NP-MRD: Showing NP-Card for Weizhouochrone A (NP0331500)

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Record Information

Version

1.0

Created at

2023-02-08 04:02:10 UTC

Updated at

2024-05-14 00:41:53 UTC

NP-MRD ID

NP0331500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Weizhouochrone A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv1652302082305022D          

 32 36  0  0  1  0            999 V2000
    4.1841   -1.7932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2413    2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    2.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5702    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    0.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0155    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446   -0.7537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0155   -1.5685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -0.7537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4486   -1.5685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196    0.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4486    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0434    1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283    2.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -1.7932    0.0000 O   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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  2  0  0  0  0
 21 30  1  0  0  0  0
 22 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END


  Mrv1652302082305022D          

 32 36  0  0  1  0            999 V2000
    4.1841   -1.7932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2413    2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    2.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5702    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    0.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0155    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446   -0.7537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0155   -1.5685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -0.7537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4486   -1.5685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196    0.0713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4486    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0434    1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    2.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283    2.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -1.7932    0.0000 O   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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  2  0  0  0  0
 21 30  1  0  0  0  0
 22 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C(=O)C3=C(C=C(C=C3C)C(C)C)[C@]1(C)[C@@]1(C)C3=C(C(=O)[C@@]21[H])C(C)=CC(=C3)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O2/c1-13(2)17-9-15(5)21-19(11-17)27(7)23(25(21)29)24-26(30)22-16(6)10-18(14(3)4)12-20(22)28(24,27)8/h9-14,23-24H,1-8H3/t23-,24-,27+,28+/m1/s1

> <INCHI_KEY>
XYIDJOORLVFHFG-ZBVBGGFBSA-N

> <FORMULA>
C28H32O2

> <MOLECULAR_WEIGHT>
400.562

> <EXACT_MASS>
400.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.51359617622221

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,10S,11S)-1,2,7,14-tetramethyl-5,16-bis(propan-2-yl)pentacyclo[9.7.0.0^{2,10}.0^{3,8}.0^{13,18}]octadeca-3(8),4,6,13(18),14,16-hexaene-9,12-dione

> <JCHEM_LOGP>
6.744351610666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.911920932580863

> <JCHEM_PKA_STRONGEST_BASIC>
-7.253093508109961

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
123.10339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,10S,11S)-5,16-diisopropyl-1,2,7,14-tetramethylpentacyclo[9.7.0.0^{2,10}.0^{3,8}.0^{13,18}]octadeca-3(8),4,6,13(18),14,16-hexaene-9,12-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-FEB-23         0                                  
HETATM    1  O   UNK     0       7.810  -3.347   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.334  -1.883   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.240  -0.637   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.334   0.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.961   2.016   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.492   2.177   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.119   3.584   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.650   3.745   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.214   4.830   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.398   0.931   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.771  -0.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.676  -1.722   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.870   0.133   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.629   1.654   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.870  -1.407   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       5.629  -2.928   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       4.330  -1.407   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       4.571  -2.928   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       4.330   0.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.571   1.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.865   0.609   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.960  -0.637   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.428  -0.476   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.477  -1.722   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.198   0.931   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.707   2.177   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.081   3.584   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.451   3.745   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.986   4.830   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.239   2.016   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.865  -1.883   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.389  -3.347   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11                                                            
CONECT   13    4   14   15   19                                             
CONECT   14   13                                                            
CONECT   15   13    2   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18   19   31                                             
CONECT   18   17                                                            
CONECT   19   17   13   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   30                                                  
CONECT   22   21   23   31                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26   21                                                       
CONECT   31   22   17   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

C₂₈H₃₂O₂

Average Mass

400.5620 Da

Monoisotopic Mass

400.24023 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@@]12C(=O)C3=C(C=C(C=C3C)C(C)C)[C@]1(C)[C@@]1(C)C3=C(C(=O)[C@@]21[H])C(C)=CC(=C3)C(C)C

InChI Identifier

InChI=1S/C28H32O2/c1-13(2)17-9-15(5)21-19(11-17)27(7)23(25(21)29)24-26(30)22-16(6)10-18(14(3)4)12-20(22)28(24,27)8/h9-14,23-24H,1-8H3/t23-,24-,27+,28+/m1/s1

InChI Key

XYIDJOORLVFHFG-ZBVBGGFBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	²H NMR Spectrum (1D, 92 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	xli@fmp-berlin.de	Not Available	Not Available	2024-05-12	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, simulated)	Not Available	Not Available	Not Available	2024-05-12	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
ochracea		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

External Links

Not Available

References

General References

Li XL, Ru T, Navarro-Vazquez A, Lindemann P, Nazare M, Li XW, Guo YW, Sun H: Weizhouochrones: Gorgonian-Derived Symmetric Dimers and Their Structure Elucidation Using Anisotropic NMR Combined with DP4+ Probability and CASE-3D. J Nat Prod. 2022 Jul 22;85(7):1730-1737. doi: 10.1021/acs.jnatprod.2c00257. Epub 2022 Jul 6. [PubMed:35792821 ]

Showing NP-Card for Weizhouochrone A (NP0331500)

MOL for NP0331500 (Weizhouochrone A)

3D MOL for NP0331500 (Weizhouochrone A)

3D SDF for NP0331500 (Weizhouochrone A)

3D-SDF for NP0331500 (Weizhouochrone A)

PDB for NP0331500 (Weizhouochrone A)

3D PDB for NP0331500 (Weizhouochrone A)

SMILES for NP0331500 (Weizhouochrone A)

INCHI for NP0331500 (Weizhouochrone A)

Structure for NP0331500 (Weizhouochrone A)

3D Structure for NP0331500 (Weizhouochrone A)