YM-47141
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| Category | Enzyme inhibitors |
| Catalog number | BBF-01686 |
| CAS | |
| Molecular Weight | 935 |
| Molecular Formula | C46H62N8O13 |
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Description
YM-47141 is a cyclic-depsipeptide produced by Flexibacter sp. Q17897. It acts as an elastase inhibitor with IC50 of 1.5 X 10(-7) mol/L.
Specification
| Synonyms | YM 47141; N-(phenylacetyl)-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 | (2S,3R)-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-tetrazacyclooctadec-17-yl]-3-hydroxy-2-[[(2S)-3-phenyl-2-[(2-phenylacetyl)amino]propanoyl]amino]butanamide |
| 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)CC3=CC=CC=C3 |
| InChI | InChI=1S/C46H62N8O13/c1-23(2)18-30-38(58)39(59)45(65)52-31(19-24(3)4)41(61)51-33(22-34(47)56)40(60)48-25(5)46(66)67-27(7)37(44(64)50-30)54-43(63)36(26(6)55)53-42(62)32(20-28-14-10-8-11-15-28)49-35(57)21-29-16-12-9-13-17-29/h8-17,23-27,30-33,36-37,55H,18-22H2,1-7H3,(H2,47,56)(H,48,60)(H,49,57)(H,50,64)(H,51,61)(H,52,65)(H,53,62)(H,54,63)/t25-,26-,27-,30+,31+,32+,33+,36+,37+/m1/s1 |
| InChI Key | RLFDHDLZRRLOSI-VFLTUTPWSA-N |
Reference Reading
1. 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.
2. Effect of YM-47141, a new inhibitor produced by Flexibactor sp. Q17897, on elastase
K Teramura, K Yasumuro, K Abe J Enzyme Inhib. 1996 Aug;11(1):33-8. doi: 10.3109/14756369609038220.
YM-47141, a peptidic compound recently isolated from Flexibactor sp. Q17897, strongly inhibited human leukocyte elastase (HLE) with Ki value 2.1 x 10(-7) M. Unlike other serine protease inhibitors, YM-47141 exhibited relatively weak effects on cathepsin G and alpha-chymotrypsin and its inhibitory Ki values were 9.2 x 10(-4) M and 1.3 x 10(-6) M, respectively. It had little, or no inhibitory effect on plasmin, thrombin, trypsin and kallikrein (IC50 > 10(-4) M). The inhibition of HLE by YM-47141 was reversible and of a mixed type.
3. 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.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
