NP-MRD: Showing NP-Card for Panusimilin B (NP0350566)

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Record Information

Version

2.0

Created at

2024-12-24 06:49:23 UTC

Updated at

2024-12-26 00:02:52 UTC

NP-MRD ID

NP0350566

Natural Product DOI

https://doi.org/10.57994/3542

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Panusimilin B

Description

Based on a literature review very few articles have been published on Panusimilin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03232306582D          

 33 37  0  0  1  0            999 V2000
   -4.1349    0.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3081   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6085   -3.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5631   -1.9536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9311   -2.1251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3791   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -3.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4279   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -2.8788    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5046   -0.5336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436   -0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1826   -0.5336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 10  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 15 28  1  6  0  0  0
 15 29  1  0  0  0  0
 29 21  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 32 31  1  0  0  0  0
 13 32  1  0  0  0  0
 32  7  1  0  0  0  0
 32 33  1  1  0  0  0
M  END


  Mrv2104 03232306582D          

 33 37  0  0  1  0            999 V2000
   -4.1349    0.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8799   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4319   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3081   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6085   -3.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5631   -1.9536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9311   -2.1251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3791   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0787   -3.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4279   -2.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -1.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927   -0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -2.8788    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5046   -0.5336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436   -0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.3405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1826   -0.5336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 10  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 15 28  1  6  0  0  0
 15 29  1  0  0  0  0
 29 21  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 32 31  1  0  0  0  0
 13 32  1  0  0  0  0
 32  7  1  0  0  0  0
 32 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0350566

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@]3([H])C4=C(OC(C)(C)[C@@]3([H])[C@]1([H])C(C)(C)OC1=C2C=C(O)C(O)=C1)C=C(O)C(O)=C4

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O7/c1-21(2)17-18-20(10-6-12(24)14(26)8-16(10)29-22(18,3)4)27-19(17)9-5-11(23)13(25)7-15(9)28-21/h5-8,17-20,23-26H,1-4H3/t17-,18-,19-,20+/m0/s1

> <INCHI_KEY>
ZCSQRCHMHPGUKW-LWYYNNOASA-N

> <FORMULA>
C22H24O7

> <MOLECULAR_WEIGHT>
400.427

> <EXACT_MASS>
400.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98551870056992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,11R,13S)-3,3,21,21-tetramethyl-4,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-5(10),6,8,14(19),15,17-hexaene-7,8,16,17-tetrol

> <JCHEM_LOGP>
2.9403828549999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.618760014355997

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.016995193068034

> <JCHEM_PKA_STRONGEST_BASIC>
-4.076001620680633

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
104.16349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,11R,13S)-3,3,21,21-tetramethyl-4,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-5(10),6,8,14(19),15,17-hexaene-7,8,16,17-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-23         0                                  
HETATM    1  O   UNK     0      -7.718   1.067   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -7.243  -0.397   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.273  -1.542   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -9.779  -1.222   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.797  -3.006   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.736  -0.718   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.260  -2.182   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.291  -3.327   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.815  -4.791   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.309  -5.111   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.885  -6.539   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.003  -5.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.278  -3.967   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -4.784  -3.647   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -1.738  -3.967   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.708  -5.111   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.014  -5.927   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.131  -6.539   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.799  -4.791   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.275  -3.327   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.244  -2.182   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.720  -0.718   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.226  -0.397   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.702   1.067   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.257  -1.542   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.763  -1.222   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.781  -3.006   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      -2.364  -5.374   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      -1.262  -2.502   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      -0.942  -0.996   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0      -2.508  -1.597   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.754  -2.502   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0      -4.074  -0.996   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    8                                                       
CONECT    6    2    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    5    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15   32                                             
CONECT   14   13                                                            
CONECT   15   13   16   28   29                                             
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20                                                       
CONECT   28   15                                                            
CONECT   29   15   21   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   13    7   33                                             
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄O₇

Average Mass

400.4270 Da

Monoisotopic Mass

400.15220 Da

IUPAC Name

(1S,2S,11R,13S)-3,3,21,21-tetramethyl-4,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-5(10),6,8,14(19),15,17-hexaene-7,8,16,17-tetrol

Traditional Name

(1S,2S,11R,13S)-3,3,21,21-tetramethyl-4,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{5,10}.0^{14,19}]henicosa-5(10),6,8,14(19),15,17-hexaene-7,8,16,17-tetrol

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@]3([H])C4=C(OC(C)(C)[C@@]3([H])[C@]1([H])C(C)(C)OC1=C2C=C(O)C(O)=C1)C=C(O)C(O)=C4

InChI Identifier

InChI=1S/C22H24O7/c1-21(2)17-18-20(10-6-12(24)14(26)8-16(10)29-22(18,3)4)27-19(17)9-5-11(23)13(25)7-15(9)28-21/h5-8,17-20,23-26H,1-4H3/t17-,18-,19-,20+/m0/s1

InChI Key

ZCSQRCHMHPGUKW-LWYYNNOASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C3D6O, experimental)	isaka@biotec.or.th	BIOTEC, Thailand	Masahiko Isaka	2024-12-24	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
similis		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	2.94	ChemAxon
pKa (Strongest Acidic)	9.02	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	104.16 m³·mol⁻¹	ChemAxon
Polarizability	41.99 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 Panusimilin B (NP0350566)

MOL for NP0350566 (Panusimilin B)

3D MOL for NP0350566 (Panusimilin B)

3D SDF for NP0350566 (Panusimilin B)

3D-SDF for NP0350566 (Panusimilin B)

PDB for NP0350566 (Panusimilin B)

3D PDB for NP0350566 (Panusimilin B)

SMILES for NP0350566 (Panusimilin B)

INCHI for NP0350566 (Panusimilin B)

Structure for NP0350566 (Panusimilin B)

3D Structure for NP0350566 (Panusimilin B)