NP-MRD: Showing NP-Card for (9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione (NP0214598)

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Record Information

Version

2.0

Created at

2022-09-05 13:56:40 UTC

Updated at

2022-09-05 13:56:41 UTC

NP-MRD ID

NP0214598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione

Description

(9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-2,6,7,8,9,10-hexahydro-1,11-dioxatetracene-6,8,10-trione belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. Based on a literature review very few articles have been published on (9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-2,6,7,8,9,10-hexahydro-1,11-dioxatetracene-6,8,10-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052215562D          

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M  END

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M  END


  Mrv1652309052215562D          

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    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -4.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   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
  5  4  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  9 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 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
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 21 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 14 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 13 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1(CC=C(C)C)C(=O)[C@](O)(CC(C)=O)C(=O)C2=C1C(=O)C1=C(O)C3=C(OC(C)(C)C=C3)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C31H34O8/c1-16(2)8-12-30(13-9-17(3)4)23-25(34)22-21(14-20-19(24(22)33)10-11-29(6,7)39-20)38-26(23)27(35)31(37,28(30)36)15-18(5)32/h8-11,14,33,37H,12-13,15H2,1-7H3/t31-/m0/s1

> <INCHI_KEY>
VDCUEILRTFTERJ-HKBQPEDESA-N

> <FORMULA>
C31H34O8

> <MOLECULAR_WEIGHT>
534.605

> <EXACT_MASS>
534.225368055

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
57.33186830039914

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-2,6,7,8,9,10-hexahydro-1,11-dioxatetracene-6,8,10-trione

> <JCHEM_LOGP>
5.773580571999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.985784540454521

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.219256479155595

> <JCHEM_PKA_STRONGEST_BASIC>
-4.533775743858935

> <JCHEM_POLAR_SURFACE_AREA>
127.2

> <JCHEM_REFRACTIVITY>
149.5105

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.034  -7.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.044  -8.645   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.571 -10.092   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.528  -8.377   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.518  -6.663   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.677  -3.440   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.204  -1.993   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.721  -1.726   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.711  -2.905   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.247  -0.279   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.657  -3.440   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.174  -3.708   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.164  -2.528   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.637  -1.081   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.680  -2.795   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.185  -6.663   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.195  -8.377   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   32                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   39                                                  
CONECT   14   13   15   34                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   11   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    9   21                                                  
CONECT   21   20   22   27   32                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   21    5   33                                                  
CONECT   33   32                                                            
CONECT   34   14   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   13                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₄O₈

Average Mass

534.6050 Da

Monoisotopic Mass

534.22537 Da

IUPAC Name

(9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-2,6,7,8,9,10-hexahydro-1,11-dioxatetracene-6,8,10-trione

Traditional Name

(9R)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1(CC=C(C)C)C(=O)[C@](O)(CC(C)=O)C(=O)C2=C1C(=O)C1=C(O)C3=C(OC(C)(C)C=C3)C=C1O2

InChI Identifier

InChI=1S/C31H34O8/c1-16(2)8-12-30(13-9-17(3)4)23-25(34)22-21(14-20-19(24(22)33)10-11-29(6,7)39-20)38-26(23)27(35)31(37,28(30)36)15-18(5)32/h8-11,14,33,37H,12-13,15H2,1-7H3/t31-/m0/s1

InChI Key

VDCUEILRTFTERJ-HKBQPEDESA-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 pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Acyloin
Benzenoid
Beta-hydroxy ketone
Pyran
Vinylogous acid
Heteroaromatic compound
Tertiary alcohol
Cyclic ketone
Ketone
Oxacycle
Ether
Alcohol
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	5.77	ChemAxon
pKa (Strongest Acidic)	7.22	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	149.51 m³·mol⁻¹	ChemAxon
Polarizability	57.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162883971

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione (NP0214598)

MOL for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

3D MOL for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

3D SDF for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

3D-SDF for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

PDB for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

3D PDB for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

SMILES for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

INCHI for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

Structure for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)

3D Structure for NP0214598 ((9r)-5,9-dihydroxy-2,2-dimethyl-7,7-bis(3-methylbut-2-en-1-yl)-9-(2-oxopropyl)-1,11-dioxatetracene-6,8,10-trione)