CAS Number520-36-5
Synonyms5,7,4'-trihydroxyflavone; apigenol; Versuline; Versulin; 4',5,7-Trihydroxyflavone; CHAMOMILE; Celery seed extract; C.I. NATURAL YELLOW 1; T66 BO EVJ CR DQ& GQ IQ; Apigenine; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; Apigenin; EINECS 208-292-3; Pelargidenone; MFCD00006831
Molecular FormulaC15H10O5
Molecular Weight270.24
Purity≥95.0 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point555.5±50.0 °C at 760 mmHg
Melting Point>300 °C (lit.)
AppearanceLight yellow crystalline solid
EINECS208-292-3
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 520-36-5 |
| Catalog No. | 2A-9007122 |
| Chinese Name | 芹菜素; 芹黄素; 5,7,4'-三羟基黄酮 |
| Synonyms | 5,7,4'-trihydroxyflavone; apigenol; Versuline; Versulin; 4',5,7-Trihydroxyflavone; CHAMOMILE; Celery seed extract; C.I. NATURAL YELLOW 1; T66 BO EVJ CR DQ& GQ IQ; Apigenine; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; Apigenin; EINECS 208-292-3; Pelargidenone; MFCD00006831 |
| Molecular Formula | C15H10O5 |
| Molecular Weight | 270.24 |
| Purity | ≥95.0 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 555.5±50.0 °C at 760 mmHg |
| Melting Point | >300 °C (lit.) |
| Appearance | Light yellow crystalline solid |
| Water Solubility | DMSO: 27 mg/mL |
| Storage Condition | This product should be sealed and stored dry and b |
| Packaging | 25kg/fiber can |
| Application | Apigenin is a competitive CYP2C9 inhibitor with Ki of 2 μM. |
| EINECS | 208-292-3 |
| HTC | 2942000000 |
| PubChem ID | 57646817 |
| MDL Number | MFCD00006831 |
| SMILES | Oc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2 |
| InChI | 1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H |
| InChI Key | KZNIFHPLKGYRTM-UHFFFAOYSA-N |
| Beilstein/REAXYS | 262620 |
| NACRES Code | NA.77 |
| UNSPSC | 12352202 |
| Hazard Symbols | Transport |
| Risk Codes | R36/37/38 |
| Safety Description | S26;S36 |
| MSDS | msds/7122_1_520_36_5.pdf |
| Bioactivity | Apigenin is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology Target Ki: 2 μM (CYP2C9)[1] In Vitro Apigenin inhibits cytochrome P450 2C9 (CYP2C9) with a Ki of 2 μM in the CYP2C9 RECO system (a purified, reconstituted enzyme system containing recombinant human CYP2C9, P450 reductase, cytochrome b5, and liposomes)[1]. Apigenin inhibits the cell proliferation. The growth inhibition rate (IR) of 20, 40, and 80 μM of Apigenin is 38%, 71%, and 99% respectively on the 7thd. after exposure to Apigenin for 24 or 48 h, the clone formation of SGC-7901 cells is suppressed in a dose- and time-dependent manner. The cloning efficiency in 80 μM is 9.8% and 5% after treatment with Apigenin for 24 and 48 h, while in the control group it is 40.4% and 43.4%[2]. In Vivo Apigenin (API), a natural flavonoid, possesses a broad spectrum of biological properties, including antioxidative, anti-inflammatory, anticancer, and neuroprotective effects. Apigenin (125 mg/kg and 250 mg/kg) alleviates Adriamycin (ADR) (24 mg/kg)-induced myocardial injury. Apigenin inhibits serum aspartate amino transferase (AST) release. Apigenin reduces serum lactate dehydrogenase (LDH) release. Apigenin reduces serum creatine kinase (CK) contents[3]. Cell Assay The effect of Apigenin on the viability of cells is determined by MTT assay. Near-confluent stock cultures of human gastric cancer SGC-7901 cells are harvested with 0.2% EDTA and plated at a density of 2.5×103/well in 96-well microtiter plates. After an overnight incubation to allow cell attachment, the medium is replaced by fresh medium containing different concentrations (0, 20, 40, and 80 μM) of Apigenin. Control wells receive DMSO (0.2%). Each concentration of Apigenin is repeated in four wells. After incubation for 24 h, one plate is assayed with a microplate reader at the wavelength of 570 nm. Before the assay, MTT (5 mg/mL in PBS) is added to each well and incubated for 4 h, then MTT solution is removed from the wells by aspiration. After careful removal of the medium, 0.1 mL of DMSO is added to each well, and the plate is shaken for 15 min. The data of 7 d are fed into the computer and the growth curve is drawn. The growth inhibition rate (IR) is calculated[2]. Animal Admin Mice[3] Sixty healthy Kunming mice (26±2 g) are randomly assigned into two groups: a control group (n=15) and an ADR group (n=45). The ADR group is divided into three subgroups: ADR only without Apigenin (ADR, n=15), low-dose Apigenin (125 mg/kg/day, n=15), and high-dose Apigenin (250 mg/kg/day, n=15). All Apigenin-treated groups are treated daily via gastric gavage for seventeen days with a 125 or 250 mg/kg/day dose. ADR (3 mg/kg/day) is injected intraperitoneally into animals at an interval of 48 h (in total, eight times at a cumulative dose of 24 mg/kg). The mice in the control group receive injections of 0.9% sterile saline. On the 17th day after the first treatment, the mice are sacrificed, and blood samples are collected. A number of hearts are fixed with 2.5% glutaraldehyde fixative for electron microscopy analysis, and the others are stored at -80°C for western blot analysis. References [1]. Si D, et al. Mechanism of CYP2C9 inhibition by flavones and flavonols. Drug Metab Dispos. 2009 Mar;37(3):629-34. [2]. Wu K, et al. Inhibitory effects of apigenin on the growth of gastric carcinoma SGC-7901 cells. World J Gastroenterol. 2005 Aug 7;11(29):4461-4. [3]. Yu W, et al. Apigenin Attenuates Adriamycin-Induced Cardiomyocyte Apoptosis via the PI3K/AKT/mTOR Pathway. Evid Based Complement Alternat Med. 2017;2017:2590676. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 555.5±50.0 °C at 760 mmHg Melting Point >300 °C(lit.) Molecular Formula C15H10O5 Molecular Weight 270.237 Flash Point 217.1±23.6 °C Exact Mass 270.052826 PSA 90.90000 LogP 2.10 Vapour Pressure 0.0±1.6 mmHg at 25°C Index of Refraction 1.732 InChIKey KZNIFHPLKGYRTM-UHFFFAOYSA-N SMILES O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 Water Solubility DMSO: 27 mg/mL |
| Use of | Properties Articles232 Name apigenin Synonym More Synonyms Apigenin Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [3]. Yu W, et al. Apigenin Attenuates Adriamycin-Induced Cardiomyocyte Apoptosis via the PI3K/AKT/mTOR Pathway. Evid Based Complement Alternat Med. 2017;2017:2590676. Chemical & Physical Properties Molecular Formula C15H10O5 Exact Mass 270.052826 PSA 90.90000 Index of Refraction 1.732 InChIKey KZNIFHPLKGYRTM-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Shipping Name: UN |
| 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 United Nations shipping name 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 Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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