NP-MRD: Showing NP-Card for 1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one (NP0223115)

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Record Information

Version

2.0

Created at

2022-09-06 01:07:11 UTC

Updated at

2022-09-06 01:07:11 UTC

NP-MRD ID

NP0223115

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one

Description

7,9,15,19-Tetrahydroxypentacyclo[10.7.1.0²,¹¹.0³,⁸.0¹⁶,²⁰]Icosa-2,4,6,8,10,12(20),13,15-octaen-17-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. Based on a literature review very few articles have been published on 7,9,15,19-tetrahydroxypentacyclo[10.7.1.0²,¹¹.0³,⁸.0¹⁶,²⁰]Icosa-2,4,6,8,10,12(20),13,15-octaen-17-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203072D          

 25 29  0  0  0  0            999 V2000
   -1.1787   -1.8883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5366   -1.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -1.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751   -1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -1.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221   -0.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043    0.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490    0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6642   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199    0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    1.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0197    1.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678    1.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    1.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676    1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    0.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3639   -0.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -0.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679    0.3059    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
  2 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
  6 25  1  0  0  0  0
M  END


  Mrv1652309062203072D          

 25 29  0  0  0  0            999 V2000
   -1.1787   -1.8883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5366   -1.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -1.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751   -1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -1.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221   -0.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043    0.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490    0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6642   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199    0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    1.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0197    1.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678    1.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    1.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676    1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398    0.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3639   -0.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -0.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679    0.3059    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
  2 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
  6 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223115

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC(=O)C2=C(O)C=CC3=C2C1C1=C2C=CC=C(O)C2=C(O)C=C31

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O5/c21-11-3-1-2-9-16-10(6-13(23)17(9)11)8-4-5-12(22)19-14(24)7-15(25)20(16)18(8)19/h1-6,15,20-23,25H,7H2

> <INCHI_KEY>
RQQUSRIIGQMZHQ-UHFFFAOYSA-N

> <FORMULA>
C20H14O5

> <MOLECULAR_WEIGHT>
334.327

> <EXACT_MASS>
334.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3513094648402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,9,15,19-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-2,4,6,8,10,12(20),13,15-octaen-17-one

> <JCHEM_LOGP>
2.951850738

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.590974933563581

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.91195661036684

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0375685578457947

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
91.8799

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7,9,15,19-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-2,4,6,8,10,12(20),13,15-octaen-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0      -2.200  -3.525   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.002  -2.558   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.435  -3.112   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.634  -2.145   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.070  -2.700   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.395  -0.624   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.041  -0.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.042   1.468   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.248   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.621   1.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.705   0.075   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.102  -0.572   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.240  -1.036   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.530   1.864   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.232   3.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.770   3.313   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.472   4.684   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.606   2.020   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.145   2.097   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.846   3.468   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.981   0.804   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.279  -0.566   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.741  -0.644   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.905   0.649   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.367   0.571   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   25                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7    2                                                  
CONECT   14    8   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24   14    6                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₄O₅

Average Mass

334.3270 Da

Monoisotopic Mass

334.08412 Da

IUPAC Name

7,9,15,19-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-2,4,6,8,10,12(20),13,15-octaen-17-one

Traditional Name

7,9,15,19-tetrahydroxypentacyclo[10.7.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-2,4,6,8,10,12(20),13,15-octaen-17-one

CAS Registry Number

Not Available

SMILES

OC1CC(=O)C2=C(O)C=CC3=C2C1C1=C2C=CC=C(O)C2=C(O)C=C31

InChI Identifier

InChI=1S/C20H14O5/c21-11-3-1-2-9-16-10(6-13(23)17(9)11)8-4-5-12(22)19-14(24)7-15(25)20(16)18(8)19/h1-6,15,20-23,25H,7H2

InChI Key

RQQUSRIIGQMZHQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
1-naphthol
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

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	2.95	ChemAxon
pKa (Strongest Acidic)	7.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.88 m³·mol⁻¹	ChemAxon
Polarizability	34.35 Å³	ChemAxon
Number of Rings	5	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

162990272

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one (NP0223115)

MOL for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

3D MOL for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

3D SDF for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

3D-SDF for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

PDB for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

3D PDB for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

SMILES for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

INCHI for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

Structure for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)

3D Structure for NP0223115 (1,4,8,9-tetrahydroxy-1h,2h,12ch-benzo[j]fluoranthen-3-one)