Structure via PubChem · Public domain (PubChem)
hederagenin
Sign in to saveAlso known as Hederagenol, Astrantiagenin E, Caulosapogenin, Hederagenic acid
Hederagenin is a triterpenoid which is a chemical constituent of the Hedera helix plant.
Chemical data
- Formula
- C30H48O4
- Molecular weight
- 472.7 g/mol
- IUPAC name
- (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
- SMILES
- C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O
- InChIKey
- PGOYMURMZNDHNS-MYPRUECHSA-N
- XLogP
- 6.8
- Polar surface area
- 77.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- carboxylic acid
- Mass
- 472.355
Show 4 more facts
- found in taxon
- Syzygium sandwicense
- chemical formula
- C₃₀H₄₈O₄
- isomeric SMILES
- C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O
- canonical SMILES
- CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1)C)C(=O)O)C
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- History
- Related triterpenes
- References
Hederagenin is a triterpenoid which is a chemical constituent of the Hedera helix plant.
Hederagenin is the aglycone part of numerous saponins found in Hedera helix (common ivy), the most prevalent of these being hederacoside C and alpha-hederin. It is also one of three primary triterpenoids extracted from the Chenopodium quinoa plant categorized by the EPA as a biopesticide. HeadsUp Plant Protectant is made up of approximately equal ratios of the saponin aglycones oleanolic acid, hederagenin, and phytolaccagenic acid and is intended for use as a seed treatment on tuber (e.g. potato seed pieces), legume, and cereal seeds or as a pre-plant root dip for roots of transplants, at planting, to prevent fungal growth, bacterial growth, and viral plant diseases.
Excerpted from Wikipedia’s “hederagenin” article, available under the CC BY-SA 4.0 licence.