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Nohara T, Ogata Y, Aritome M, Miyahara K, Kawasaki T
Steroid saponins of Heloniopsis orientalis (Thunb.) C. Tanaka
Chemical and Pharmaceutical Bulletin 23(4) (1975)
925-928
a-L-Rhap-(1-2)-+
|
a-L-Rhap-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Subst
Subst = pennogenin = SMILES C[C@@H]1CC[C@@]2([C@H]({17}[C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC{3}[C@@H](C6)O)C)C)O)C)OC1 |
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Heloniopsis orientalis
(NCBI TaxID 87628,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperJournal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003621959Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Kyushu University, Japan
The steroid glycosides in the fresh whole plants of Heloniopsis orientalis (THUNB.) C. TANAKA were examined and the following four steroid saponins were isolated and identified : pennogenin 3-O-rhamnosyl-chacotrioside (II) ; methyl proto-dioscin ; 26-O-β-D-glucopyranosyl-25D-furost-5-ene-3β,17α,22,26-tetraol 3-O-rhamnosyl-chacotrioside (III) (the proto-type compound of II) ; 26-O-β-D-glucopyranosyl-17 (20)-dehydrokryptogenin 3-O-rhamnosyl-chacotrioside (VI) (an artefact produced from III). III is the second furostanol 3,26-O-bisglycoside corresponding to a coexisting pennogenin 3-O-glycoside and could be regarded as a "nolonin".
Structure type: oligomer
Location inside paper: chart 2, Ha, II
Trivial name: Tg
Compound class: saponin glycoside, triterpene glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: IR, NMR, MS, UV, enzymatic digestion, Ehrlich test, ORD
NCBI Taxonomy refs (TaxIDs): 87628Reference(s) to other database(s): CCSD:
17921, CBank-STR:9345
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Nohara T, Ogata Y, Aritome M, Miyahara K, Kawasaki T
Steroid saponins of Heloniopsis orientalis (Thunb.) C. Tanaka
Chemical and Pharmaceutical Bulletin 23(4) (1975)
925-928
b-D-Glcp-(1-17)-+
|
a-L-Rhap-(1-2)-+ |
| |
a-L-Rhap-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Subst
Subst = pennogenin = SMILES C[C@@H]1CC[C@@]2([C@H]({17}[C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC{3}[C@@H](C6)O)C)C)O)C)OC1 |
Show graphically |
Heloniopsis orientalis
(NCBI TaxID 87628,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperJournal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003621959Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Kyushu University, Japan
The steroid glycosides in the fresh whole plants of Heloniopsis orientalis (THUNB.) C. TANAKA were examined and the following four steroid saponins were isolated and identified : pennogenin 3-O-rhamnosyl-chacotrioside (II) ; methyl proto-dioscin ; 26-O-β-D-glucopyranosyl-25D-furost-5-ene-3β,17α,22,26-tetraol 3-O-rhamnosyl-chacotrioside (III) (the proto-type compound of II) ; 26-O-β-D-glucopyranosyl-17 (20)-dehydrokryptogenin 3-O-rhamnosyl-chacotrioside (VI) (an artefact produced from III). III is the second furostanol 3,26-O-bisglycoside corresponding to a coexisting pennogenin 3-O-glycoside and could be regarded as a "nolonin".
Structure type: oligomer
Location inside paper: chart 2, Hd, III
Trivial name: proto-dioscin
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: IR, NMR, MS, UV, enzymatic digestion, Ehrlich test, ORD
NCBI Taxonomy refs (TaxIDs): 87628Reference(s) to other database(s): CCSD:
10303, CBank-STR:21999
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There is only one chemically distinct structure:
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