YM-47142

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Category Enzyme inhibitors
Catalog number BBF-01687
CAS
Molecular Weight 901
Molecular Formula C43H64N8O13

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Description

YM-47142 is a cyclic-depsipeptide produced by Flexibacter sp. Q17897. It acts as an elastase inhibitor with IC50 of 3.0 X 10(-7) mol/L.

Specification

Synonyms YM 47142; N-(3-methylbutanoyl)-L-phenylalanyl-N-[(3R,6S,9S,14S,17S,18R)-6-(2-amino-2-oxoethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,5,8,11,12,13,16-heptaoxo-1-oxa-4,7,10,15-tetraazacyclooctadecan-17-yl]-L-threoninamide
IUPAC Name N-[(2S)-1-[[(2S,3R)-1-[[(3R,6S,9S,14S,17S,18R)-6-(2-amino-2-oxoethyl)-3,18-dimethyl-9,14-bis(2-methylpropyl)-2,5,8,11,12,13,16-heptaoxo-1-oxa-4,7,10,15-tetrazacyclooctadec-17-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-3-methylbutanamide
Canonical SMILES CC1C(C(=O)NC(C(=O)C(=O)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C)CC(=O)N)CC(C)C)CC(C)C)NC(=O)C(C(C)O)NC(=O)C(CC2=CC=CC=C2)NC(=O)CC(C)C
InChI InChI=1S/C43H64N8O13/c1-20(2)15-27-35(55)36(56)42(62)49-28(16-21(3)4)38(58)48-30(19-31(44)53)37(57)45-23(7)43(63)64-25(9)34(41(61)47-27)51-40(60)33(24(8)52)50-39(59)29(46-32(54)17-22(5)6)18-26-13-11-10-12-14-26/h10-14,20-25,27-30,33-34,52H,15-19H2,1-9H3,(H2,44,53)(H,45,57)(H,46,54)(H,47,61)(H,48,58)(H,49,62)(H,50,59)(H,51,60)/t23-,24-,25-,27+,28+,29+,30+,33+,34+/m1/s1
InChI Key WDOYVAJHZHVZQI-KNFAUAPHSA-N

Reference Reading

1. YM-47141 and 47142, new elastase inhibitors produced by Flexibacter sp. Q17897. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
K Yasumuro, Y Suzuki, M Shibazaki, K Teramura, K Abe, M Orita J Antibiot (Tokyo). 1995 Dec;48(12):1425-9. doi: 10.7164/antibiotics.48.1425.
In the course of our screening for elastase inhibitors from microorganism, we have found two new cyclic-depsipeptides designated YM-47141 and 47142. In this paper, we described the taxonomy of the producing organism and isolation, physico-chemical properties, and biological activities of YM-47141 and 47142.
2. YM-47141 and YM-47142, new elastase inhibitors produced by Flexibacter sp. Q17897. II. Structure elucidation
M Orita, K Yasumuro, K Kokubo, M Shimizu, K Abe, T Tokunaga, H Kaniwa J Antibiot (Tokyo). 1995 Dec;48(12):1430-4. doi: 10.7164/antibiotics.48.1430.
YM-47141 and YM-47142 are new elastase inhibitor produced by Flexibacter sp. Q17897. These structures were elucidated by MS and NMR spectral analysis. YM-47141 and YM-47142 were the cyclic peptides containing tricarbonyl moiety hydrated on the center carbonyl carbon in DMSO-d6.

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