Bhimamycin D
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-00145 |
| CAS | |
| Molecular Weight | 389.36 |
| Molecular Formula | C22H15NO6 |
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Description
Bhimamycin is an antibiotic produced by Streptomyces sp. GW32/698. Five components A to E are separated. Bhimamycin D has no antibacterial activity.
Specification
| IUPAC Name | 2-(1-acetyl-5-hydroxy-3-methyl-4,9-dioxobenzo[f]isoindol-2-yl)benzoic acid |
| Canonical SMILES | CC1=C2C(=C(N1C3=CC=CC=C3C(=O)O)C(=O)C)C(=O)C4=C(C2=O)C(=CC=C4)O |
| InChI | InChI=1S/C22H15NO6/c1-10-16-18(20(26)13-7-5-9-15(25)17(13)21(16)27)19(11(2)24)23(10)14-8-4-3-6-12(14)22(28)29/h3-9,25H,1-2H3,(H,28,29) |
| InChI Key | ADYJKPPPZQUXSH-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Powder |
Reference Reading
1. Bhimamycin J, a Rare Benzo[f]isoindole-dione Alkaloid from the Marine-Derived Actinomycete Streptomyces sp. MS180069
Fuhang Song, Na Yang, Zeinab G Khalil, Angela A Salim, Jiahui Han, Paul V Bernhardt, Rui Lin, Xiuli Xu, Robert J Capon Chem Biodivers. 2021 Nov;18(11):e2100674. doi: 10.1002/cbdv.202100674. Epub 2021 Oct 27.
Chemical investigation on a Streptomyces sp. strain MS180069 isolated from a sediment sample collected from the South China Sea, yielded the new benzo[f]isoindole-dione alkaloid, bhimamycin J (1). The structure was determined by extensive spectroscopic analysis, including HRMS, 1D, 2D NMR, and X-ray diffraction techniques. A molecular docking study revealed 1 as a new molecular motif that binds with human angiotensin converting enzyme2 (ACE2), recently described as the cell surface receptor responsible for uptake of 2019-CoV-2. Using enzyme assays we confirm that 1 inhibits human ACE2 79.7 % at 25 μg/mL.
2. Bhimamycin A to approximately E and bhimanone: isolation, structure elucidation and biological activity of novel quinone antibiotics from a terrestrial Streptomycete
Serge Fotso, Rajendra P Maskey, Iris Grün-Wollny, Klaus-Peter Schulz, Morton Munk, Hartmut Laatsch J Antibiot (Tokyo). 2003 Nov;56(11):931-41. doi: 10.7164/antibiotics.56.931.
From the ethyl acetate extract of a terrestrial Streptomycete isolate, five new quinone antibiotics, bhimamycin A (2a), B (2b), C (3c), D (5a), E (7) and the new tetralone bhimanone (8) were isolated together with the known microbial products chrysophanol (1a), aloesaponarin II (1b), 3,8-dihydroxy-1-methylanthraquinone-2-carboxylic acid (1c), adenosine, 2'-deoxyadenosine, phenylacetamide, and 2-(p-hydroxyphenyl)ethanol. The structures of these natural products were deduced from the spectral data and confirmed by comparison with related compounds from the literature and by synthesis.
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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 ╳
