NP-MRD: Showing NP-Card for peniapyrone B (NP0333315)

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Record Information

Version

2.0

Created at

2024-05-30 13:48:59 UTC

Updated at

2024-09-03 04:21:56 UTC

NP-MRD ID

NP0333315

Natural Product DOI

https://doi.org/10.57994/2673

Secondary Accession Numbers

None

Natural Product Identification

Common Name

peniapyrone B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02112316242D          

 20 22  0  0  1  0            999 V2000
    4.0716    1.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    2.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878    2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978    1.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7732    1.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2406    0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4626    1.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    2.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1322    0.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3386    2.1727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1632    2.1984    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    2.8997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2940    3.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840    4.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532    2.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    0.0689    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  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  2  0  0  0  0
  7 12  1  1  0  0  0
 13  7  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  6  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
  5 18  1  0  0  0  0
  6 19  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333315

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12[C@H](OC)OC3=C(C(=O)OC(C)=C3)[C@]1(C)C=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O5/c1-7-6-9-11(12(16)18-7)14(2)5-4-8(15)10(14)13(17-3)19-9/h4-6,10,13H,1-3H3/t10-,13-,14-/m1/s1

> <INCHI_KEY>
DCABYWICILVVHX-LERXQTSPSA-N

> <FORMULA>
C14H14O5

> <MOLECULAR_WEIGHT>
262.261

> <EXACT_MASS>
262.084123551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.779982337390912

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,6S,7R)-7-methoxy-2,11-dimethyl-8,12-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),3,10-triene-5,13-dione

> <JCHEM_LOGP>
1.392806353666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.32174553221291

> <JCHEM_PKA_STRONGEST_BASIC>
-4.20010302922245

> <JCHEM_POLAR_SURFACE_AREA>
61.830000000000005

> <JCHEM_REFRACTIVITY>
69.5434

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6S,7R)-7-methoxy-2,11-dimethyl-8,12-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),3,10-triene-5,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-FEB-23         0                                  
HETATM    1  C   UNK     0       7.600   2.939   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.061   2.891   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.333   1.534   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.250   4.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.711   4.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.983   2.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.443   2.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.449   1.571   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.977   2.153   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.863   3.689   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.040   4.683   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.113   1.360   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.632   4.056   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       2.171   4.104   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       1.360   5.413   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.549   6.722   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.277   8.079   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.899   5.461   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.794   1.486   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.066   0.129   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   19                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8   12   13                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10                                                            
CONECT   12    7                                                            
CONECT   13    7   10   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15    5                                                       
CONECT   19    6    3   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₅

Average Mass

262.2610 Da

Monoisotopic Mass

262.08412 Da

IUPAC Name

(2R,6S,7R)-7-methoxy-2,11-dimethyl-8,12-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),3,10-triene-5,13-dione

Traditional Name

(2R,6S,7R)-7-methoxy-2,11-dimethyl-8,12-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(9),3,10-triene-5,13-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12[C@H](OC)OC3=C(C(=O)OC(C)=C3)[C@]1(C)C=CC2=O

InChI Identifier

InChI=1S/C14H14O5/c1-7-6-9-11(12(16)18-7)14(2)5-4-8(15)10(14)13(17-3)19-9/h4-6,10,13H,1-3H3/t10-,13-,14-/m1/s1

InChI Key

DCABYWICILVVHX-LERXQTSPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.133705802, C2D6OS, simulated)	baiy@iae.ac.cn	Institute of Applied Ecology, Chinese Academy of Sciences	Yan Bai	2024-05-30	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
brefeldianum F4a		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	1.39	ChemAxon
pKa (Strongest Acidic)	19.32	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.54 m³·mol⁻¹	ChemAxon
Polarizability	25.78 Å³	ChemAxon
Number of Rings	3	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 peniapyrone B (NP0333315)

MOL for NP0333315 (peniapyrone B)

3D MOL for NP0333315 (peniapyrone B)

3D SDF for NP0333315 (peniapyrone B)

3D-SDF for NP0333315 (peniapyrone B)

PDB for NP0333315 (peniapyrone B)

3D PDB for NP0333315 (peniapyrone B)

SMILES for NP0333315 (peniapyrone B)

INCHI for NP0333315 (peniapyrone B)

Structure for NP0333315 (peniapyrone B)

3D Structure for NP0333315 (peniapyrone B)