Structure via PubChem · Public domain (PubChem)
ziziphin
Sign in to saveZiziphin, a triterpene glycoside which exhibits taste-modifying properties, has been isolated from the leaves of Ziziphus jujuba (Rhamnaceae).
Chemical data
- Formula
- C51H80O18
- Molecular weight
- 981.2 g/mol
- IUPAC name
- [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] acetate
- SMILES
- C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H]7[C@@](C[C@@H](O[C@@]78C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)CO8)C=C(C)C)(C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)OC(=O)C)OC(=O)C)C)O)O)O
- InChIKey
- SPFBVQWRJFUDBB-FYBFSNJASA-N
- XLogP
- 3.7
- Polar surface area
- 248 Ų
- H-bond donors
- 6
- H-bond acceptors
- 18
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 980.53446572
Show 4 more facts
- chemical formula
- C₅₁H₈₀O₁₈
- isomeric SMILES
- C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H]7[C@@](C[C@@H](O[C@@]78C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)CO8)C=C(C)C)(C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)OC(=O)C)OC(=O)C)C)O)O)O
- found in taxon
- Ziziphus jujuba
- canonical SMILES
- O=C(OC1C(OC(C)C(O)C1OC(=O)C)OC2(C)CC(OC34OCC5(C3)C(CCC6C7(C)CCC(OC8OCC(OC9OC(C)C(O)C(O)C9O)C(O)C8O)C(C)(C)C7CCC65C)C42)C=C(C)C)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Ziziphin, a triterpene glycoside which exhibits taste-modifying properties, has been isolated from the leaves of Ziziphus jujuba (Rhamnaceae).
Among ziziphin's known homologues found in this plant, it is the most anti-sweet. However, its anti-sweet activity is less effective than gymnemic acid 1, another anti-sweet compound glycoside isolated from the leaves of Gymnema sylvestre (Asclepiadaceae).
Excerpted from Wikipedia’s “ziziphin” article, available under the CC BY-SA 4.0 licence.