NP-MRD: Showing NP-Card for (6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone (NP0265596)

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Record Information

Version

2.0

Created at

2022-09-08 09:37:55 UTC

Updated at

2022-09-08 09:37:55 UTC

NP-MRD ID

NP0265596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone

Description

CHEMBL3335130 belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Based on a literature review very few articles have been published on CHEMBL3335130.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082211372D          

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M  END

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M  END


  Mrv1652309082211372D          

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   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9559   -5.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -4.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428   -4.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
 35 38  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  6  0  0  0
 31 40  1  0  0  0  0
 26 40  1  0  0  0  0
 40 41  2  0  0  0  0
 18 42  2  0  0  0  0
 12 42  1  0  0  0  0
 42 43  1  0  0  0  0
  7 43  1  0  0  0  0
 43 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0265596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C3=C(C(O)=C(C)C=C3C(=O)C2=C1)C1=C(OC)C=C(O)C2=C1C(=O)C1=C(C[C@@H](O)[C@@](C)(O)[C@@H]1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O12/c1-10-5-12-20(29(39)19-13(27(12)37)6-11(43-3)7-15(19)33)24(26(10)36)23-17(44-4)9-16(34)22-25(23)30(40)21-14(28(22)38)8-18(35)32(2,42)31(21)41/h5-7,9,18,31,33-36,41-42H,8H2,1-4H3/t18-,31-,32-/m1/s1

> <INCHI_KEY>
ZTVZWEOOAHOBDR-YSMSDFMNSA-N

> <FORMULA>
C32H26O12

> <MOLECULAR_WEIGHT>
602.548

> <EXACT_MASS>
602.142426277

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
59.251351644804984

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R,8R)-2',4,6,7,8,8'-hexahydroxy-2,6'-dimethoxy-3',7-dimethyl-6,7,8,9-tetrahydro-5H,9'H,10H,10'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

> <JCHEM_LOGP>
2.7908572576666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.5127536301907645

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.7307336868165795

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3108220445500702

> <JCHEM_POLAR_SURFACE_AREA>
208.11999999999998

> <JCHEM_REFRACTIVITY>
155.3134

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6'R,7'R,8'R)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.905  -7.994   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.518 -10.277   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.528  -8.563   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.240  -8.946   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   43                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   42                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   42                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   40                                                  
CONECT   27   26   19   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   38                                                  
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   30   39                                                  
CONECT   39   38                                                            
CONECT   40   31   26   41                                                  
CONECT   41   40                                                            
CONECT   42   18   12   43                                                  
CONECT   43   42    7   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₂₆O₁₂

Average Mass

602.5480 Da

Monoisotopic Mass

602.14243 Da

IUPAC Name

(6R,7R,8R)-2',4,6,7,8,8'-hexahydroxy-2,6'-dimethoxy-3',7-dimethyl-6,7,8,9-tetrahydro-5H,9'H,10H,10'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

Traditional Name

(6'R,7'R,8'R)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'H-[1,1'-bianthracene]-9,9',10,10'-tetrone

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C3=C(C(O)=C(C)C=C3C(=O)C2=C1)C1=C(OC)C=C(O)C2=C1C(=O)C1=C(C[C@@H](O)[C@@](C)(O)[C@@H]1O)C2=O

InChI Identifier

InChI=1S/C32H26O12/c1-10-5-12-20(29(39)19-13(27(12)37)6-11(43-3)7-15(19)33)24(26(10)36)23-17(44-4)9-16(34)22-25(23)30(40)21-14(28(22)38)8-18(35)32(2,42)31(21)41/h5-7,9,18,31,33-36,41-42H,8H2,1-4H3/t18-,31-,32-/m1/s1

InChI Key

ZTVZWEOOAHOBDR-YSMSDFMNSA-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 hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Anisole
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Cyclitol or derivatives
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Ketone
Ether
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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	2.79	ChemAxon
pKa (Strongest Acidic)	6.73	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	208.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	155.31 m³·mol⁻¹	ChemAxon
Polarizability	59.25 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

34981542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118714261

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone (NP0265596)

MOL for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

3D MOL for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

3D SDF for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

3D-SDF for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

PDB for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

3D PDB for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

SMILES for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

INCHI for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

Structure for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)

3D Structure for NP0265596 ((6'r,7'r,8'r)-2,4',6',7',8,8'-hexahydroxy-2',6-dimethoxy-3,7'-dimethyl-6',8'-dihydro-5'h-[1,1'-bianthracene]-9,9',10,10'-tetrone)