3,7-Dihydroxytropolone
Basic information
- CAS
85233-29-0- Standard SMILES
O=c1cccc(O)c(O)c1O- InChIKey
HQLHJCFATKAUSO-UHFFFAOYSA-N- Molecular formula
- C7H6O4
- Average molar mass
- 154.12 g/mol
- Monoisotopic mass
- 154.02660867
Overview
3,7-dihydroxytropolone is a cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97. It has a role as an antineoplastic agent and a bacterial metabolite. It is an alpha-hydroxy ketone, a triol, an enol and a cyclic ketone. It is functionally related to a tropolone.
Names & identifiers
- Preferred name
- 3,7-Dihydroxytropolone
- IUPAC
- 2,3,4-trihydroxycyclohepta-2,4,6-trien-1-one
- English name
- 3,7-dihydroxytropolone
- Molecular formula
- C7H6O4
- Molecular weight
- 154.12
Names & synonyms
3,7-Dihydroxytropolone85233-29-02,3,4-trihydroxycyclohepta-2,4,6-trien-1-oneT7F4GCF4F92,4,6-Cycloheptatrien-1-one, 2,3,4-trihydroxy-CHEBI:156362RefChem:91872Bmy-284382,3,7-trihydroxycyclohepta-2,4,6-trien-1-oneCHEMBL135189SP15Bmy 28438
Show more names
3,4-Dihydroxytropolone2,3,4-Trihydroxy-2,4,6-cycloheptatrien-1-one
188803-31-82,4,6-Cycloheptatrien-1-one, 2,3,7-trihydroxy-2,3,7-trihydroxycyclohepta-2,4,6-trienoneUNII-T7F4GCF4F92,3,7-Trihydroxy-2,4,6-cycloheptatrien-1-oneSCHEMBL344192SCHEMBL524707HQLHJCFATKAUSO-UHFFFAOYSA-N
Database identifiers
- CAS
85233-29-0- PubChem CID
- 128646
- DTXSID
DTXSID701005715- ChEMBL
CHEMBL135189- ChEBI
CHEBI:156362- UNII
- T7F4GCF4F9
- Nikkaji
- J227.567H、J838.840G
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 77.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 283
Physicochemical properties
- Melting point
- 230 °C · 230 °C
- Boiling point
- 223 · 223.0±40.0 °C(Predicted)
- Density
- 1.802 · 1.802±0.06 g/cm3(Predicted)
- pka
- 4.5 · 4.50±1.00(Predicted)
- FDA UNII
- 7 F4GCF4F9 · T7F4GCF4F9
Chemistry & industry
Additional notes
DefinitionChEBI: 3,7-dihydroxytropolone is a cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97. It has a role as an antineoplastic agent and a bacterial metabolite. It is a cyclic ketone, a triol, an alpha-hydroxy ketone and an enol. It is functionally related to a tropolone.
Related reactions
2 records
Compound notes
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