NP-MRD: Showing NP-Card for goondicone F (NP0341993)

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Record Information

Version

2.0

Created at

2024-11-28 01:57:37 UTC

Updated at

2025-07-24 18:36:47 UTC

NP-MRD ID

NP0341993

Natural Product DOI

https://doi.org/10.57994/3485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

goondicone F

Description

Based on a literature review very few articles have been published on goondicone F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02252302072D          

 32 36  0  0  1  0            999 V2000
   -3.4635   -2.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6709   -2.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -3.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -4.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2183   -3.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070   -3.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900   -3.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8308   -2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -2.4561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2831   -1.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757   -1.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -2.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0318   -2.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -3.5293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618   -3.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3563   -0.6267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152   -3.2790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9483   -3.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -4.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915   -4.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -2.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5945   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367   -2.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658   -1.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903   -1.4815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 20 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 25  2  0  0  0  0
 10 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END


  Mrv2104 02252302072D          

 32 36  0  0  1  0            999 V2000
   -3.4635   -2.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6709   -2.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -3.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -4.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2183   -3.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353   -3.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070   -3.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8900   -3.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8308   -2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -2.4561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2831   -1.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757   -1.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384   -2.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0318   -2.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -3.5293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618   -3.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3563   -0.6267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152   -3.2790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9483   -3.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -4.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915   -4.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -2.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5945   -2.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367   -2.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658   -1.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903   -1.4815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 20 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 25  2  0  0  0  0
 10 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341993

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)O[C@]11C(=O)C2=C(O)C3=C4CN(C)C(=O)C4=C(O)C=C3C=C2C(O)[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H19NO9/c1-21(30)18(27)9-4-8-5-11(24)15-10(7-23(2)20(15)29)14(8)17(26)16(9)19(28)22(21)12(31-3)6-13(25)32-22/h4-6,18,24,26-27,30H,7H2,1-3H3/t18?,21-,22+/m1/s1

> <INCHI_KEY>
PWCPLPRBNSMCFP-YPFKAFGZSA-N

> <FORMULA>
C22H19NO9

> <MOLECULAR_WEIGHT>
441.392

> <EXACT_MASS>
441.105981196

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
43.071415274703455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,8'R)-4',7',8',11'-tetrahydroxy-3-methoxy-2',8'-dimethyl-1',2',3',7',8',10'-hexahydro-5H-spiro[furan-2,9'-naphtho[2,3-e]isoindole]-3',5,10'-trione

> <JCHEM_LOGP>
1.001432581333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.117684610758056

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.300019322084613

> <JCHEM_PKA_STRONGEST_BASIC>
-1.960616401436905

> <JCHEM_POLAR_SURFACE_AREA>
153.83

> <JCHEM_REFRACTIVITY>
110.4588

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,8'R)-4',7',8',11'-tetrahydroxy-3-methoxy-2',8'-dimethyl-1',7'-dihydrospiro[furan-2,9'-naphtho[2,3-e]isoindole]-3',5,10'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-23         0                                  
HETATM    1  O   UNK     0      -6.465  -4.641   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.986  -4.214   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.770  -5.159   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.660  -6.695   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.935  -7.559   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.274  -7.368   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.999  -6.504   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.386  -7.176   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.661  -6.312   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.551  -4.776   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.826  -3.913   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.211  -4.585   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.262  -3.046   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.741  -2.618   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.605  -3.893   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.659  -5.109   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.087  -6.588   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.582  -6.957   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.265  -1.170   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.322  -6.121   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.504  -7.108   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.951  -7.526   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.047  -6.985   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.157  -8.521   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.715  -2.376   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.165  -4.104   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.055  -2.568   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.110  -4.968   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.495  -4.296   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.923  -2.816   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      -4.462  -2.765   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      -5.326  -1.491   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   26                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13   16   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   12   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20    9   24                                                  
CONECT   24   23                                                            
CONECT   25   11                                                            
CONECT   26   10   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    7   29                                                  
CONECT   29   28    3   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30    2   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

C₂₂H₁₉NO₉

Average Mass

441.3920 Da

Monoisotopic Mass

441.10598 Da

IUPAC Name

(2S,8'R)-4',7',8',11'-tetrahydroxy-3-methoxy-2',8'-dimethyl-1',2',3',7',8',10'-hexahydro-5H-spiro[furan-2,9'-naphtho[2,3-e]isoindole]-3',5,10'-trione

Traditional Name

(2S,8'R)-4',7',8',11'-tetrahydroxy-3-methoxy-2',8'-dimethyl-1',7'-dihydrospiro[furan-2,9'-naphtho[2,3-e]isoindole]-3',5,10'-trione

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)O[C@]11C(=O)C2=C(O)C3=C4CN(C)C(=O)C4=C(O)C=C3C=C2C(O)[C@@]1(C)O

InChI Identifier

InChI=1S/C22H19NO9/c1-21(30)18(27)9-4-8-5-11(24)15-10(7-23(2)20(15)29)14(8)17(26)16(9)19(28)22(21)12(31-3)6-13(25)32-22/h4-6,18,24,26-27,30H,7H2,1-3H3/t18?,21-,22+/m1/s1

InChI Key

PWCPLPRBNSMCFP-YPFKAFGZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	jianying.han@uq.edu.au	The University of Queensland	Jianying Han	2024-11-28	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	jianying.han@uq.edu.au	The University of Queensland	Jianying Han	2024-11-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	jianying.han@uq.edu.au	The University of Queensland	Jianying Han	2024-11-28	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	jianying.han@uq.edu.au	The University of Queensland	Jianying Han	2024-11-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	jianying.han@uq.edu.au	The University of Queensland	Jianying Han	2024-11-28	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	1	ChemAxon
pKa (Strongest Acidic)	7.3	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	153.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	110.46 m³·mol⁻¹	ChemAxon
Polarizability	43.07 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for goondicone F (NP0341993)

MOL for NP0341993 (goondicone F)

3D MOL for NP0341993 (goondicone F)

3D SDF for NP0341993 (goondicone F)

3D-SDF for NP0341993 (goondicone F)

PDB for NP0341993 (goondicone F)

3D PDB for NP0341993 (goondicone F)

SMILES for NP0341993 (goondicone F)

INCHI for NP0341993 (goondicone F)

Structure for NP0341993 (goondicone F)

3D Structure for NP0341993 (goondicone F)