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1. (Article ID: 9996)
Yamauchi T, Abe F
Cardiac glycosides and pregnanes from Adenium obesum (studies on the constituents of Adenium. I)
Chemical and Pharmaceutical Bulletin 38(3) (1990)
669-672
Cardiac glycosides and pregnanes from the roots and the stems of Adenium obesum ROEM. et SCHULT. were investigated. Among 30 cardiac glycosides including 15 known glycosides and 15 new combinations of the known aglycones and sugars, the structures of 11 glycosides were elucidated. Oleandrigenin β-gentiobiosyl-β-thevetoside was the main glycoside. Neridienone A and 16,17-dihydroneridienone A, common pregnanes in Apocynaceae, were also isolated.
Adenium obesum, Apocynaceae, cardiac glycoside, D-thevetoside, obeside, obebioside, obetrioside, pregnane, neridienone A
The publication contains the following compound(s):
- Compound ID: 24248
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-b-D-Digp3Me-(1-3)-Subst
Subst = Δ16-digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C(CO5)=CC5=O)=CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
1376, CBank-STR:7417
- Compound ID: 24249
|
b-D-Digp3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: somalin
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
2171, CBank-STR:490
- Compound ID: 24250
|
b-D-Digp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24251
|
b-D-Digp3Me-(1-3)-Subst
Subst = Δ16-digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C(CO5)=CC5=O)=CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24252
|
b-D-Quip3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24253
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b-D-Quip3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24254
|
b-D-Quip3Me-(1-3)-Subst
Subst = gitoxigenin = SMILES O=C1OCC([C@H]2{16}[C@@H](O)C{14}[C@]3(O)[C@]4([H])CC[C@]5([H])C{3}[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]23C)=C1 |
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Structure type: oligomer
Trivial name: gitoxigenin β-D-thevetoside
Compound class: saponin glycoside
- Compound ID: 24255
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b-D-Quip3Me-(1-3)-Subst
Subst = Δ16-digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C(CO5)=CC5=O)=CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24256
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b-D-Fucp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Trivial name: neritaloside
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
2174, CBank-STR:1997
- Compound ID: 24257
|
b-D-Fucp3Me-(1-3)-Subst
Subst = gitoxigenin = SMILES O=C1OCC([C@H]2{16}[C@@H](O)C{14}[C@]3(O)[C@]4([H])CC[C@]5([H])C{3}[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]23C)=C1 |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
2123, CBank-STR:2143
- Compound ID: 24258
|
b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: glucodigitaloside
Compound class: saponin glycoside, glycoside, cardiac glycoside
Reference(s) to other database(s): CCSD:
2076, CBank-STR:5900
- Compound ID: 24259
|
b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
2113, CBank-STR:5899
- Compound ID: 24260
|
b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = gitoxigenin = SMILES O=C1OCC([C@H]2{16}[C@@H](O)C{14}[C@]3(O)[C@]4([H])CC[C@]5([H])C{3}[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]23C)=C1 |
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Structure type: oligomer
Trivial name: digitalin digitalinum verum
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
45700, CBank-STR:5896
- Compound ID: 24261
|
b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = Δ16-digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C(CO5)=CC5=O)=CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24262
|
b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24263
|
b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-b-D-Fucp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24264
|
b-D-Glcp-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
Show graphically |
Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24265
|
b-D-Glcp-(1-4)-b-D-Digp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24266
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Trivial name: obetrioside B
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20178, CBank-STR:8393
- Compound ID: 24267
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: obetrioside A
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20179, CBank-STR:8394
- Compound ID: 24268
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-b-D-Digp3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Trivial name: honghelotrioside A
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20180, CBank-STR:7415
- Compound ID: 24269
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-b-D-Digp3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20181, CBank-STR:7414
- Compound ID: 24270
|
b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = Δ16-digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)C(C(CO5)=CC5=O)=CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: obebioside D
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20182, CBank-STR:4388
- Compound ID: 24271
|
b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = gitoxigenin = SMILES O=C1OCC([C@H]2{16}[C@@H](O)C{14}[C@]3(O)[C@]4([H])CC[C@]5([H])C{3}[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]23C)=C1 |
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Structure type: oligomer
Trivial name: obebioside C
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20183, CBank-STR:4385
- Compound ID: 24272
|
b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Trivial name: obebioside B
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20184, CBank-STR:4386
- Compound ID: 24273
|
b-D-Glcp-(1-4)-b-D-Quip3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: obebioside A
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20185, CBank-STR:4387
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2. (Article ID: 10212)
Yamauchi T, Abe F
2'-O-acetates of obeside B, honghelin, and obebiosides A and B from Adenium obesum (studies on the constituents of Adenium II)
Chemical and Pharmaceutical Bulletin 38 (1990)
1140-1142
2'-O-Acetyl-β-D-thevetosides and β-D-glucosyl(1→4)-2'-O-acetyl-β-D-thevetosides of oleandrigenin and digitoxigenin were isolated along with D-cymarosides, D-thevetosides and D-digitalosides from the roots and the stems of Adenium obesum ROEM. et SCHULT. 4-O-β-D-Glucopyranosyl-D-cymaritol was isolated from the polar fraction.
The publication contains the following compound(s):
- Compound ID: 24882
|
b-D-Glcp-(1-4)-b-D-Quip2Ac3Me-(1-3)-Subst
Subst = oleandrigenin = SMILES O{3}[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C){14}[C@]3(O)C[C@H](OC(C)=O)[C@@H]4C(CO5)=CC5=O)([H])C1 |
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Structure type: oligomer
Trivial name: 2'-O-acetylobebioside B
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20204, CBank-STR:4389
- Compound ID: 24883
|
b-D-Glcp-(1-4)-b-D-Quip2Ac3Me-(1-3)-Subst
Subst = digitoxigenin = SMILES O{3}[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](C(CO5)=CC5=O)CC{14}[C@]4(O)[C@]3([H])CC[C@@]([H])2C1 |
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Structure type: oligomer
Trivial name: 2'-O-acetylobebioside A
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
20205, CBank-STR:4390
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Total list of corresponding CSDB IDs (permanent record IDs):
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