1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)anthracene-9,10-dione
Basic information
- CAS
5803-62-3- Standard SMILES
CCCCCC(O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc(O)cc1C2=O- InChIKey
WGPOPPKSQRZUTP-UHFFFAOYSA-N- Molecular formula
- C20H20O7
- Average molar mass
- 372.4 g/mol
- Monoisotopic mass
- 372.12090297
Overview
Averantin is a tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxyhexyl substituent at position 2. It has a role as a fungal metabolite. It is a polyketide and a tetrahydroxyanthraquinone.
Names & identifiers
- Preferred name
- 1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)anthracene-9,10-dione
- IUPAC
- 1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthracene-9,10-dione
- English name
- averantin
- Molecular formula
- C20H20O7
- Molecular weight
- 372.37
Names & synonyms
1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthracene-9,10-dioneDTXSID50973614RefChem:1052612DTXCID4014010651,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)-9,10-anthraquinoneSCHEMBL3272066HB3790MFCD01664488BS-1345Q27133332NCGC00384898-01!1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthracene-9,10-dione
Show more names
averantinAverantin DISCONTINUEDAverantin, Aflatoxin B1 percursor1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)-anthraquinoneANTHRAQUINONE,2-(1-HYDROXYHEXYL)-1,3,6,8-TETRAHYDROXY-(-)-1,3,6,8-Tetrahydroxy-2-(1-hydroxyhexyl)-9,10-anthracenedione1,3,6,8-Tetrahydroxy-2-[(1S)-1-hydroxyhexyl]-9,10-anthracenedione
Database identifiers
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 565
Physicochemical properties
- Boiling point
- 694.5 · 694.5±34.0 °C(Predicted)
- Density
- 1.49 · 1.490±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMSO: soluble; Methanol: soluble
- form
- A crystalline solid
- pka
- 6.04 · 6.04±0.20(Predicted)
- color
- Orange
- FDA UNII
- 6 H95D7020N · 6H95D7020N
Chemistry & industry
Applications
DescriptionAverantin is an anthraquinone fungal metabolite that has been found in Aspergillus. It is an intermediate in the biosynthesis of aflatoxin B1 . Averantin is active against B. subtilis bacteria and the plant pathogenic fungus F. solani in vitro (MICs = 16-32 μg/ml).
UsesAverantin is the minor metabolite of the fungus Cercospora arachidicola[1]. Averantin is an aflatoxin B1 precursor that can be used in the biosynthetic pathway[2].
Additional notes
DefinitionChEBI: A tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxyhexyl substituent at position 2.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…