NP-MRD: Showing NP-Card for panepocyclinol A (NP0331629)

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Record Information

Version

2.0

Created at

2023-05-17 04:00:11 UTC

Updated at

2024-09-03 04:16:19 UTC

NP-MRD ID

NP0331629

Natural Product DOI

https://doi.org/10.57994/0617

Secondary Accession Numbers

None

Natural Product Identification

Common Name

panepocyclinol A

Description

panepocyclinol A was first documented in 2023 (PMID: 37249258).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305172306002D          

 32 36  0  0  1  0            999 V2000
    0.4083    0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3167    1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    2.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868    1.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517    0.0589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3682    0.1768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9555    0.6016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1106    1.2862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281    0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682    0.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2539   -0.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6227    1.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -0.5893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2662   -2.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -1.1196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2054   -1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1848    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558   -1.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2455   -0.7071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -1.4732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4496   -2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2041   -1.0607    0.0000 Cl  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  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 10 23  1  1  0  0  0
 23 24  2  0  0  0  0
 17 25  1  6  0  0  0
 17 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END


  Mrv1652305172306002D          

 32 36  0  0  1  0            999 V2000
    0.4083    0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3167    1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    2.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868    1.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517    0.0589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3682    0.1768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9555    0.6016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1106    1.2862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281    0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682    0.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2539   -0.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6227    1.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620   -0.5893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2662   -2.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -1.1196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2054   -1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951   -0.3536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1848    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558   -1.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2455   -0.7071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -1.4732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4496   -2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2041   -1.0607    0.0000 Cl  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  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  0  0  0  0
 10 23  1  1  0  0  0
 23 24  2  0  0  0  0
 17 25  1  6  0  0  0
 17 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331629

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C=C3C(=O)C(Cl)=C[C@H](O)[C@@]3([H])[C@]3([H])[C@@H](O)[C@@H]4O[C@@H]4C(=O)[C@]13[C@@H](OC2(C)C)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H25ClO6/c1-8(2)5-13-22-12(21(3,4)29-13)6-9-14(11(24)7-10(23)16(9)25)15(22)17(26)18-19(28-18)20(22)27/h5-7,11-15,17-19,24,26H,1-4H3/t11-,12+,13-,14-,15+,17+,18-,19-,22-/m0/s1

> <INCHI_KEY>
XCAIVXMTGMDFJK-HKRWERNPSA-N

> <FORMULA>
C22H25ClO6

> <MOLECULAR_WEIGHT>
420.89

> <EXACT_MASS>
420.1339662

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.23486385463876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,11R,12S,13S,14R,15S,17S)-9-chloro-11,14-dihydroxy-4,4-dimethyl-2-(2-methylprop-1-en-1-yl)-3,16-dioxapentacyclo[11.5.0.0^{1,5}.0^{7,12}.0^{15,17}]octadeca-6,9-diene-8,18-dione

> <JCHEM_LOGP>
1.6063062609999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.470985225847855

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.684101437023038

> <JCHEM_PKA_STRONGEST_BASIC>
-3.077103726489037

> <JCHEM_POLAR_SURFACE_AREA>
96.36

> <JCHEM_REFRACTIVITY>
107.77300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,11R,12S,13S,14R,15S,17S)-9-chloro-11,14-dihydroxy-4,4-dimethyl-2-(2-methylprop-1-en-1-yl)-3,16-dioxapentacyclo[11.5.0.0^{1,5}.0^{7,12}.0^{15,17}]octadeca-6,9-diene-8,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-23         0                                  
HETATM    1  O   UNK     0       0.762   0.880   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.715  -0.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.239  -0.110   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.811   1.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.191   2.820   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.763   4.250   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.829   3.538   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       4.763   0.110   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       6.287   0.330   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.384   1.123   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.673   2.401   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.012   0.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.394   0.686   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.674  -0.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.496   2.223   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.716  -1.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.097  -3.740   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.193  -2.090   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.717  -1.870   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.764  -0.660   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.812   0.550   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.383   1.980   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       5.144  -2.530   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       4.192  -1.320   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       3.620  -2.750   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.573  -3.960   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.096  -2.970   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.143  -1.760   0.000  0.00  0.00           C+0
HETATM   32 Cl   UNK     0      -0.381  -1.980   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9   10                                             
CONECT    6    5    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    5   11   17   23                                             
CONECT   11   10   12   13                                                  
CONECT   12   11    6                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   10   18   25   26                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   20   21   23                                                  
CONECT   23   22   10   24                                                  
CONECT   24   23                                                            
CONECT   25   17                                                            
CONECT   26   17    3   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   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

C₂₂H₂₅ClO₆

Average Mass

420.8900 Da

Monoisotopic Mass

420.13397 Da

IUPAC Name

(1S,2S,5S,11R,12S,13S,14R,15S,17S)-9-chloro-11,14-dihydroxy-4,4-dimethyl-2-(2-methylprop-1-en-1-yl)-3,16-dioxapentacyclo[11.5.0.0^{1,5}.0^{7,12}.0^{15,17}]octadeca-6,9-diene-8,18-dione

Traditional Name

(1S,2S,5S,11R,12S,13S,14R,15S,17S)-9-chloro-11,14-dihydroxy-4,4-dimethyl-2-(2-methylprop-1-en-1-yl)-3,16-dioxapentacyclo[11.5.0.0^{1,5}.0^{7,12}.0^{15,17}]octadeca-6,9-diene-8,18-dione

CAS Registry Number

Not Available

SMILES

[H][C@]12C=C3C(=O)C(Cl)=C[C@H](O)[C@@]3([H])[C@]3([H])[C@@H](O)[C@@H]4O[C@@H]4C(=O)[C@]13[C@@H](OC2(C)C)C=C(C)C

InChI Identifier

InChI=1S/C22H25ClO6/c1-8(2)5-13-22-12(21(3,4)29-13)6-9-14(11(24)7-10(23)16(9)25)15(22)17(26)18-19(28-18)20(22)27/h5-7,11-15,17-19,24,26H,1-4H3/t11-,12+,13-,14-,15+,17+,18-,19-,22-/m0/s1

InChI Key

XCAIVXMTGMDFJK-HKRWERNPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2024-05-11	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	yuezhouw1120@163.com	Not Available	Not Available	2023-05-17	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
rudis		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	1.61	ChemAxon
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	107.77 m³·mol⁻¹	ChemAxon
Polarizability	42.23 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

Not Available

References

General References

Not Available

Showing NP-Card for panepocyclinol A (NP0331629)

MOL for NP0331629 (panepocyclinol A)

3D MOL for NP0331629 (panepocyclinol A)

3D SDF for NP0331629 (panepocyclinol A)

3D-SDF for NP0331629 (panepocyclinol A)

PDB for NP0331629 (panepocyclinol A)

3D PDB for NP0331629 (panepocyclinol A)

SMILES for NP0331629 (panepocyclinol A)

INCHI for NP0331629 (panepocyclinol A)

Structure for NP0331629 (panepocyclinol A)

3D Structure for NP0331629 (panepocyclinol A)