocladus saponin D
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_140628,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10390
Konoshima T, Sawada T, Kimura T "Studies on the constituents of leguminous plants. VIII. The structure of a new triterpenoid saponin from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 33(11) (1985) 4732-4739
A new triterpene saponin, gymnocladus saponin D (5), having a glycosyl monoterpene carboxylate and a monoterpene carboxylate group, was isolated and its structure was characterized as the (6S)-2-trans-2,6-dimethyl-6-hydroxy-2,7-octadienoate of 2β,23-dihydroxy-3-O-α-L-rhamno-pyranosyl-21-O-[(6S)-2-trans-2,6-dimethyl-6-α-L-arabinopyranosyloxy-2,7-octadienoyl]-acacic acid 28-O-β-D-xylopyranosyl-(1→3)-β-D-xylopyranosyl-(1→2)-[L-rhamnopyranosyl-(1→6)]-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside, on the basis of chemical and physicochemical evidence.
13C NMR, triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, gymnocladus saponin D, 2β, 23-dihydroxy-acacic acid lactone, monoterpene acid, monoterpene glycoside
Publication DOI: 10.1248/cpb.33.4732Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003625251Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, TLC, GLC, methanolysis, alkaline hydrolysis, UV, partial methanolysis, reduction, permethylation analysis, acetylation analysis
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2. Compound ID: 25362
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Compound class: saponin glycoside
The structure is contained in the following publication(s):
- Article ID: 10390
Konoshima T, Sawada T, Kimura T "Studies on the constituents of leguminous plants. VIII. The structure of a new triterpenoid saponin from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 33(11) (1985) 4732-4739
A new triterpene saponin, gymnocladus saponin D (5), having a glycosyl monoterpene carboxylate and a monoterpene carboxylate group, was isolated and its structure was characterized as the (6S)-2-trans-2,6-dimethyl-6-hydroxy-2,7-octadienoate of 2β,23-dihydroxy-3-O-α-L-rhamno-pyranosyl-21-O-[(6S)-2-trans-2,6-dimethyl-6-α-L-arabinopyranosyloxy-2,7-octadienoyl]-acacic acid 28-O-β-D-xylopyranosyl-(1→3)-β-D-xylopyranosyl-(1→2)-[L-rhamnopyranosyl-(1→6)]-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside, on the basis of chemical and physicochemical evidence.
13C NMR, triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, gymnocladus saponin D, 2β, 23-dihydroxy-acacic acid lactone, monoterpene acid, monoterpene glycoside
Publication DOI: 10.1248/cpb.33.4732Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003625251Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, TLC, GLC, methanolysis, alkaline hydrolysis, UV, partial methanolysis, reduction, permethylation analysis, acetylation analysis
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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3. Compound ID: 25368
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S-Menthiafolic-(1-4)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
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b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-Glcp-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
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Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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4. Compound ID: 25369
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b-D-Glcp-(1-3)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
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b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
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b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_140628,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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5. Compound ID: 25370
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-Glcp-(1-3)-+
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a-L-Rhap-(1-6)-+ |
| |
b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
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a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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6. Compound ID: 25371
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b-D-Glcp-(1-3)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
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b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
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a-L-Rhap-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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7. Compound ID: 25372
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a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
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b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
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a-L-Rhap-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5 |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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8. Compound ID: 25373
Structure type: oligomer
Trivial name: gymnocladus saponin F1
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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9. Compound ID: 25374
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aiVl-(1-4)-+
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b-D-Glcp-(1-3)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
| |
b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5;
aiVl = 2-methyl-butyric acid |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin F2
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_140628,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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10. Compound ID: 25375
|
aiVl-(1-4)-+
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b-D-Glcp-(1-3)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
| |
b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
|
a-L-Rhap-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5;
aiVl = 2-methyl-butyric acid |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin E
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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11. Compound ID: 25377
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aiVl-(1-3)-+
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S-Menthiafolic-(1-4)-a-L-Arap-(1-6)-S-Menthiafolic-(1-21)-+
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a-L-Rhap-(1-6)-+ |
| |
b-D-Xylp-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst1
|
a-L-Rhap-(1-3)-+
Subst1 = 2β,23-dihydroxy-acacic acid = SMILES C[C@]12C{2}[C@H](O){3}[C@H](O)[C@]({23}CO)(C)[C@@H]1CC[C@]3(C)[C@@H]2CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@H]4CC(C)(C){21}[C@@H](O)C5;
aiVl = 2-methyl-butyric acid |
Show graphically |
Structure type: oligomer
Trivial name: gymnocladus saponin D1
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 10391
Konoshima T, Kozuka M, Kimura T "Studies on the constituents of leguminous plants. X. The structures of new triterpenoid saponins from the fruits of Gymnocladus chinensis Baillon" -
Chemical and Pharmaceutical Bulletin 35 (1987) 1982-1990
Four new triterpenoid saponins, gymnocladus saponins F_2 (1), F_1 (2), E (3) and D_1 (4), were isolated from the fruits of Gymnocladus chinensis BAILLON. On the basis of chemical and physicochemical evidence, they were characterized structurally as 3,28-bisglycosides of 2β,23-dihydroxyacacic acid having a glycosyl monoterpene carboxylate as an acyl moiety.
