523-39-7 Usage
Description
Menaquinone 9 (MK-9) is a vitamin K2 analog that has been found in various bacteria, including E. coli. MK-9 is UV-sensitive and binds to soluble nitrate reductase, a component of the bacterial electron transport chain. In vivo, MK-9 increases plasma prothrombin concentration in vitamin K-deficient rats. It is a light yellow to yellow solid and is part of the K2 Vitamin homologs, originally discovered as the anti-hemorrhagic factor.
Uses
Used in Pharmaceutical Industry:
Menaquinone 9 is used as a prothrombogenic agent for its ability to increase plasma prothrombin concentration in vitamin K-deficient rats, which can be beneficial in treating conditions related to blood clotting and hemorrhaging.
Used in Agricultural Industry:
Menaquinone 9 is used as a functional electron transfer component in nitrate reductase, playing a crucial role in the nitrogen cycle and nutrient uptake in plants, which can contribute to enhanced crop growth and productivity.
Used in Nutritional Supplements:
Menaquinone 9 is used as a vitamin K2 supplement for its various physiological processes and health benefits, including support for bone and cardiovascular health.
Check Digit Verification of cas no
The CAS Registry Mumber 523-39-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 3 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 523-39:
(5*5)+(4*2)+(3*3)+(2*3)+(1*9)=57
57 % 10 = 7
So 523-39-7 is a valid CAS Registry Number.
InChI:InChI=1/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+
523-39-7Relevant articles and documents
Synergistic factors ensue high expediency in the synthesis of menaquinone [K2] analogue MK-6: Application to access an efficient one-pot protocol to MK-9
Yerramsetti, Nanaji,Dampanaboina, Lavanya,Mendu, Venugopal,Battula, Satyanarayana
, (2020/11/12)
Here we report a practical and efficient method for the synthesis of menaquinone vitamin (K2) analog MK-6 in all trans forms through “1 + 5 convergent synthetic approach” of pentaprenyl chloride with monoprenyl menadione derivative. In the synergistic factors, less efficient leaving group/more efficient nucleophile (Cl) in the substrate makes it more prominent reaction by eliminating all Sn2’ side reaction products. Further, the addition of acetic acid in the last step (desulfonation) of reaction sequence removes the limitations of the reactions in terms of cyclized side product (multiple reactions of pentaprenyl alcohol with Et3B), byproduct (Et3B, incendiary compound) formations and their interruption in the tricky purification processes. The utility of this method was further extended to find an efficient one-pot synthesis to MK-9 to the gram scale synthesis. This approach is economical and efficient and avoids the awkward chromatographic separation processes.
