5945-50-6 Usage
Uses
Used in Pharmaceutical Applications:
(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used as a therapeutic agent for promoting cell viability and migration in bone marrow-derived endothelial progenitor cells (BM-EPCs). It is particularly effective at concentrations ranging from 0.1 to 1,000 μM.
Used in Anti-inflammatory Applications:
In the treatment of inflammatory conditions, (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used as an anti-inflammatory agent. It inhibits apoptosis and reduces levels of matrix metalloproteinase-3 (MMP-3) and MMP-13 in chondrocytes, as well as LPS-induced nuclear translocation of NF-κB and the expression of COX-2, inducible nitric oxide synthase (iNOS), TNF-α, and IL-1β mRNA in RAW 264.7 cells.
Used in Gastrointestinal Applications:
(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used as a therapeutic agent for reducing colonic myeloperoxidase (MPO) activity, COX-2 and iNOS mRNA expression, and disease severity in a mouse model of ulcerative colitis induced by dextran sulfate sodium (DSS).
Used in Orthopedic Applications:
In the field of orthopedics, (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used to increase bone mineral content, bone mineral density, and improve bone microstructure in ovariectomized mice when administered at doses of 40 or 80 mg/kg.
Used in Pain Management Applications:
(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used as an analgesic agent, reducing acetic acid-induced writhing in mice and carrageenan-induced paw edema in rats.
Used in Wound Healing Applications:
In the field of wound care, (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used to decrease macrophage infiltration, wound healing time, and increase blood vessel formation in a rat model of wound healing.
Used in Cosmetic Applications:
(1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid is used as an active ingredient in cosmetic products for its potential anti-inflammatory, analgesic, and wound healing properties, which can contribute to skin health and appearance.
Used in the Food Industry:
In the food industry, (1S,2S,6S,9R)-9-hydroxy-9-(hydroxymethyl)-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,7-diene-5-carboxylic acid may be used as a natural additive for its potential health benefits, such as anti-inflammatory and analgesic properties, to enhance the nutritional value and appeal of certain products.
Please note
Check Digit Verification of cas no
The CAS Registry Mumber 5945-50-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,4 and 5 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5945-50:
(6*5)+(5*9)+(4*4)+(3*5)+(2*5)+(1*0)=116
116 % 10 = 6
So 5945-50-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8?,9-,10?,11?,12?,14+,15?,16+/m1/s1
5945-50-6Relevant academic research and scientific papers
Andromedoside, a New Iridoide Glycoside from Andromeda polifolia L.
Chung, Sun G.,Ahn, Byung Z.,Pachaly, Peter
, p. 702 - 708 (2007/10/02)
From Andromeda polifolia L. (Ericaceae) two further iridoide glycosides 4 and 6 were isolated and their structures determined.Both compounds are isomeric esters of monotropein (1) with p-hydroxycinnamic acid.Compound 6 was found to be vaccinoside; while the new iridoide andromedoside (4) represents a C-10-monotropein ester of cis-p-hydroxycinnamic acid.
