Viriditoxin

Chemical Information
(M)-viriditoxin is a dimethyl 2,2'-(9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetate in which the the 3 and 3' positions (bearing the 2-methoxy-2-oxoethyl (CH2CO2Me) groups) both have S configuration, while the 6 and 6' positions (where the binaphthopyran units are linked) have Ra configuration (the M atropisomer). It has been isolated from the fungi Aspergillus viridinutans and the fungus Paecilomyces variotii derived from the inner tissues of the giant jellyfish Nemopilema nomurai. It has a role as a mycotoxin, an antibacterial agent and an Aspergillus metabolite. It is functionally related to a semiviriditoxin.
| CAS Number | 35483-50-2 |
| PubChem CID | 53343291 |
| IUPAC Name | methyl 2-[(3S)-6-[(3S)-9,10-dihydroxy-7-methoxy-3-(2-methoxy-2-oxoethyl)-1-oxo-3,4-dihydrobenzo[g]isochromen-6-yl]-9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydrobenzo[g]isochromen-3-yl]acetate |
| Molecular Formula | C34H30O14 |
| Molecular Weight | 662.6 |
| XLogP | 5.2 |
| Topological Polar Surface Area | 205 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Complexity | 1130 |
| Property | Value |
|---|---|
| Molecular Weight | 662.6 |
| XLogP3 | 5.2 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 9 |
| Exact Mass | 662.16355563 |
| Monoisotopic Mass | 662.16355563 |
| Topological Polar Surface Area | 205 Ų |
| Heavy Atom Count | 48 |
| Formal Charge | 0 |
| Complexity | 1130 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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