NP-MRD: Showing NP-Card for 2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione (NP0195939)

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Record Information

Version

2.0

Created at

2022-09-04 13:54:27 UTC

Updated at

2022-09-04 13:54:27 UTC

NP-MRD ID

NP0195939

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione

Description

2'-Amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3',4',9,10-tetrahydro-[1,9'-bianthracene]-4',9,10-trione belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. 2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione is found in Phoma herbarum. Based on a literature review very few articles have been published on 2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3',4',9,10-tetrahydro-[1,9'-bianthracene]-4',9,10-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042215542D          

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M  END

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M  END


  Mrv1652309042215542D          

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 31 33  1  0  0  0  0
  3 33  2  0  0  0  0
  7 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 29 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195939

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(O)=C3C(=O)CC(N)=CC3=C(C2=CC=C1)C1=C(O)C=C(O)C2=C1C(=O)C1=CC(C)=CC(O)=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H21NO8/c1-11-6-15-23(16(32)7-11)30(38)26-19(35)10-18(34)25(27(26)28(15)36)21-13-4-3-5-20(39-2)24(13)29(37)22-14(21)8-12(31)9-17(22)33/h3-8,10,32,34-35,37H,9,31H2,1-2H3

> <INCHI_KEY>
CWCOWNCCNNIIBA-UHFFFAOYSA-N

> <FORMULA>
C30H21NO8

> <MOLECULAR_WEIGHT>
523.497

> <EXACT_MASS>
523.12671664

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
52.961865824833815

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3',4',9,10-tetrahydro-[1,9'-bianthracene]-4',9,10-trione

> <JCHEM_LOGP>
5.3675264160000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.497148417898735

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.865997706203343

> <JCHEM_PKA_STRONGEST_BASIC>
4.893487224411227

> <JCHEM_POLAR_SURFACE_AREA>
167.37999999999997

> <JCHEM_REFRACTIVITY>
145.1005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'H-[1,9'-bianthracene]-4',9,10-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.574 -10.304   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       9.336 -10.010   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   33                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   27                                                  
CONECT   16   15    9   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   19   27                                                  
CONECT   27   26   15   28                                                  
CONECT   28   27                                                            
CONECT   29    8   30   39                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    3    7                                                  
CONECT   34   30   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   29                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₁NO₈

Average Mass

523.4970 Da

Monoisotopic Mass

523.12672 Da

IUPAC Name

2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3',4',9,10-tetrahydro-[1,9'-bianthracene]-4',9,10-trione

Traditional Name

2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'H-[1,9'-bianthracene]-4',9,10-trione

CAS Registry Number

Not Available

SMILES

COC1=C2C(O)=C3C(=O)CC(N)=CC3=C(C2=CC=C1)C1=C(O)C=C(O)C2=C1C(=O)C1=CC(C)=CC(O)=C1C2=O

InChI Identifier

InChI=1S/C30H21NO8/c1-11-6-15-23(16(32)7-11)30(38)26-19(35)10-18(34)25(27(26)28(15)36)21-13-4-3-5-20(39-2)24(13)29(37)22-14(21)8-12(31)9-17(22)33/h3-8,10,32,34-35,37H,9,31H2,1-2H3

InChI Key

CWCOWNCCNNIIBA-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

Species Name	Source	Reference
Phoma herbarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
9,10-anthraquinone
Anthraquinone
Hydroxyanthraquinone
Anthracene
Biphenol
1-naphthol
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Polyol
Ether
Enamine
Organooxygen compound
Primary aliphatic amine
Primary amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organonitrogen compound
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	5.37	ChemAxon
pKa (Strongest Acidic)	6.87	ChemAxon
pKa (Strongest Basic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	145.1 m³·mol⁻¹	ChemAxon
Polarizability	52.96 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

28289164

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54752970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione (NP0195939)

MOL for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

3D MOL for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

3D SDF for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

3D-SDF for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

PDB for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

3D PDB for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

SMILES for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

INCHI for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

Structure for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)

3D Structure for NP0195939 (2'-amino-2,4,5,10'-tetrahydroxy-5'-methoxy-7-methyl-3'h-[1,9'-bianthracene]-4',9,10-trione)