CAS 465-99-6|Hederagenin

Introduction：Basic information about CAS 465-99-6|Hederagenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Hederagenin BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Synonyms

Common Name	Hederagenin
CAS Number	465-99-6	Molecular Weight	472.700
Density	1.1±0.1 g/cm3	Boiling Point	589.4±50.0 °C at 760 mmHg
Molecular Formula	C₃₀H₄₈O₄	Melting Point	332 - 334ºC
MSDS	/	Flash Point	324.3±26.6 °C

Names

Name	(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
Synonym	More Synonyms

Hederagenin BiologicalActivity

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 >>OthersResearch Areas >>CancerNatural 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.

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 >>OthersResearch Areas >>CancerNatural 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.

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
InChIKey	PGOYMURMZNDHNS-MYPRUECHSA-N
SMILES	CC1(C)CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC43C)C2C1

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

Synonyms

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

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