<Suppliers Price>

Hederagenin

Names

[ CAS No. ]:
465-99-6

[ Name ]:
Hederagenin

[Synonym ]:
Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3β)-
(3beta,4alpha)-3,23-Dihydroxyolean-12-en-28-oic acid
(4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-10-Hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-4a(2H)-picenecarboxylic acid
Hederagenol
Astrantiagenin E
3,23-dihydroxyolean-12-en-28-oic acid
Caulosapogenin
Hederagenic acid
Hederagenin
EINECS 207-369-9
Melanthigenin
3,23-Dihydroxyolean-12-en-28-acid
(3b,4a)-3,23-Dihydroxyolean-12-en-28-oic Acid
23-hydroxyoleanolic acid
(3β)-3,23-Dihydroxyolean-12-en-28-oic acid

Biological Activity

[Description]:

Hederagenin is a triterpenoid saponin. It can inhibit LPS-stimulated expression of iNOS, COX-2, and NF-κBHederagenin can Exhibits multiple pharmacological activities in the treatment of hyperlipidemia, antilipid peroxidation, antiplatelet aggregation, liver protection, antidepression, anti-inflammation.[1]In vitro:1) Hederagenin can correct the imbalance of endothelial function by inhibiting the release of large amounts of iNOS and increasing eNOS contents and inhibits the IKKβ/NF-κB signaling pathway to reduce the release of IL-6, IFN-γ, TNF-α, and other inflammatory factors. [1]2) The EC50 of hederagenin is 39 ± 6 μM in A549 cancer cell line, but it's inactive for DLD-1 cells. [2]3) Hederagenin inhibited LPS-induced production of NO, PGE2and cytokines in cells.[3]4) Hederagenin had an anti-edema effect on the CA-induced mouse hind paw edema assay. [3]5) Hederagenin inhibited the CA-induced increase in skin thicknesses. [3]In vivo: The rats in the hederagenin group were administered hederagenin at 20 mg/kg/d via gavage.(More details please refer to the protocol below). In AS rat models induced by a high-lipid diet plus VD3, hederagenin can effectively reduce serum lipid, ALT, and AST levels, in addition to improving liver function, relieving high blood coagulation, and slowing blood flow and stasis by improving blood rheology. [1]

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Cancer
Natural Products >> Terpenoids and Glycosides

[References]

[1]. Su-Hong Lu et al. Experimental Study of Antiatherosclerosis Effects with Hederagenin in Rats. Evid Based Complement Alternat Med, 2015, Oct 19

[2]. Diego Rodríguez-Hernández et al. Hederagenin as a triterpene template for the development of new antitumor compounds. Eur J Med Chem, 2015 Nov 13, 105:57-62

[3]. Chul Won Lee et al. Hederagenin, a major component of Clematis mandshurica Ruprecht root, attenuates inflammatory responses in RAW 264.7 cells and in mice. Int Immunopharmacol, 2015 Dec, 29(2):528-37.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
589.4±50.0 °C at 760 mmHg

[ Melting Point ]:
332 - 334ºC

[ Molecular Formula ]:
C30H48O4

[ Molecular Weight ]:
472.700

[ Flash Point ]:
324.3±26.6 °C

[ Exact Mass ]:
472.355255

[ PSA ]:
77.76000

[ LogP ]:
7.41

[ Vapour Pressure ]:
0.0±3.8 mmHg at 25°C

[ Index of Refraction ]:
1.569

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RJ8948000
CHEMICAL NAME :
Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3-beta,4-alpha)-
CAS REGISTRY NUMBER :
465-99-6
LAST UPDATED :
199806
DATA ITEMS CITED :
1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YAHOA3 Yakhak Hoe Chi. Journal of the Pharmaceutical Society. (Taehan Yakkakhoe, c/o College of Pharmacy, Seoul National Univ., Seoul 151, S. Korea) V.1- 1956(?)- Volume(issue)/page/year: 39,137,1995

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
22-45

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds