MR-566A
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03674 |
| CAS | |
| Molecular Weight | 203.62 |
| Molecular Formula | C8H10ClNO3 |
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Description
It is produced by the strain of Trichoderma harzianus KCTC 0114BP. MR-566A inhibited mushroom enzyminase and melanin biosynthesis in B16 melanoma cells with IC50 (μmol/L) of 1.72 and 0.1, respectively.
Specification
| Synonyms | SCHEMBL20203773 |
| IUPAC Name | 5-chloro-3,4-dihydroxy-3-(1-hydroxyethyl)cyclopentene-1-carbonitrile |
| Canonical SMILES | CC(C1(C=C(C(C1O)Cl)C#N)O)O |
| InChI | InChI=1S/C8H10ClNO3/c1-4(11)8(13)2-5(3-10)6(9)7(8)12/h2,4,6-7,11-13H,1H3 |
| InChI Key | XSQKIWCUHSTCDP-UHFFFAOYSA-N |
Properties
| Appearance | Brown Powder |
Reference Reading
1. MR566A and MR566B, new melanin synthesis inhibitors produced by Trichoderma harzianum. I. Taxonomy, fermentation, isolation and biological activities
C H Lee, M C Chung, H J Lee, K S Bae, Y H Kho J Antibiot (Tokyo). 1997 Jun;50(6):469-73. doi: 10.7164/antibiotics.50.469.
New melanin synthesis inhibitors (MR566A and B) and six related known isocyanocyclopentenes were isolated from the fermentation broth of Trichoderma harzianum. The IC50 values of MR566A and B against mushroom tyrosinase were 1.72 and 47 microM, respectively. They inhibited melanin biosynthesis in B16 melanoma cells with MIC values of 0.1 and 2.2 microM, respectively. Also isolated from the same culture extract of T. harzianum was a new oxazole (MR93B), which showed no inhibitory activity against mushroom tyrosinase at a concentration of 1,000 microg/ml.
2. MR566A and MR566B, new melanin synthesis inhibitors produced by Trichoderma harzianum. II. Physico-chemical properties and structural elucidation
C H Lee, H Koshino, M C Chung, H J Lee, J K Hong, J S Yoo, Y H Kho J Antibiot (Tokyo). 1997 Jun;50(6):474-8. doi: 10.7164/antibiotics.50.474.
New melanin synthesis inhibitors (MR566A and B) and six related known isocyanocyclopentenes were isolated from the fermentation broth of Trichoderma harzianum, and their structures were elucidated by spectroscopic methods. The structures of novel isocyanides, MR566A (1) and B (2), were elucidated as 1-(3-chloro-1,2-dihydroxy-4-isocyano-4-cyclopenten-1-yl)etha nol, 1-(1,2,3-trihydroxy-3-isocyano-4-cyclopenten-1-yl)ethanol, respectively. The structure of novel oxazole, MR93B (9), was elucidated as 4-[(1Z)-3-hydroxy-2-hydroxymethyl-1-propen-1-yl]oxazole.
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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 ╳
