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hederagenin

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EntityQ5697238· pop 8· linked from 16 articles

hederagenin

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Also known as Hederagenol, Astrantiagenin E, Caulosapogenin, Hederagenic acid

Hederagenin is a triterpenoid which is a chemical constituent of the Hedera helix plant.

In the Vinony graph

Within Vinony's link graph, hederagenin is referenced by 16 other articles, and connects out to glycoside, enoxolone and digital object identifier.

It is catalogued under topics including Biopesticides, Chembox image size set and Diols.

Its subject is documented across 8 Wikipedia language editions.

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
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • 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.

Available in 8 languages

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