MSD-92
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| Category | Antibiotics |
| Catalog number | BBF-03680 |
| CAS | 22712-32-9 |
| Molecular Weight | 223.19 |
| Molecular Formula | C8H9N5O3 |
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Description
It is originally isolated from Actinomyces sp. MSD-92 has anti-gram-positive and anti-gram-negative activity, and the MIC of it against Escherichia coli was 2 μg/mL.
Specification
| Synonyms | 2-Methylfervenulone; BRN 0540815; 2,8-Dihydro-2,6,8-trimethylpyrimido(5,4-e)-as-triazine-3,5,7-trione |
| IUPAC Name | 2,6,8-trimethylpyrimido[5,4-e][1,2,4]triazine-3,5,7-trione |
| Canonical SMILES | CN1C2=NN(C(=O)N=C2C(=O)N(C1=O)C)C |
| InChI | InChI=1S/C8H9N5O3/c1-11-5-4(6(14)12(2)8(11)16)9-7(15)13(3)10-5/h1-3H3 |
| InChI Key | NLCDJWLDGSBUOQ-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Flake Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 298.6±23.0°C at 760 mmHg |
| Melting Point | 183-183.5°C |
| Density | 1.6±0.1 g/cm3 |
Reference Reading
1. Isolation of a novel protein tyrosine phosphatase inhibitor, 2-methyl-fervenulone, and its precursors from Streptomyces
H Wang, K L Lim, S L Yeo, X Xu, M M Sim, A E Ting, Y Wang, S Yee, Y H Tan, C J Pallen J Nat Prod. 2000 Dec;63(12):1641-6. doi: 10.1021/np000293+.
High-throughput screening identified an extract from Streptomyces sp. IM 2096 with inhibitory activity toward several protein tyrosine phosphatases (PTPs). Four 1,2,4-triazine compounds 2096A-D (1-4) were isolated from this extract and their structures elucidated by interpretation of spectroscopic data and confirmed by degradation and synthesis. The novel glycocyamidine derivatives 1 and 2 are diastereomers and may interconvert. Both are inactive in the PTP inhibition assay. Compounds 1 and 2 are unstable and partially decompose to 3 and glycocyamidine (5) at room temperature. Compound 3, known as MSD-92 or 2-methyl-fervenulone, is a broad-specificity PTP inhibitor with comparable potency to vanadate. The imidazo[4, 5-e]-1,2,4-triazine (4), inactive in the PTP-inhibition assay, may be a degradation product of 3.
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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 ╳
