NP-MRD: Showing NP-Card for 3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione (NP0266517)

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Record Information

Version

2.0

Created at

2022-09-08 10:52:54 UTC

Updated at

2022-09-08 10:52:54 UTC

NP-MRD ID

NP0266517

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione

Description

3-Hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H,4H,5H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H,4H,5H-pyrano[4,3-b]pyran-4,5-dione belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione is found in Alternaria chrysanthemi. Based on a literature review very few articles have been published on 3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H,4H,5H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H,4H,5H-pyrano[4,3-b]pyran-4,5-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082212522D          

 34 38  0  0  0  0            999 V2000
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   -1.4289   -6.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -5.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309082212522D          

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M  END
> <DATABASE_ID>
NP0266517

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(C(C)C1C1=CC2=C(C(=O)O1)C(=O)C(O)C(C)O2)C1=CC2=C(C(=O)O1)C(=O)C(O)C(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O10/c1-7-15(11-5-13-17(23(29)33-11)21(27)19(25)9(3)31-13)8(2)16(7)12-6-14-18(24(30)34-12)22(28)20(26)10(4)32-14/h5-10,15-16,19-20,25-26H,1-4H3

> <INCHI_KEY>
IPYJWIYWCDSWTJ-UHFFFAOYSA-N

> <FORMULA>
C24H24O10

> <MOLECULAR_WEIGHT>
472.446

> <EXACT_MASS>
472.136946973

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.10918498470483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H,4H,5H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H,4H,5H-pyrano[4,3-b]pyran-4,5-dione

> <JCHEM_LOGP>
0.9695114460000009

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.642485621492558

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.040425640078524

> <JCHEM_PKA_STRONGEST_BASIC>
-3.961463541059598

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
118.44359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H-pyrano[4,3-b]pyran-4,5-dione

> <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      -4.001 -10.648   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667 -11.418   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334 -10.648   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000 -11.418   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -10.648   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667 -11.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -10.648   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.400  -9.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.630  -7.827   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.887  -9.559   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.221  -8.789   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.555  -9.559   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.888  -8.789   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.888  -7.249   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.555  -6.479   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.555  -4.939   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.221  -7.249   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.222  -6.479   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.222  -4.939   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.556  -7.249   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.889  -6.479   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      12.556  -8.789   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.889  -9.559   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.222  -9.559   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.489 -11.046   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.259 -12.380   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667 -12.958   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334 -13.728   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.334 -15.268   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.000 -12.958   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334 -13.728   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.334 -15.268   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.667 -12.958   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001 -13.728   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   25                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   11                                                       
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   13                                                       
CONECT   25   10    7   26                                                  
CONECT   26   25                                                            
CONECT   27    6   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    4   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    2   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄O₁₀

Average Mass

472.4460 Da

Monoisotopic Mass

472.13695 Da

IUPAC Name

3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H,4H,5H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H,4H,5H-pyrano[4,3-b]pyran-4,5-dione

Traditional Name

3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2H,3H-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2H,3H-pyrano[4,3-b]pyran-4,5-dione

CAS Registry Number

Not Available

SMILES

CC1C(C(C)C1C1=CC2=C(C(=O)O1)C(=O)C(O)C(C)O2)C1=CC2=C(C(=O)O1)C(=O)C(O)C(C)O2

InChI Identifier

InChI=1S/C24H24O10/c1-7-15(11-5-13-17(23(29)33-11)21(27)19(25)9(3)31-13)8(2)16(7)12-6-14-18(24(30)34-12)22(28)20(26)10(4)32-14/h5-10,15-16,19-20,25-26H,1-4H3

InChI Key

IPYJWIYWCDSWTJ-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
Alternaria chrysanthemi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Pyranone
Alkyl aryl ether
Pyran
Heteroaromatic compound
Vinylogous ester
Secondary alcohol
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Hydrocarbon derivative
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
logP	0.97	ChemAxon
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	118.44 m³·mol⁻¹	ChemAxon
Polarizability	46.11 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

20057944

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22297986

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione (NP0266517)

MOL for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

3D MOL for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

3D SDF for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

3D-SDF for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

PDB for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

3D PDB for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

SMILES for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

INCHI for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

Structure for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)

3D Structure for NP0266517 (3-hydroxy-7-(3-{3-hydroxy-2-methyl-4,5-dioxo-2h,3h-pyrano[4,3-b]pyran-7-yl}-2,4-dimethylcyclobutyl)-2-methyl-2h,3h-pyrano[4,3-b]pyran-4,5-dione)