NP-MRD: Showing NP-Card for 4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one (NP0304452)

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Record Information

Version

2.0

Created at

2022-09-10 19:33:28 UTC

Updated at

2022-09-10 19:33:28 UTC

NP-MRD ID

NP0304452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one

Description

4,6'-Dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review very few articles have been published on 4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102221332D          

 32 36  0  0  0  0            999 V2000
    5.8239   -1.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4883   -1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2440   -1.3507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3970   -0.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128    0.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    2.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208    0.5757    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


  Mrv1652309102221332D          

 32 36  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0304452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)(C)C(O)CCC2(C)C11CC2=C(O1)C1=C(C=C2O)C(=O)N(CC(C)=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H35NO5/c1-14-6-7-20-24(3,4)21(30)8-9-25(20,5)26(14)11-17-19(29)10-16-18(22(17)32-26)13-27(23(16)31)12-15(2)28/h10,14,20-21,29-30H,6-9,11-13H2,1-5H3

> <INCHI_KEY>
UDHWNQLFPSBGMZ-UHFFFAOYSA-N

> <FORMULA>
C26H35NO5

> <MOLECULAR_WEIGHT>
441.568

> <EXACT_MASS>
441.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
49.13598940031899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one

> <JCHEM_LOGP>
3.308397713999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.692994925497015

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.94360533350861

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7896779707361213

> <JCHEM_POLAR_SURFACE_AREA>
87.07000000000002

> <JCHEM_REFRACTIVITY>
121.60649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      10.871  -2.817   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.111  -1.904   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.522  -2.521   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.941  -0.373   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      10.530   0.245   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.201  -0.534   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.051   0.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.668   1.900   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.755   3.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.225   2.970   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.312   4.211   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.607   1.560   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.520   0.319   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.623  -0.932   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.155  -0.465   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.146   1.075   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.326  -1.996   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.736  -2.614   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.085  -2.909   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.675  -2.291   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.504  -0.761   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.093  -0.143   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.270  -1.639   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.443  -0.045   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.077   1.388   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.488   2.005   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.163   2.301   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.574   1.683   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.744   0.152   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.642   1.404   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.201   1.749   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.224   2.900   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   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   29                                             
CONECT   16   15   12                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   21   15   30                                             
CONECT   30   29                                                            
CONECT   31    8    5   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₅NO₅

Average Mass

441.5680 Da

Monoisotopic Mass

441.25152 Da

IUPAC Name

4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one

Traditional Name

4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-6-one

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)(C)C(O)CCC2(C)C11CC2=C(O1)C1=C(C=C2O)C(=O)N(CC(C)=O)C1

InChI Identifier

InChI=1S/C26H35NO5/c1-14-6-7-20-24(3,4)21(30)8-9-25(20,5)26(14)11-17-19(29)10-16-18(22(17)32-26)13-27(23(16)31)12-15(2)28/h10,14,20-21,29-30H,6-9,11-13H2,1-5H3

InChI Key

UDHWNQLFPSBGMZ-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Isoindolone
Coumaran
Isoindole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic alcohol
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Lactam
Ketone
Carboxylic acid derivative
Ether
Oxacycle
Azacycle
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen 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	3.31	ChemAxon
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	121.61 m³·mol⁻¹	ChemAxon
Polarizability	49.14 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

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

162858450

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one (NP0304452)

MOL for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

3D MOL for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

3D SDF for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

3D-SDF for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

PDB for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

3D PDB for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

SMILES for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

INCHI for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

Structure for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)

3D Structure for NP0304452 (4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-(2-oxopropyl)-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6-one)