CHEBI:69579 - hederagenin

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ChEBI Name hederagenin
ChEBI ID CHEBI:69579
Definition A sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3β stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H48O4
Net Charge 0
Average Mass 472.69970
Monoisotopic Mass 472.355
InChI InChI=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
InChIKey PGOYMURMZNDHNS-MYPRUECHSA-N
SMILES [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)[C@@](C)(CO)[C@]3([H])CC[C@@]12C)C(O)=O
Metabolite of Species Details
Paeonia rockii subsp. rockii (NCBI:txid459179) Found in root (BTO:0001188). Isolated from chloroform soluble extract of air-dried and powdered roots See: PubMed
Kalopanax pictus (NCBI:txid46399) Found in stem (BTO:0001300). Previous component: stem bark; Hot MeOH extract of dried stem bark See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing 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 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)
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 Sources
Astrantiagenin E ChemIDplus
Caulosapogenin ChemIDplus
Hederagenic acid ChemIDplus
Hederagenol ChemIDplus
Manual Xrefs Databases
CN101564405 Patent
CN102633857 Patent
CN102697791 Patent
CPD-9481 MetaCyc
Hederagenin Wikipedia
View more database links
Registry Numbers Types Sources
2711855 Reaxys Registry Number Reaxys
465-99-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22005599 PubMed citation Europe PMC
23530040 PubMed citation Europe PMC
Last Modified
20 January 2014