NP-MRD: Showing NP-Card for Pleonotoquinone B (NP0332725)

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Record Information

Version

2.0

Created at

2024-03-21 19:39:30 UTC

Updated at

2024-11-01 01:38:47 UTC

NP-MRD ID

NP0332725

Natural Product DOI

https://doi.org/10.57994/1986

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pleonotoquinone B

Description

Pleonotoquinone B belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Based on a literature review very few articles have been published on Pleonotoquinone B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03212419392D          

 22 24  0  0  0  0            999 V2000
    0.4151   -3.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151   -2.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -2.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -1.0061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -1.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0932   -0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9368   -1.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788   -2.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -2.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151   -1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139   -1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139   -0.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284   -1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428   -1.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573   -1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284   -2.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139   -2.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994   -2.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151   -0.2830    0.0000 O   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  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12 21  1  0  0  0  0
  2 21  1  0  0  0  0
 11 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(=O)C3=C(OC(C)=CC=C3)C(=O)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O5/c1-9-5-4-6-11-14(18)10-7-8-12(20-2)17(21-3)13(10)15(19)16(11)22-9/h4-8H,1-3H3

> <INCHI_KEY>
BNSFYRPNPKBOJW-UHFFFAOYSA-N

> <FORMULA>
C17H14O5

> <MOLECULAR_WEIGHT>
298.294

> <EXACT_MASS>
298.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.69854115583475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10-dimethoxy-2-methyl-6H,11H-naphtho[2,3-b]oxepine-6,11-dione

> <JCHEM_LOGP>
1.8503634953333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.417326669753172

> <JCHEM_POLAR_SURFACE_AREA>
61.830000000000005

> <JCHEM_REFRACTIVITY>
84.68450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
9,10-dimethoxy-2-methylnaphtho[2,3-b]oxepine-6,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-24         0                                  
HETATM    1  O   UNK     0       0.775  -6.688   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.775  -5.148   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.108  -4.378   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.108  -2.838   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.312  -1.878   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.814  -2.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.774  -1.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.482  -3.608   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.814  -4.996   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.312  -5.338   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.775  -2.068   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.559  -2.838   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.893  -2.068   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.893  -0.528   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.226   0.242   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.226  -2.838   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.560  -2.068   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.894  -2.838   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.226  -4.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.893  -5.148   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.559  -4.378   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.775  -0.528   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3                                                       
CONECT   11    4   12   22                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   12    2                                                  
CONECT   22   11                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₅

Average Mass

298.2940 Da

Monoisotopic Mass

298.08412 Da

IUPAC Name

9,10-dimethoxy-2-methyl-6H,11H-naphtho[2,3-b]oxepine-6,11-dione

Traditional Name

9,10-dimethoxy-2-methylnaphtho[2,3-b]oxepine-6,11-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(=O)C3=C(OC(C)=CC=C3)C(=O)C2=C1OC

InChI Identifier

InChI=1S/C17H14O5/c1-9-5-4-6-11-14(18)10-7-8-12(20-2)17(21-3)13(10)15(19)16(11)22-9/h4-8H,1-3H3

InChI Key

BNSFYRPNPKBOJW-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500, CDCl₃, simulated)	hkoolen@uea.edu.br	University of the State of Amazonas	Hector Koolen	2024-04-30	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
jasminifolia		Not Available
jasminifolia		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Quinone
Quinomethane
O-quinomethane
M-quinomethane
Anisole
Cyclohexenone
Alkyl aryl ether
Alpha-branched alpha,beta-unsaturated-ketone
Heteroaromatic compound
Vinylogous ester
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.85	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.68 m³·mol⁻¹	ChemAxon
Polarizability	30.7 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

Showing NP-Card for Pleonotoquinone B (NP0332725)

MOL for NP0332725 (Pleonotoquinone B)

3D MOL for NP0332725 (Pleonotoquinone B)

3D SDF for NP0332725 (Pleonotoquinone B)

3D-SDF for NP0332725 (Pleonotoquinone B)

PDB for NP0332725 (Pleonotoquinone B)

3D PDB for NP0332725 (Pleonotoquinone B)

SMILES for NP0332725 (Pleonotoquinone B)

INCHI for NP0332725 (Pleonotoquinone B)

Structure for NP0332725 (Pleonotoquinone B)

3D Structure for NP0332725 (Pleonotoquinone B)