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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O4
Molecular Weight 472.6997
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEDERAGENIN

SMILES

CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O

InChI

InChIKey=PGOYMURMZNDHNS-MYPRUECHSA-N
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

HIDE SMILES / InChI

Molecular Formula C30H48O4
Molecular Weight 472.6997
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Hederagenin is a triterpenoid saponin. It can inhibit LPS-stimulated expression of iNOS, COX-2, and NF-κB. Hederagenin exhibits multiple pharmacological activities in the treatment of hyperlipidemia, antilipid peroxidation, antiplatelet aggregation, liver protection, antidepression, anti-inflammation.

CNS Activity

Curator's Comment: The pharmacokinetics results indicated that hederagenin could pass through the blood-brain barrier. Demonstrated in rats.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.39 µM [IC50]
40.6 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Hederagenin, a major component of Clematis mandshurica Ruprecht root, attenuates inflammatory responses in RAW 264.7 cells and in mice.
2015-12
Experimental Study of Antiatherosclerosis Effects with Hederagenin in Rats.
2015
Patents

Patents

Sample Use Guides

Hederagenin, dissolved in 40% polyethylene glycol, was administered orally to mice at doses of 5 or 30 mg/kg/day for four consecutive days.
Route of Administration: Oral
Treatment with hederagenin (10, 30 and 100uM) resulted in inhibited levels of protein expression of lipopolysaccharide-stimulated iNOS, COX-2, and NF-κB as well as production of NO, PGE2, TNF-α, IL-1β, and IL-6 induced by lipopolysaccharide in RAW 264.7 cells.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:54:47 GMT 2025
Edited
by admin
on Mon Mar 31 19:54:47 GMT 2025
Record UNII
RQF57J8212
Record Status Validated (UNII)
Record Version
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Name Type Language
HEDERAGENIN
MI  
Common Name English
NSC-24954
Preferred Name English
ASTRANTIAGENIN E
Common Name English
OLEAN-12-EN-28-OIC ACID, 3,23-DIHYDROXY-, (3.BETA.,4.ALPHA.)-
Common Name English
OLEAN-12-EN-28-OIC ACID, 3.BETA.,23-DIHYDROXY-
Common Name English
CAULOSAPOGENIN
Common Name English
HEDERAGENIC ACID
Common Name English
HEDERAGENIN [MI]
Common Name English
HEDERAGENIN, (+)-
Common Name English
HEDERAGENOL
Common Name English
HEDERAGENINE
Common Name English
Code System Code Type Description
FDA UNII
RQF57J8212
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
WIKIPEDIA
HEDERAGENIN
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-369-9
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID301029412
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
RXCUI
2045115
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
CHEBI
69579
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
CHEBI
140466
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
NSC
24954
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
CAS
465-99-6
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
PUBCHEM
73299
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
MERCK INDEX
m5929
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY Merck Index
SMS_ID
300000049793
Created by admin on Mon Mar 31 19:54:47 GMT 2025 , Edited by admin on Mon Mar 31 19:54:47 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure given in reference is incorrect as per name given in Scifinder