CAS Number465-99-6
Synonyms(3beta,4alpha)-3,23-Dihydroxyolean-12-en-28-oic 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
Molecular FormulaC30H48O4
Molecular Weight472.70
Purity≥97 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point589.4±50.0 °C at 760 mmHg
Melting Point332 - 334ºC
AppearanceSolid;White to Almost white powder to crystal
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 465-99-6 |
| Catalog No. | 2A-9022074 |
| Chinese Name | 常春藤皂苷元 |
| Synonyms | (3beta,4alpha)-3,23-Dihydroxyolean-12-en-28-oic 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 |
| Molecular Formula | C30H48O4 |
| Molecular Weight | 472.70 |
| Purity | ≥97 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 589.4±50.0 °C at 760 mmHg |
| Melting Point | 332 - 334ºC |
| Appearance | Solid;White to Almost white powder to crystal |
| Storage Condition | 0-10°C; avoid heating |
| Application | Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation. |
| MDL Number | MFCD00017385 |
| SMILES | O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)CC[C@]5(C(O)=O)[C@@]4([H])CC(C)(C)CC5)([H])[C@]1(C)CO |
| 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 |
| InChI Key | PGOYMURMZNDHNS-MYPRUECHSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| MSDS | msds/22074_1_465_99_6.pdf |
| Bioactivity | 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. 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 |
| Use of | Properties 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 Biological Activity 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 Chemical & Physical Properties Molecular Formula C30H48O4 Exact Mass 472.355255 PSA 77.76000 Index of Refraction 1.569 InChIKey PGOYMURMZNDHNS-MYPRUECHSA-N |
| Transport Info | Product name: Purity: 97.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
| Related Products in Botanical Reference Standards | ||
|---|---|---|
| Cianidanol | 154-23-4 | 2A-9021036 |
| Azacosterol | 313-05-3 | 2A-9021219 |
| Isopropyl-beta-D-thiogalactopyranoside | 367-93-1 | 2A-9021547 |
| 2-Nitrophenyl-beta-D-galactopyranoside | 369-07-3 | 2A-9021555 |
| Arjunolic acid | 465-00-9 | 2A-9022069 |
| alpha-Boswellic acid | 471-66-9 | 2A-9022092 |
| Daucosterol | 474-58-8 | 2A-9022103 |
| Rhein | 478-43-3 | 2A-9022121 |
| Taxifolin | 480-18-2 | 2A-9022136 |
| Linarin | 480-36-4 | 2A-9022138 |
| Browse all Botanical Reference Standards products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS