EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69579 - hederagenin

ChEBI IDCHEBI:69579
ChEBI Namehederagenin
Stars
DefinitionA sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3β stereoisomer).
Last Modified13 January 2023
DownloadsMolfile
FormulaC30H48O4
Net Charge0
Average Mass472.710
Monoisotopic Mass472.35526
SMILES[H][C@]12CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@]1([H])[C@]2(C)CC[C@H](O)[C@@]1(C)CO
InChIInChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
InChIKeyPGOYMURMZNDHNS-MYPRUECHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Paeonia rockii subsp. rockii (ncbitaxon:459179) root (BTO:0001188) PubMed (21954959) Isolated from chloroform soluble extract of air-dried and powdered roots
Kalopanax pictus (ncbitaxon:46399) stem (BTO:0001300) PubMed (21870831) Previous component: stem bark; Hot MeOH extract of dried stem bark
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
hederagenin (CHEBI:69579) has functional parent oleanolic acid (CHEBI:37659)
hederagenin (CHEBI:69579) has parent hydride oleanane (CHEBI:36481)
hederagenin (CHEBI:69579) has role plant metabolite (CHEBI:76924)
hederagenin (CHEBI:69579) is a dihydroxy monocarboxylic acid (CHEBI:35972)
hederagenin (CHEBI:69579) is a pentacyclic triterpenoid (CHEBI:25872)
hederagenin (CHEBI:69579) is a sapogenin (CHEBI:26606)
hederagenin (CHEBI:69579) is conjugate acid of hederagenin(1−) (CHEBI:140466)
Incoming Relation(s)
3-O-[2,3-di-O-acetyl-α-L-arabinopyranosyl]-hederagenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (CHEBI:69366) has functional parent hederagenin (CHEBI:69579)
3-O-[3,4-di-O-acetyl-α-L-arabinopyranosyl]hederagenin 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (CHEBI:69367) has functional parent hederagenin (CHEBI:69579)
akebia saponin D (CHEBI:194124) has functional parent hederagenin (CHEBI:69579)
cauloside D (CHEBI:69375) has functional parent hederagenin (CHEBI:69579)
dipsacussaponin A (CHEBI:69374) has functional parent hederagenin (CHEBI:69579)
hederagenin 28-O-β-D-glucopyranoside (CHEBI:67947) has functional parent hederagenin (CHEBI:69579)
hederagenin 3-O-arabinoside (CHEBI:5634) has functional parent hederagenin (CHEBI:69579)
kalopanaxsaponin A (CHEBI:69370) has functional parent hederagenin (CHEBI:69579)
kalopanaxsaponin B (CHEBI:69371) has functional parent hederagenin (CHEBI:69579)
kalopanaxsaponin C (CHEBI:69372) has functional parent hederagenin (CHEBI:69579)
salzmannianoside B (CHEBI:66158) has functional parent hederagenin (CHEBI:69579)
sieboldianoside A (CHEBI:69373) has functional parent hederagenin (CHEBI:69579)
hederagenin(1−) (CHEBI:140466) is conjugate base of hederagenin (CHEBI:69579)
IUPAC Name 
(3β)-3,23-dihydroxyolean-12-en-28-oic acid
Synonyms  Source
CaulosapogeninChemIDplus
Astrantiagenin EChemIDplus
HederagenolChemIDplus
Hederagenic acidChemIDplus
Manual XrefsDatabases
CPD-9481MetaCyc
HederageninWikipedia
CN102697791Patent
CN102633857Patent
CN101564405Patent
Registry NumbersSources
Reaxys:2711855Reaxys
CAS:465-99-6ChemIDplus
Citations