| Identification | Back Directory | [Name]
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one | [CAS]
63038-10-8 | [Synonyms]
Senkyunolide
Sedanenolide
Senkyunolide A
(-)-Sedanenolide
(S)-Sedanenolide
3-Butyl-4,5-dihydrophthalide
(S)-3-Butyl-4,5-dihydroisobenzofuran-1(3H)-one
(3S)-3-Butyl-4,5-dihydro-1(3H)-isobenzofuranone
1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (S)-
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one
1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (3S)- | [Molecular Formula]
C12H16O2 | [MDL Number]
MFCD16660665 | [MOL File]
63038-10-8.mol | [Molecular Weight]
192.26 |
| Chemical Properties | Back Directory | [Boiling point ]
368.147±11.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.070±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Store in freezer, under -20°C | [solubility ]
DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml | [form ]
Liquid | [color ]
Colorless to light yellow | [Cosmetics Ingredients Functions]
SKIN CONDITIONING - EMOLLIENT
SKIN PROTECTING | [LogP]
1.775 (est) |
| Hazard Information | Back Directory | [Description]
Senkyunolide A is a phthalide originally isolated from celery seed essential oil that has cytoprotective and antiproliferative activities. It protects against cell injury induced by corticosterone in PC12 cells in a time-dependent manner when used at concentrations ranging from 0.125 to 0.5 mg/ml and reduces corticosterone-induced apoptosis at a concentration of 0.5 mg/ml. It also reverses increases in protein levels of phosphatase 2A (PP2A) and α-synuclein and reverses decreases in the phosphorylated forms of PP2A and α-synuclein. Senkyunolide A inhibits cell proliferation of HT-29 colon cancer (IC50 = 54.17 μM) but not non-cancerous human CCD-18Co colon cells (IC50 = 109.11 μM). | [Chemical Properties]
A slightly yellow oily substance, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Chuanxiong. | [Uses]
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one has anti-cerebral ischemia and anti-Alzheimer's disease effects, and can inhibit uterine rhythmic contractions. | [Definition]
ChEBI: Senkyunolide is a member of 2-benzofurans. | [References]
[1] LEONARD F. BJELDANES In S K. Phthalide components of celery essential oil[J]. The Journal of Organic Chemistry, 1977, 42 13: 2333-2335. DOI: 10.1021/jo00433a033
[2] SHENGLAN GONG. Senkyunolide A protects corticosterone-induced cell apoptosis via modulating protein phosphatase 2A and α-synuclein[J]. bioRxiv?: the preprint server for biology, 2017, 24 1. DOI: 10.1101/145326
[3] WINNIE LAI TING KAN. Study of the anti-proliferative effects and synergy of phthalides from Angelica sinensis on colon cancer cells[J]. Journal of ethnopharmacology, 2008, 120 1: Pages 36-43. DOI: 10.1016/j.jep.2008.07.027 |
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