NP-MRD: Showing NP-Card for 1,10-dihydro-1,10-dihydroxyfluoren-9-one (NP0339780)

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Record Information

Version

2.0

Created at

2024-09-11 23:31:21 UTC

Updated at

2024-09-11 23:31:22 UTC

NP-MRD ID

NP0339780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,10-dihydro-1,10-dihydroxyfluoren-9-one

Description

1,10-Dihydro-1,10-dihydroxyfluoren-9-one belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. 1,10-dihydro-1,10-dihydroxyfluoren-9-one was first documented in 1989 (PMID: 2612886). Based on a literature review very few articles have been published on 1,10-dihydro-1,10-dihydroxyfluoren-9-one (PMID: 8300532).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302032D          

 16 18  0  0  0  0            999 V2000
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    1.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 13  1  0  0  0  0
 12 15  1  0  0  0  0
  6 12  1  0  0  0  0
  5 16  2  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339780

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C=CC=C2C3=CC=CC=C3C(=O)C12O

> <INCHI_IDENTIFIER>
InChI=1/C13H10O3/c14-11-7-3-6-10-8-4-1-2-5-9(8)12(15)13(10,11)16/h1-7,11,14,16H

> <INCHI_KEY>
CZWUUOGKBHOBEC-UHFFFAOYNA-N

> <FORMULA>
C13H10O3

> <MOLECULAR_WEIGHT>
214.22

> <EXACT_MASS>
214.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
21.319921328142016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,9a-dihydroxy-9,9a-dihydro-1H-fluoren-9-one

> <JCHEM_LOGP>
0.7967837306666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.143308177949375

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.313973893991198

> <JCHEM_PKA_STRONGEST_BASIC>
-3.520881330782784

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
60.8227

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,9a-dihydroxy-1H-fluoren-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.610   2.820   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.610   4.360   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.044   3.421   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15    6                                             
CONECT   13   12   14    4                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    5    1                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀O₃

Average Mass

214.2200 Da

Monoisotopic Mass

214.06299 Da

IUPAC Name

1,9a-dihydroxy-9,9a-dihydro-1H-fluoren-9-one

Traditional Name

1,9a-dihydroxy-1H-fluoren-9-one

CAS Registry Number

Not Available

SMILES

OC1C=CC=C2C3=CC=CC=C3C(=O)C12O

InChI Identifier

InChI=1/C13H10O3/c14-11-7-3-6-10-8-4-1-2-5-9(8)12(15)13(10,11)16/h1-7,11,14,16H

InChI Key

CZWUUOGKBHOBEC-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Indanone
Indane
Aryl alkyl ketone
Aryl ketone
Tertiary alcohol
Secondary alcohol
Ketone
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

an aromatic compound (110-DIHYDRO-110-DIHYDROXYFLUOREN-9-ONE )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.8	ChemAxon
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.82 m³·mol⁻¹	ChemAxon
Polarizability	21.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Trenz SP, Engesser KH, Fischer P, Knackmuss HJ: Degradation of fluorene by Brevibacterium sp. strain DPO 1361: a novel C-C bond cleavage mechanism via 1,10-dihydro-1,10-dihydroxyfluoren-9-one. J Bacteriol. 1994 Feb;176(3):789-95. doi: 10.1128/jb.176.3.789-795.1994. [PubMed:8300532 ]
Engesser KH, Strubel V, Christoglou K, Fischer P, Rast HG: Dioxygenolytic cleavage of aryl ether bonds: 1,10-dihydro-1,10-dihydroxyfluoren-9-one, a novel arene dihydrodiol as evidence for angular dioxygenation of dibenzofuran. FEMS Microbiol Lett. 1989 Nov;53(1-2):205-9. doi: 10.1016/0378-1097(89)90392-3. [PubMed:2612886 ]

Showing NP-Card for 1,10-dihydro-1,10-dihydroxyfluoren-9-one (NP0339780)

MOL for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

3D MOL for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

3D SDF for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

3D-SDF for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

PDB for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

3D PDB for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

SMILES for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

INCHI for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

Structure for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)

3D Structure for NP0339780 (1,10-dihydro-1,10-dihydroxyfluoren-9-one)