NP-MRD: Showing NP-Card for [(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid (NP0235897)

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Record Information

Version

2.0

Created at

2022-09-06 18:39:33 UTC

Updated at

2022-09-06 18:39:34 UTC

NP-MRD ID

NP0235897

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid

Description

CHEMBL3334758 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 CHEMBL3334758.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062220392D          

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M  END

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  Mrv1652309062220392D          

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  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 16  2  0  0  0  0
 10 16  1  0  0  0  0
  2 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 25 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 23 39  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0235897

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@H](CC[C@@H]1O)O[C@@H]1C[C@H]2O[C@H](C)[C@@]1(O)C1=C2C(=O)C2=C(C(O)=C3[C@H](C)O[C@@H](CC(O)=O)CC3=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O11/c1-10-16(29)4-5-20(37-10)39-18-9-17-23-24(28(18,35)12(3)38-17)27(34)22-15(25(23)32)7-13-6-14(8-19(30)31)36-11(2)21(13)26(22)33/h7,10-12,14,16-18,20,29,33,35H,4-6,8-9H2,1-3H3,(H,30,31)/t10-,11-,12+,14+,16-,17+,18+,20-,28-/m0/s1

> <INCHI_KEY>
ZJPBUJSZARGKRN-SDBPEBJBSA-N

> <FORMULA>
C28H32O11

> <MOLECULAR_WEIGHT>
544.553

> <EXACT_MASS>
544.19446185

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
47.72636675949545

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,7S,9R,16R,18R,19R)-1,5-dihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid

> <JCHEM_LOGP>
1.2522591176666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.704990981262023

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.39944334962787

> <JCHEM_PKA_STRONGEST_BASIC>
-3.150846787141564

> <JCHEM_POLAR_SURFACE_AREA>
169.04999999999998

> <JCHEM_REFRACTIVITY>
134.0323

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,7S,9R,16R,18R,19R)-1,5-dihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      10.396   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.396   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.730   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.730   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.063  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.397   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.731  -0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.397   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.396  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.062  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.729  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.395  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.395   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.729   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.729   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.062   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.061   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.061   3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.728   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.728   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.061  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.061  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.394  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.060  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.060   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.273   2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.607   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.607  -0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.941  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.274  -0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.608  -0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.274   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.608   2.310   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.941   2.310   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.394   2.310   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.394   3.850   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.137   1.283   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.625   0.990   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.137   0.257   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10    2                                                  
CONECT   17   13   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   35                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   12   22                                                  
CONECT   22   21                                                            
CONECT   23   20   24   39                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27                                                       
CONECT   35   25   19   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   23                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₂O₁₁

Average Mass

544.5530 Da

Monoisotopic Mass

544.19446 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@H](CC[C@@H]1O)O[C@@H]1C[C@H]2O[C@H](C)[C@@]1(O)C1=C2C(=O)C2=C(C(O)=C3[C@H](C)O[C@@H](CC(O)=O)CC3=C2)C1=O

InChI Identifier

InChI=1S/C28H32O11/c1-10-16(29)4-5-20(37-10)39-18-9-17-23-24(28(18,35)12(3)38-17)27(34)22-15(25(23)32)7-13-6-14(8-19(30)31)36-11(2)21(13)26(22)33/h7,10-12,14,16-18,20,29,33,35H,4-6,8-9H2,1-3H3,(H,30,31)/t10-,11-,12+,14+,16-,17+,18+,20-,28-/m0/s1

InChI Key

ZJPBUJSZARGKRN-SDBPEBJBSA-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
Benzoisochromanequinone
Isochromanequinone
Naphthopyranone
Naphthopyran
Benzopyran
Isochromane
2-benzopyran
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Pyran
Oxane
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Acetal
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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

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

59008317

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118714007

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid (NP0235897)

MOL for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

3D MOL for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

3D SDF for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

3D-SDF for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

PDB for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

3D PDB for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

SMILES for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

INCHI for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

Structure for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)

3D Structure for NP0235897 ([(1s,7s,9r,16r,18r,19r)-1,5-dihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid)