Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperNCBI PubMed ID: 17260251Publication DOI: 10.1055/s-2006-960458Journal NLM ID: 0066751Publisher: George Thieme
Correspondence: Ahmed AA <rumenia
enstinet.eg.net>
Institutions: Department of Chemistry, Faculty of Science, EI-Minia University, EI-Minia, Egypt, Department of Chemistry, Aswan-Faculty of Science, South Valley University, Aswan, Egypt, Department of Forest Products, Oregon State University, Corvallis, Oregon, USA
The aerial parts of Ageratum conyzoides afforded a new chromene glucoside, 2,2-dimethylchromene 7-O-β-glucopyranoside, together with a known benzofuran derivative. The structures were elucidated by high-field NMR spectroscopy.
structure elucidation, Ageratum conyzoides, chromene glucoside
Structure type: monomer ; 339 [M+H]+
C
17H
22O
7Location inside paper: compound 1. p. 172 (chromene 7-O-β-glucopyranoside), table 1(1), table 2(1), p. 171 (bottom fig., 1)
Compound class: chromene glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, FAB-MS, TLC, optical rotation measurement, CI-MS, acetylation, HMBC, HMQC, DEPT, COSY
Comments, role: NMR temperature was not specified
Related record ID(s): 62652
NCBI Taxonomy refs (TaxIDs): 68299
Show glycosyltransferases
NMR conditions: in C5D5N
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11
7 bDGlcp 102.14 76.65 78.88 71.17 74.94 62.26
Subst 78.88 127.58 122.24 128.85 105.36 154.00 109.34 160.00 118.00 28.07 28.07
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11
7 bDGlcp 4.50 4.42 4.40 4.40 4.15 4.25-4.30
Subst - 5.50 5.61 6.32 6.98 - 6.90 - - 1.30 1.35
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9 C10/H10 C11/H11
7 bDGlcp 102.14/4.50 76.65/4.42 78.88/4.40 71.17/4.40 74.94/4.15 62.26/4.25-4.30
Subst 127.58/5.50 122.24/5.61 128.85/6.32 105.36/6.98 109.34/6.90 28.07/1.30 28.07/1.35
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 |
|---|
| 7 | bDGlcp | 4.50 | 4.42 | 4.40 | 4.40 | 4.15 | 4.25
4.30 | |
| | Subst |
| 5.50 | 5.61 | 6.32 | 6.98 |
| 6.90 |
|
| 1.30 | 1.35 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 |
|---|
| 7 | bDGlcp | 102.14 | 76.65 | 78.88 | 71.17 | 74.94 | 62.26 | |
| | Subst | 78.88 | 127.58 | 122.24 | 128.85 | 105.36 | 154.00 | 109.34 | 160.00 | 118.00 | 28.07 | 28.07 |
|
There is only one chemically distinct structure:
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperNCBI PubMed ID: 17260251Publication DOI: 10.1055/s-2006-960458Journal NLM ID: 0066751Publisher: George Thieme
Correspondence: Ahmed AA <rumenia
enstinet.eg.net>
Institutions: Department of Chemistry, Faculty of Science, EI-Minia University, EI-Minia, Egypt, Department of Chemistry, Aswan-Faculty of Science, South Valley University, Aswan, Egypt, Department of Forest Products, Oregon State University, Corvallis, Oregon, USA
The aerial parts of Ageratum conyzoides afforded a new chromene glucoside, 2,2-dimethylchromene 7-O-β-glucopyranoside, together with a known benzofuran derivative. The structures were elucidated by high-field NMR spectroscopy.
structure elucidation, Ageratum conyzoides, chromene glucoside
Structure type: monomer ; 507 [M+H]+
C
25H
36011Location inside paper: compound 1a. p. 172 (compound 1a), table 1(1), table 2(1), p. 171 (bottom fig., 1a)
Compound class: chromene glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192,SB_61
Methods: 13C NMR, 1H NMR, FAB-MS, TLC, optical rotation measurement, CI-MS, acetylation, HMBC, HMQC, DEPT, COSY
Synthetic data: chemical
Comments, role: NMR temperature was not specified; compound 1a is peracetylated derivative of ID: 62651
Related record ID(s): 62651
NCBI Taxonomy refs (TaxIDs): 68299
Show glycosyltransferases
NMR conditions: in CDCl3
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11
7,2 Ac 169.2-170.65 20.63
7,3 Ac 169.2-170.65 20.63
7,4 Ac 169.2-170.65 20.63
7,6 Ac 169.2-170.65 20.63
7 bDGlcp 99.02 68.45 71.18 72.82 72.08 62.06
Subst 77.36 129.02 121.64 126.90 104.90 15.63 109.44 154.08 116.84 28.10 28.10
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11
7,2 Ac - 1.95-2.10
7,3 Ac - 1.95-2.10
7,4 Ac - 1.95-2.10
7,6 Ac - 1.95-2.10
7 bDGlcp 5.00 5.10 5.20 5.26 3.82 4.12-4.25
Subst - 5.45 6.25 6.84 6.50 - 6.50 - - 1.28 1.28
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9 C10/H10 C11/H11
7,2 Ac 20.63/1.95-2.10
7,3 Ac 20.63/1.95-2.10
7,4 Ac 20.63/1.95-2.10
7,6 Ac 20.63/1.95-2.10
7 bDGlcp 99.02/5.00 68.45/5.10 71.18/5.20 72.82/5.26 72.08/3.82 62.06/4.12-4.25
Subst 129.02/5.45 121.64/6.25 126.90/6.84 104.90/6.50 109.44/6.50 28.10/1.28 28.10/1.28
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 |
|---|
| 7,2 | Ac |
| 1.95
2.10 | |
| 7,3 | Ac |
| 1.95
2.10 | |
| 7,4 | Ac |
| 1.95
2.10 | |
| 7,6 | Ac |
| 1.95
2.10 | |
| 7 | bDGlcp | 5.00 | 5.10 | 5.20 | 5.26 | 3.82 | 4.12
4.25 | |
| | Subst |
| 5.45 | 6.25 | 6.84 | 6.50 |
| 6.50 |
|
| 1.28 | 1.28 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 |
|---|
| 7,2 | Ac | 169.2
170.65 | 20.63 | |
| 7,3 | Ac | 169.2
170.65 | 20.63 | |
| 7,4 | Ac | 169.2
170.65 | 20.63 | |
| 7,6 | Ac | 169.2
170.65 | 20.63 | |
| 7 | bDGlcp | 99.02 | 68.45 | 71.18 | 72.82 | 72.08 | 62.06 | |
| | Subst | 77.36 | 129.02 | 121.64 | 126.90 | 104.90 | 15.63 | 109.44 | 154.08 | 116.84 | 28.10 | 28.10 |
|
There is only one chemically distinct structure:
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