Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: underground part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(00)86972-1Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Faculty of Pharmaceutical Sciences, Tokushima University, Tokushima, Japan
Two new steroidal glycosides, named aculeatiside A and B, were isolated in yields of ca 0.1 and 3.0%, respectively, from the root of Solanum aculeatissimum and their structures were determined as 26-O-β-D-glucopyranosyl nuatigenin 3-O-β-chacotrioside and 26-O-β-D-glucopyranosyl nuatigenin 3-O-β-solatrioside respectively. Therefore, this plant is considered to be a useful source of pregnane derivatives.
steroidal glycosides, Solanaceae, Solanum aculeatissimum, aculeatiside A, aculeatiside B, nuatigenin, isonuatigenin
Structure type: oligomer
Location inside paper: 1
Trivial name: aculeatiside A, aculeatiside A β-chacotriose
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, TLC, acid hydrolysis, GC, methanolysis, methylation analysis, optical rotation, CC, Baeyer-Villiger reaction
NCBI Taxonomy refs (TaxIDs): 267265Reference(s) to other database(s): CCSD:
21034, CBank-STR:9999
Show glycosyltransferases
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2 aLRhap 101.8 72.5 71.6 73.6 69.3 18.3
3,4 aLRhap 102.7 72.5 72.2 73.9 70.3 18.4
3 bDGlcp 100.2 79.0 76.6 77.8 78.1 61.4
26 bDGlcp 105.1 75.1 78.1 72.2 78.1 62.4
Subst
1H NMR data:
missing...
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2 | aLRhap | 101.8 | 72.5 | 71.6 | 73.6 | 69.3 | 18.3 |
| 3,4 | aLRhap | 102.7 | 72.5 | 72.2 | 73.9 | 70.3 | 18.4 |
| 3 | bDGlcp | 100.2 | 79.0 | 76.6 | 77.8 | 78.1 | 61.4 |
| 26 | bDGlcp | 105.1 | 75.1 | 78.1 | 72.2 | 78.1 | 62.4 |
| | Subst | |
|
There is only one chemically distinct structure:
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: underground part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(00)86972-1Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Faculty of Pharmaceutical Sciences, Tokushima University, Tokushima, Japan
Two new steroidal glycosides, named aculeatiside A and B, were isolated in yields of ca 0.1 and 3.0%, respectively, from the root of Solanum aculeatissimum and their structures were determined as 26-O-β-D-glucopyranosyl nuatigenin 3-O-β-chacotrioside and 26-O-β-D-glucopyranosyl nuatigenin 3-O-β-solatrioside respectively. Therefore, this plant is considered to be a useful source of pregnane derivatives.
steroidal glycosides, Solanaceae, Solanum aculeatissimum, aculeatiside A, aculeatiside B, nuatigenin, isonuatigenin
Structure type: oligomer
Location inside paper: 2
Trivial name: aculeatiside B, aculeatiside B β-solatriose
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136044,IEDB_136105,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, TLC, acid hydrolysis, GC, methanolysis, methylation analysis, optical rotation, CC, Baeyer-Villiger reaction
NCBI Taxonomy refs (TaxIDs): 267265Reference(s) to other database(s): CCSD:
21033, CBank-STR:12000
Show glycosyltransferases
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2 aLRhap 102.0 72.6 72.2 73.9 69.3 18.5
3,3 bDGlcp 105.5 76.0 78.1 71.6 77.7 61.7
3 bDGalp 100.4 74.7 85.0 69.9 74.9 62.2
26 bDGlcp 105.1 75.2 78.1 71.6 78.1 62.4
Subst
1H NMR data:
missing...
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2 | aLRhap | 102.0 | 72.6 | 72.2 | 73.9 | 69.3 | 18.5 |
| 3,3 | bDGlcp | 105.5 | 76.0 | 78.1 | 71.6 | 77.7 | 61.7 |
| 3 | bDGalp | 100.4 | 74.7 | 85.0 | 69.9 | 74.9 | 62.2 |
| 26 | bDGlcp | 105.1 | 75.2 | 78.1 | 71.6 | 78.1 | 62.4 |
| | Subst | |
|
There is only one chemically distinct structure:
Found 
report error