917-13-5 Usage
Uses
Different sources of media describe the Uses of 917-13-5 differently. You can refer to the following data:
1. Enniatins are a family of depsipeptide ionophores, produced several Fusarium species. More recently, the effects of the ennitins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumour action have received more focus. Enniatin B is the most studied of four major analogues of the enniatin complex.
2. Enniatins are a family of depsipeptide ionophores produced by several Fusarium species. Recently, the effects of the enniatins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumor action have received more focus. Enniatin B is the most studied of four major analogues of the enniatin complex.
Definition
ChEBI: An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine units.
Biological Activity
enniatin b is an ionophore antibiotic.enniatins are one of the cyclohexadepsipeptides produced by various species of the genus fusarium, and are reported to have antibiotic, ionophoric, and in-vitro hypolipidaemic activities.
in vitro
a non-toxic concentration of enniatin b could strongly inhibit a pdr5p-mediated efflux of cycloheximide or cerulenin in pdr5p-overexpressing cells. the mode of pdr5p inhibition caused by enniatin b was competitive against fk506. however, enniatin b could not inhibit the function of snq2p, a homologue of pdr5p [1]. another study showed that enniatin b was a relatively poor ionophore that could facilitate import of k+ and na+ across membranes [2]. it was also found that like other enniatins, enniatin b was able to inhibit acyl-coa: cholesterol acyltransferase [3].
in vivo
after oral administration to mice, no toxicological signs or pathological changes were observed. moreover, enniatin b was found in all tissues and serum but not in urine, and the highest amounts was measured in liver and fat. three phase i metabolites of enniatin b were found in liver and colon, with dioxygenated-enniatin b being most prominent [4].
references
[1] k. hiraga, s. yamamoto, h. fukuda, et al. enniatin has a new function as an inhibitor of pdr5p, one of the abc transporters in saccharomyces cerevisiae. biochemical and biophysical research communications 328(4), 1119-1125 (2005).[2] m. r. kamyar, p. rawnduzi, c. r. studenik, et al. investigation of the electrophysiological properties of enniatins. archives of biochemistry and biophysics429(2), 215-223 (2004).[3] tomoda, x. h. huang, j. cao, et al. inhibition of acyl-coa: cholesterol acyltransferase activity by cyclodepsipeptide antibiotics. j.antibiot.(tokyo) 45(10),1626-1632 (1992).[4] rodríguez-carrasco y et al. mouse tissue distribution and persistence of the food-born fusariotoxins enniatin b and beauvericin. toxicol lett. 2016 apr 15;247:35-44.
Check Digit Verification of cas no
The CAS Registry Mumber 917-13-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,1 and 7 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 917-13:
(5*9)+(4*1)+(3*7)+(2*1)+(1*3)=75
75 % 10 = 5
So 917-13-5 is a valid CAS Registry Number.
InChI:InChI=1/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1
917-13-5Relevant articles and documents
A total synthesis of the ammonium ionophore, (-)-enniatin B
Hu, Dennis X.,Bielitza, Max,Koos, Peter,Ley, Steven V.
, p. 4077 - 4079 (2012/09/07)
A nine-step (longest linear) batch total synthesis of the cyclic hexadepsipeptide (-)-enniatin B is described. The synthesis minimizes precipitation during reaction conditions for adaptability to flow synthesis. The route was used to prepare >100 mg of th
