Lachnumol A
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| Category | Antibiotics |
| Catalog number | BBF-02227 |
| CAS | 150671-03-7 |
| Molecular Weight | 267.11 |
| Molecular Formula | C10H12Cl2O4 |
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Description
It is produced by the strain of Lachnum papyraceum. It has weaker activity against bacteria, yeast and filamentous fungi. It has cytotoxic activity against L1210, HeLa, KB and other cell lines.
Specification
| Synonyms | La; 1-chloro-6-[(Z)-1-chloroprop-1-enyl]-4-methoxy-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol; 7-Oxabicyclo(4.1.0)hept-3-ene-2,5-diol, 6-chloro-1-(1-chloro-1-propenyl)-3-methoxy- |
| IUPAC Name | 6-chloro-1-[(Z)-1-chloroprop-1-enyl]-3-methoxy-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol |
| Canonical SMILES | CC=C(C12C(C(=CC(C1(O2)Cl)O)OC)O)Cl |
| InChI | InChI=1S/C10H12Cl2O4/c1-3-6(11)9-8(14)5(15-2)4-7(13)10(9,12)16-9/h3-4,7-8,13-14H,1-2H3/b6-3- |
| InChI Key | CLAFUBPFUBWURK-UTCJRWHESA-N |
Properties
| Appearance | Colorless Oily Matter |
| Antibiotic Activity Spectrum | Neoplastics (Tumor); Fungi; Yeast |
| Solubility | Soluble in Methanol, Chloroform |
Reference Reading
1. Lachnumon and lachnumol a, new metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. I. Producing organism, fermentation, isolation and biological activities
M Stadler, H Anke, W R Arendholz, F Hansske, U Anders, O Sterner, K E Bergquist J Antibiot (Tokyo). 1993 Jun;46(6):961-7. doi: 10.7164/antibiotics.46.961.
Several chlorinated metabolites with nematicidal, antimicrobial, and cytotoxic activities were isolated from submerged cultures of the ascomycete Lachnum papyraceum. Three compounds were identified as (+)-mycorrhizin A (3), (+)-chloromycorrhizin A (4) and (+)-dechloromycorrhizin A (5). The occurrence of 5 as a natural product is new. Two compounds, lachnumon (1) and lachnumol A (2), were found to be new fungal metabolites with cytotoxic, nematicidal and antimicrobial activities.
2. Lachnumon and lachnumol a, new metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. II. Structural elucidation
M Stadler, H Anke, K E Bergquist, O Sterner J Antibiot (Tokyo). 1993 Jun;46(6):968-71. doi: 10.7164/antibiotics.46.968.
The structures of two new biologically active chlorinated metabolites isolated from submerged cultures of the ascomycete Lachnum papyraceum have been elucidated by NMR and mass spectroscopy. The compounds, lachnumon (1) and lachnumol A (2), which structurally are related with mycorrhizin A that also is produced by the fungus, contain an unusual chlorinated epoxide group.
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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 ╳
