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Viriditoxin

CAT: 0013-GTR19211379-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19211379-01Size:50 mg
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Description
Viriditoxin is a fungal secondary metabolite from Aspergillus viridinutans that acts as a potent inhibitor of the bacterial cytoskeletal protein FtsZ. This activity makes it a valuable research tool for studying bacterial cell division and for in vitro screening of novel antibacterial agents.
CAS Number
35483-50-2
Smiles
O (C) C=1C (=C (O) C2=C (C1) C=C3C (=C2O) C (=O) OC (CC (OC) =O) C3) C=4C (OC) =CC5=C (C4O) C (O) =C6C (=C5) CC (CC (OC) =O) OC6=O
Molecular Formula
C34H30O14
Molecular Weight
662.59
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Viriditoxin

(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 Number35483-50-2
PubChem CID53343291
IUPAC Namemethyl 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 FormulaC34H30O14
Molecular Weight662.6
XLogP5.2
Topological Polar Surface Area205
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count9
Heavy Atom Count48
Formal Charge0
Complexity1130
SMILES
COC1=C(C2=C(C(=C1)O)C(=C3C(=C2)C[C@H](OC3=O)CC(=O)OC)O)C4=C(C=C(C5=C4C=C6C[C@H](OC(=O)C6=C5O)CC(=O)OC)O)OC
InChI
InChI=1S/C34H30O14/c1-43-21-11-19(35)27-17(7-13-5-15(9-23(37)45-3)47-33(41)25(13)31(27)39)29(21)30-18-8-14-6-16(10-24(38)46-4)48-34(42)26(14)32(40)28(18)20(36)12-22(30)44-2/h7-8,11-12,15-16,35-36,39-40H,5-6,9-10H2,1-4H3/t15-,16-/m0/s1
InChIKey
GMCZVCXZGZGZPX-HOTGVXAUSA-N
Chemical Structure
2D Structure
2D structure of Viriditoxin
CAS: 35483-50-2
CID: 53343291
Formula: C34H30O14
MW: 662.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight662.6
XLogP35.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count9
Exact Mass662.16355563
Monoisotopic Mass662.16355563
Topological Polar Surface Area205 Ų
Heavy Atom Count48
Formal Charge0
Complexity1130
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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