NP-MRD: Showing NP-Card for Marcanine E (NP0082593)

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Record Information

Version

2.0

Created at

2022-04-29 03:39:58 UTC

Updated at

2022-04-29 03:39:58 UTC

NP-MRD ID

NP0082593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Marcanine E

Description

Marcanin E belongs to the class of organic compounds known as benzoquinolines. These are organic compounds containing a benzene fused to a quinoline ring system. Marcanine E is found in Goniothalamus marcanii. Based on a literature review very few articles have been published on Marcanin E.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    4.8360   -0.3237   -0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949   -0.3412    0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6352   -0.5319    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091    0.5725    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    1.9169    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206    0.3935    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469   -0.8643    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6667   -1.9194    0.2907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931   -3.2425    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -1.7571    0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7410   -2.7941    0.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049   -1.0029    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -2.1494    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    0.1827    0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    0.0732   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915   -1.1229    0.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6233    1.2428   -0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0266    2.4764   -0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6611    2.6065   -0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    1.4407   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4586    1.5445   -0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0914    2.6898   -0.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5912   -1.1628   -0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3306   -0.4241   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    0.6085   -0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737    2.5778    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    2.4186   -0.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5251    1.8182    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382   -3.5729   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9579   -3.9699    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -3.4110    1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2514   -2.0396    0.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7025    1.1306   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6110    3.3886   -0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1405    3.5478   -0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
 14 20  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 15  2  0
 15 16  1  0
 20 21  1  0
 21 22  2  0
 10  3  1  0
 15 14  1  0
 21  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 19 35  1  0
 18 34  1  0
 17 33  1  0
 16 32  1  0
M  END


  Mrv1652304292205392D          

 22 24  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  1  7  2  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 15 19  1  0  0  0  0
  4 20  1  0  0  0  0
  1 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0082593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C2=C(N(C)C1=O)C(=O)C1=C(C=CC=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H13NO5/c1-7-10-12(17(2)16(21)15(7)22-3)14(20)11-8(13(10)19)5-4-6-9(11)18/h4-6,18H,1-3H3

> <INCHI_KEY>
NWPNVTWTINMRHQ-UHFFFAOYSA-N

> <FORMULA>
C16H13NO5

> <MOLECULAR_WEIGHT>
299.282

> <EXACT_MASS>
299.079372523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.680220361589

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-3-methoxy-1,4-dimethyl-1H,2H,5H,10H-benzo[g]quinoline-2,5,10-trione

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
1.2942496099999996

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.15216974835027

> <JCHEM_PKA_STRONGEST_BASIC>
-4.906371640432308

> <JCHEM_POLAR_SURFACE_AREA>
83.91000000000001

> <JCHEM_REFRACTIVITY>
80.80420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-3-methoxy-1,4-dimethylbenzo[g]quinoline-2,5,10-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    7   21                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    1    8                                                  
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13                                                            
CONECT   15   12   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   11                                                       
CONECT   19   15                                                            
CONECT   20    4                                                            
CONECT   21    1   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₃NO₅

Average Mass

299.2820 Da

Monoisotopic Mass

299.07937 Da

IUPAC Name

9-hydroxy-3-methoxy-1,4-dimethyl-1H,2H,5H,10H-benzo[g]quinoline-2,5,10-trione

Traditional Name

9-hydroxy-3-methoxy-1,4-dimethylbenzo[g]quinoline-2,5,10-trione

CAS Registry Number

Not Available

SMILES

COC1=C(C)C2=C(N(C)C1=O)C(=O)C1=C(C=CC=C1O)C2=O

InChI Identifier

InChI=1S/C16H13NO5/c1-7-10-12(17(2)16(21)15(7)22-3)14(20)11-8(13(10)19)5-4-6-9(11)18/h4-6,18H,1-3H3

InChI Key

NWPNVTWTINMRHQ-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Goniothalamus marcanii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoquinolines. These are organic compounds containing a benzene fused to a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Benzoquinolines

Alternative Parents

Substituents

Benzoquinoline
Quinoline quinone
Naphthalene
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Methylpyridine
Phenol
Pyridinone
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Lactam
Ketone
Azacycle
Ether
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen 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	2.1	ALOGPS
logP	1.29	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.15	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.91 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.8 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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

C00049482

Chemspider ID

8908211

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10732878

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Marcanine E (NP0082593)

MOL for NP0082593 (Marcanine E)

3D MOL for NP0082593 (Marcanine E)

3D SDF for NP0082593 (Marcanine E)

3D-SDF for NP0082593 (Marcanine E)

PDB for NP0082593 (Marcanine E)

3D PDB for NP0082593 (Marcanine E)

SMILES for NP0082593 (Marcanine E)

INCHI for NP0082593 (Marcanine E)

Structure for NP0082593 (Marcanine E)

3D Structure for NP0082593 (Marcanine E)