CAS Number2883-98-9
Synonymstrans-1,2,4-Trimethoxy-5-(1-propenyl)benzene; Asarin; 1,2,4-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene; EINECS 220-743-6; A-Asarion; trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene,trans-1-Propenyl-2,4,5-trimethoxybenzene; Asaron; alpha-asarone; (E)-Asarone; a-Asarone; α-Asarone; 1,2,4-Trimethoxy-5-[(1E)-1-propen-1-yl]benzene; ASARONE,A; MFCD00064457; 1,2,4-Triméthoxy-5-[(1E)-1-propèn-1-yl]benzène; trans-Asarone; trans-2,4,5-trimethoxyphenylpropene; Asarone; trans-asaron; Etherophenol
Molecular Formula(CH3O)3C6H2CH=CHCH3
Molecular Weight208.25
Purity≥90.0 (HPLC)%
Density1.0±0.1 g/cm3
Boiling Point296 °C (lit.)
Melting Point57-61 °C (lit.)
Appearancecrystals
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2883-98-9 |
| Catalog No. | 2A-9029128 |
| Chinese Name | α-细辛脑 |
| Synonyms | trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene; Asarin; 1,2,4-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene; EINECS 220-743-6; A-Asarion; trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene,trans-1-Propenyl-2,4,5-trimethoxybenzene; Asaron; alpha-asarone; (E)-Asarone; a-Asarone; α-Asarone; 1,2,4-Trimethoxy-5-[(1E)-1-propen-1-yl]benzene; ASARONE,A; MFCD00064457; 1,2,4-Triméthoxy-5-[(1E)-1-propèn-1-yl]benzène; trans-Asarone; trans-2,4,5-trimethoxyphenylpropene; Asarone; trans-asaron; Etherophenol |
| Molecular Formula | (CH3O)3C6H2CH=CHCH3 |
| Molecular Weight | 208.25 |
| Purity | ≥90.0 (HPLC) |
| Density | 1.0±0.1 g/cm3 |
| Boiling Point | 296 °C (lit.) |
| Melting Point | 57-61 °C (lit.) |
| Appearance | crystals |
| Water Solubility | Water solubility: insoluble; water solubility: 102 |
| Storage Condition | Sealed and protected from light below 0℃. |
| Packaging | II; III |
| Application | Alpha-Asarone is the main active substance in Calamus and has anti-depressant effects. |
| PubChem ID | 407146 |
| MDL Number | MFCD00064457 |
| SMILES | COc1cc(OC)c(\C=C\C)cc1OC |
| InChI | 1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+ |
| InChI Key | RKFAZBXYICVSKP-AATRIKPKSA-N |
| Beilstein/REAXYS | 1910606 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 4.1 |
| Bioactivity | Alpha-Asarone is one of the main psychoactive compounds, and possesses an antidepressant-like activity in mice.IC50 value:Target:In vitro: The results indicated that α-asarone significantly attenuated the LPS-stimulated increase in neuroinflammatory responses and suppressed pro-inflammatory cytokine production in BV-2 cells. Mechanistic study revealed that α-asarone?inhibited the LPS-stimulated activation via regulation of nuclear factor kappa-B by blocking degradation of inhibitor kappa B-alpha signaling in BV-2 microglial cells. [2]In vivo: The present results reveal that the acute treatment of α-asarone elicited biphasic responses on immobility such that the duration of the immobility time is significantly reduced at lower doses (15 and 20 mg/kg, i.p.) but increased at higher doses (50 and 100 mg/kg, i.p.) in the TST. Besides, α-asarone at higher doses (50 and 100 mg/kg, i.p.) significantly decreased the spontaneous locomotor activity.[1] Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Research Areas >> Neurological Disease Natural Products >> Phenylpropanoids References [1]. Ranjithkumar Chellian, et al. Biphasic Effects of α-Asarone on Immobility in the Tail Suspension Test: Evidence for the Involvement of the Noradrenergic and Serotonergic Systems in Its Antidepressant-Like Activity. Front Pharmacol. 2016; 7: 72. [2]. Byung-Wook Kim, et al. α-Asarone attenuates microglia-mediated neuroinflammation by inhibiting NF kappa B activation and mitigates MPTP-induced behavioral deficits in a mouse model of Parkinson's disease. Neuropharmacology, Volume 97, October 2015, Pages [3]. Hye-Jung Park, et al. Effect of α-asarone on angiogenesis and matrix metalloproteinase. Environmental Toxicology and Pharmacology, Volume 39, Issue 3, May 2015, Pages 1107-1114 Chemical & Physical Properties Density 1.0±0.1 g/cm3 Boiling Point 296.0±0.0 °C at 760 mmHg Melting Point 57-61 °C(lit.) Molecular Formula C12H16O3 Molecular Weight 208.254 Flash Point 107.7±23.8 °C Exact Mass 208.109940 PSA 27.69000 LogP 2.98 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.526 InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N SMILES CC=Cc1cc(OC)c(OC)cc1OC Storage condition −20°C |
| Use of | Properties Articles28 Name α-asarone Synonym More Synonyms alpha-Asarone Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Research Areas >> Neurological Disease Natural Products >> Phenylpropanoids References [1]. Ranjithkumar Chellian, et al. Biphasic Effects of α-Asarone on Immobility in the Tail Suspension Test: Evidence for the Involvement of the Noradrenergic and Serotonergic Systems in Its Antidepressant-Like Activity. Front Pharmacol. 2016; 7: 72. [2]. Byung-Wook Kim, et al. α-Asarone attenuates microglia-mediated neuroinflammation by inhibiting NF kappa B activation and mitigates MPTP-induced behavioral deficits in a mouse model of Parkinson's disease. Neuropharmacology, Volume 97, October 2015, Pages [3]. Hye-Jung Park, et al. Effect of α-asarone on angiogenesis and matrix metalloproteinase. Environmental Toxicology and Pharmacology, Volume 39, Issue 3, May 2015, Pages 1107-1114 Chemical & Physical Properties Molecular Formula C12H16O3 Exact Mass 208.109940 PSA 27.69000 Index of Refraction 1.526 InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N |
| 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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