Compound: Hederagenin
SMILES: O=C(O)[C@]12[C@H](C3=CC[C@@H]4[C@@]5([C@H]([C@@]([C@@H](O)CC5)(CO)C)CC[C@]4([C@]3(C)CC1)C)C)CC(C)(C)CC2
InChIKey: PGOYMURMZNDHNS-MYPRUECHSA-N
Synonyms: Hederagenin, 465-99-6, Caulosapogenin, Hederagenol, Astrantiagenin E, Hederagenic acid, (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, NSC-24954, RQF57J8212, (3beta)-3,23-dihydroxyolean-12-en-28-oic acid, (3-beta,4-alpha)-3,23-Dihydroxyolean-12-en-28-oic acid, CHEBI:69579, DTXSID301029412, Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3beta,4alpha)-, RefChem:38603, DTXCID501514667, 207-369-9, cyclocaric acid A, Herderagenin, Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3b,4a)-, MFCD00017385, NSC24954, Hederagenine, 4-epi-hederagenin, NSC 24954, (3beta,4alpha)-3,23-Dihydroxyolean-12-en-28-oic acid, EINECS 207-369-9, UNII-RQF57J8212, s3899, HEDERAGENIN [MI], Olean-12-en-28-oic acid, 3.beta.,23-dihydroxy-, Olean-12-en-28-oic acid, 3beta,23-dihydroxy-, HEDERAGENIN, (+)-, SCHEMBL359809, Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3.beta.,4.alpha.)-, CHEMBL486400, Hederagenin, >=97% (HPLC), PGOYMURMZNDHNS-MYPRUECHSA-N, GLXC-19162, HY-N0256, Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3-beta,4-alpha)-, BDBM50442880, AKOS016036289, CCG-269472, CS-5454, EBC-460083, FH23742, (4AS,6AS,6BR,8AR,9R,10S,12AR,12BR,14BS)-10-HYDROXY-9-(HYDROXYMETHYL)-2,2,6A,6B,9,12A-HEXAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID, AS-68383, DA-74076, Olean-12-en-28-oic acid,23-dihydroxy-, H1645, NS00031617, 3ss,4a-3,23-Dihydroxyolean-12-en-28-oicAcid, F859141, Olean-12-en-28-oic acid, 3-beta,23-dihydroxy-, Q-100493, Q5697238, 3beta,4alpha-3,23-Dihydroxyolean-12-en-28-oic Acid, (3.beta.,4.alpha.)-3,23-Dihydroxyolean-12-en-28-oic acid, Olean-12-en-28-oic acid,23-dihydroxy-, (3.beta.,4.alpha.)-, (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-carboxylicacid
Theoretical properties:
molecular_formula: C30H48O4
molecular_weight: 472.7 g/mol
exact_mass: 472.35526001 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 34
topological_polar_surface_area: 77.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Hederagenin is a sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a sapogenin and a dihydroxy monocarboxylic acid. It is functionally related to an oleanolic acid. It is a conjugate acid of a hederagenin(1-). It derives from a hydride of an oleanane.
chebi: A sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3β stereoisomer).
chembl: HEDERAGENIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.
Hederagenin has been found to have antidepressant-like effects in a rodent models. It has been shown to act as an antagonist of the NPFF1 receptor.