triterpenoid, saponin, Leguminosae, Gymnocladus chinensis, 2β, gymnocladus saponin F2, gymnocladus saponin F1, gymnocladus saponin E, gymnocladus saponin D1, 23-dihydroxyacacic acid, glycosyl monoterpene
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110006281150Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan, Daiichi College of Pharmaceutical Sciences, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, permethylation analysis, reductive
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12. Compound ID: 25378
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b-D-Glcp-(1-4)-+
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-GlcpNAc-(1-3)-+
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R-Menthiafolic-(1-6)-+ |
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b-D-Apif-(1-3)-b-D-Xylp-(1-2)-b-D-Glcp-(1-28)-Oleanolic
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b-D-Glcp2Ac-(1-4)-+
Oleanolic = 3β-hydroxyolean-12-en-28-oic acid |
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Structure type: oligomer
Trivial name: entada saponin II
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61
The structure is contained in the following publication(s):
- Article ID: 10392
Okada Y, Shibata S, Javellana AMJ, Kamo O "Entada saponins (ES) II and IV from the bark of Entada phaseoloides" -
Chemical and Pharmaceutical Bulletin 36 (1988) 1264-1269
The structures of entada saponins II and IV, isolated from the bark of Entada phaseoloides (L.) MERRILL (Leguminosae), were elucidated as 3-O-[β-D-xylopyranosyl(1→2)-α-L-arabinopyranosyl-(1→6)][β-D-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl(1→3)-β-D-xylopyranosyl(1→2)][2-O-acetyl)-β-D-glucopyranosyl(1→4)-6-O-((6R)-6-hydroxy-2,6-dimethyl-(2E)-2,7-octadienoyl)-β-D-glucopyranosyl oleanolic acid (1) and entagenic acid (3).
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003626909Publisher: Pharmaceutical Society Of Japan
Institutions: Meiji College of Pharmacy, Japan, Ateneo de Manila University, Manila, Philippines, JEOL Ltd., Japan
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13. Compound ID: 25379
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b-D-Glcp-(1-4)-+
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-GlcpNAc-(1-3)-+
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R-Menthiafolic-(1-6)-+ |
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b-D-Apif-(1-3)-b-D-Xylp-(1-2)-b-D-Glcp-(1-28)-Subst1
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b-D-Glcp2Ac-(1-4)-+
Subst1 = entagenic acid = SMILES O{28}C([C@]12CCC(C)(C[C@H]1C3=CC[C@H]4[C@@](CC[C@@H]5[C@@]4(CC{3}[C@@H](C5(C)C)O)C)([C@@]3({21}[C@H]({22}[C@H]2O)O)C)C)C)=O |
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Structure type: oligomer
Trivial name: entada saponin IV
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61
The structure is contained in the following publication(s):
- Article ID: 10392
Okada Y, Shibata S, Javellana AMJ, Kamo O "Entada saponins (ES) II and IV from the bark of Entada phaseoloides" -
Chemical and Pharmaceutical Bulletin 36 (1988) 1264-1269
The structures of entada saponins II and IV, isolated from the bark of Entada phaseoloides (L.) MERRILL (Leguminosae), were elucidated as 3-O-[β-D-xylopyranosyl(1→2)-α-L-arabinopyranosyl-(1→6)][β-D-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl(1→3)-β-D-xylopyranosyl(1→2)][2-O-acetyl)-β-D-glucopyranosyl(1→4)-6-O-((6R)-6-hydroxy-2,6-dimethyl-(2E)-2,7-octadienoyl)-β-D-glucopyranosyl oleanolic acid (1) and entagenic acid (3).
Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003626909Publisher: Pharmaceutical Society Of Japan
Institutions: Meiji College of Pharmacy, Japan, Ateneo de Manila University, Manila, Philippines, JEOL Ltd., Japan
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14. Compound ID: 25431
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b-D-Glcp-(1-4)-+
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-GlcpNAc-(1-3)-+
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R-Menthiafolic-(1-6)-+ |
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a-L-Apif-(1-2)-b-D-Xylp-(1-2)-b-D-Glcp-(1-28)-Echinocystic
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b-D-Glcp2Ac-(1-4)-+ |
Show graphically |
Structure type: oligomer
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61
The structure is contained in the following publication(s):
- Article ID: 10411
Okada Y, Shibata S, Ikekawa T, Javellana AMJ, Kamo O "Entada saponin III, a saponin isolated from the bark of Entada phaseoloides" -
Phytochemistry 26 (1987) 2789-2796
The structure of Entada saponin (ES)-III, one of the main saponins of Entada phaseoloides bark, was established to be 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)] [β-d-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-d-glucopyranosyl-28-O-[β-d-apiofuranosyl(1→3)-β-d-xylopyranosyl(1→2)] [(2-O-acetoxyl)-β-d-glucopyranosyl-(1→4)] (6−O(R)(−)2,6-dimethyl-2-trans-2,7-octadienoyl)-β-d-glucopyranosyl echinocystic acid.
Structure determination, Leguminosae, triterpenoid saponin, echinocystic acid, Entada phaseoloides, Entada saponin (ES)-III
Publication DOI: 10.1016/S0031-9422(00)83592-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: National Cancer Center Research Institute, Tokyo, Japan, Meiji College of Pharmacy, Tokyo, Japan, Ateneo de Manila University, Manila, Philippines, Jeol Ltd, Tokyo, Japan
Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, GC-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, partial methanolysis, CC
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15. Compound ID: 25432
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b-D-Glcp-(1-4)-+
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b-D-Xylp-(1-2)-a-L-Arap-(1-6)-b-D-GlcpNAc-(1-3)-+
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R-Menthiafolic-(1-6)-+ |
| |
a-L-Apif-(1-2)-b-D-Xylp-(1-2)-b-D-Glcp-(1-28)-Oleanolic
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b-D-Glcp2Ac-(1-4)-+
Oleanolic = 3β-hydroxyolean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61
The structure is contained in the following publication(s):
- Article ID: 10411
Okada Y, Shibata S, Ikekawa T, Javellana AMJ, Kamo O "Entada saponin III, a saponin isolated from the bark of Entada phaseoloides" -
Phytochemistry 26 (1987) 2789-2796
The structure of Entada saponin (ES)-III, one of the main saponins of Entada phaseoloides bark, was established to be 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)] [β-d-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-d-glucopyranosyl-28-O-[β-d-apiofuranosyl(1→3)-β-d-xylopyranosyl(1→2)] [(2-O-acetoxyl)-β-d-glucopyranosyl-(1→4)] (6−O(R)(−)2,6-dimethyl-2-trans-2,7-octadienoyl)-β-d-glucopyranosyl echinocystic acid.
Structure determination, Leguminosae, triterpenoid saponin, echinocystic acid, Entada phaseoloides, Entada saponin (ES)-III
Publication DOI: 10.1016/S0031-9422(00)83592-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: National Cancer Center Research Institute, Tokyo, Japan, Meiji College of Pharmacy, Tokyo, Japan, Ateneo de Manila University, Manila, Philippines, Jeol Ltd, Tokyo, Japan
Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, GC-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, partial methanolysis, CC
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