NP-MRD: Showing NP-Card for (1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione (NP0202527)

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Record Information

Version

2.0

Created at

2022-09-04 21:45:31 UTC

Updated at

2022-09-04 21:45:31 UTC

NP-MRD ID

NP0202527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione

Description

CHEMBL500100 belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Based on a literature review very few articles have been published on CHEMBL500100.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042223452D          

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M  END

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  Mrv1652309042223452D          

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 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  2  0  0  0  0
 19 36  1  0  0  0  0
  6 36  1  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37  2  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 16 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@]23OC4=C(C=CC5=C4C(=O)C4=C(O)C=C(C)C=C4C5=O)C22[C@H]1C(C)=CC(=O)C2=C(O)C1=C(O)C=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C32H22O8/c1-12-9-16-22(20(34)10-12)28(37)23-15(27(16)36)7-8-18-30(23)40-32-17-5-4-6-19(33)24(17)29(38)26-21(35)11-13(2)25(14(3)39-32)31(18,26)32/h4-11,14,25,33-34,38H,1-3H3/t14-,25-,31?,32+/m0/s1

> <INCHI_KEY>
YDMUHLKWZINQFC-MFHOVDBWSA-N

> <FORMULA>
C32H22O8

> <MOLECULAR_WEIGHT>
534.52

> <EXACT_MASS>
534.131467668

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
54.96994524971821

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,18R,31S)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0^{1,17}.0^{3,16}.0^{4,13}.0^{6,11}.0^{17,22}.0^{24,29}]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione

> <JCHEM_LOGP>
5.460917720000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.262784610951968

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.100798887023103

> <JCHEM_PKA_STRONGEST_BASIC>
-4.316894921346763

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
145.85379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,18R,31S)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0^{1,17}.0^{3,16}.0^{4,13}.0^{6,11}.0^{17,22}.0^{24,29}]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-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      -1.413  -2.435   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.103  -1.911   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.156  -3.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.656  -2.685   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.708  -4.525   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.103  -1.212   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.708  -0.315   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.563  -1.509   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.839   1.220   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.233   1.874   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.610   0.523   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.365   3.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.101   4.289   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.707   3.635   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.206   2.331   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.181   1.447   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.681   1.796   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.477   0.478   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.469  -0.686   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.973  -2.141   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.486  -2.432   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.494  -1.268   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.989   0.187   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.997   1.352   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.511   2.948   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.510   1.061   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.518   2.225   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.362   3.694   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.030   1.934   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.534   0.479   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.125   0.209   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.526  -0.685   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.014  -0.394   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.006  -1.559   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.875  -2.955   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.050  -0.087   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.550  -0.437   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.245   0.882   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.808   1.237   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       0.763   2.046   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   36                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17   36   40                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   36                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   34                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   33                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   26   34                                                  
CONECT   34   33   22   35                                                  
CONECT   35   34                                                            
CONECT   36   19    6   16   37                                             
CONECT   37   36    2   38                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   16                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₂₂O₈

Average Mass

534.5200 Da

Monoisotopic Mass

534.13147 Da

IUPAC Name

(1R,18R,31S)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0^{1,17}.0^{3,16}.0^{4,13}.0^{6,11}.0^{17,22}.0^{24,29}]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@]23OC4=C(C=CC5=C4C(=O)C4=C(O)C=C(C)C=C4C5=O)C22[C@H]1C(C)=CC(=O)C2=C(O)C1=C(O)C=CC=C31

InChI Identifier

InChI=1S/C32H22O8/c1-12-9-16-22(20(34)10-12)28(37)23-15(27(16)36)7-8-18-30(23)40-32-17-5-4-6-19(33)24(17)29(38)26-21(35)11-13(2)25(14(3)39-32)31(18,26)32/h4-11,14,25,33-34,38H,1-3H3/t14-,25-,31?,32+/m0/s1

InChI Key

YDMUHLKWZINQFC-MFHOVDBWSA-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 anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Naphthofuran
1-naphthol
Coumaran
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Cyclohexenone
Vinylogous acid
Oxolane
Ketone
Acetal
Enol
Oxacycle
Organoheterocyclic compound
Polyol
Aldehyde
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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	5.46	ChemAxon
pKa (Strongest Acidic)	5.1	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	145.85 m³·mol⁻¹	ChemAxon
Polarizability	54.97 Å³	ChemAxon
Number of Rings	8	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

10017644

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11843167

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione (NP0202527)

MOL for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

3D MOL for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

3D SDF for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

3D-SDF for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

PDB for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

3D PDB for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

SMILES for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

INCHI for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

Structure for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)

3D Structure for NP0202527 ((1r,18r,31s)-7,23,25-trihydroxy-9,19,31-trimethyl-2,30-dioxaoctacyclo[16.11.2.0¹,¹⁷.0³,¹⁶.0⁴,¹³.0⁶,¹¹.0¹⁷,²².0²⁴,²⁹]hentriaconta-3(16),4(13),6,8,10,14,19,22,24,26,28-undecaene-5,12,21-trione)