NP-MRD: Showing NP-Card for Pyreudione D (NP0015464)

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Record Information

Version

2.0

Created at

2021-01-06 00:39:12 UTC

Updated at

2021-07-15 17:20:01 UTC

NP-MRD ID

NP0015464

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyreudione D

Provided By

NPAtlas

Description

Pyreudione D is found in Pseudomonas and Pseudomonas fluorescens. Based on a literature review very few articles have been published on Pyreudione D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652309212113152D          

 24 25  0  0  1  0            999 V2000
    0.9960   10.9330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   10.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9606   10.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   10.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280    9.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210    9.5041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690    8.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405    8.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    9.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992    8.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    9.2266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992    7.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    7.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    6.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    6.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    5.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    5.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1992    5.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    5.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    5.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9443    5.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    5.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015   10.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0115   10.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0015464

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCCN1C(=O)C(C(=O)CCC\C=C/CCCCCC)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H29NO3/c1-2-3-4-5-6-7-8-9-10-13-16(21)17-18(22)15-12-11-14-20(15)19(17)23/h7-8,15,22H,2-6,9-14H2,1H3/b8-7-/t15-/m0/s1

> <INCHI_KEY>
CEGXALHNHLDMPM-LZNQSLFOSA-N

> <FORMULA>
C19H29NO3

> <MOLECULAR_WEIGHT>
319.445

> <EXACT_MASS>
319.214743798

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.24419897931915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7aS)-6-[(5Z)-dodec-5-enoyl]-7-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-5-one

> <ALOGPS_LOGP>
3.92

> <JCHEM_LOGP>
3.8491161410000005

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.551560496717773

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.921028855321945

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0177476094476359

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
93.97529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7aS)-2-[(5Z)-dodec-5-enoyl]-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-SEP-21         0                                  
HETATM    1  H   UNK     0       1.859  20.408   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.629  19.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.660  20.219   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.067  19.593   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.906  18.061   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.399  17.741   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.369  16.597   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.689  15.090   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.962  17.223   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.372  16.453   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.705  17.223   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.372  14.913   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.705  14.143   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.705  12.603   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.039  11.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.039  10.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.705   9.523   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.372  10.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.962   9.523   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.296  10.293   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.629   9.523   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.963  10.293   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.123  18.754   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.022  19.785   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   23                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   23                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23    9    2   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₂₉NO₃

Average Mass

319.4450 Da

Monoisotopic Mass

319.21474 Da

IUPAC Name

(7aS)-6-[(5Z)-dodec-5-enoyl]-7-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-5-one

Traditional Name

(7aS)-2-[(5Z)-dodec-5-enoyl]-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CCCC(=O)C1=C(O)[C@@H]2CCCN2C1=O

InChI Identifier

InChI=1S/C19H29NO3/c1-2-3-4-5-6-7-8-9-10-13-16(21)17-18(22)15-12-11-14-20(15)19(17)23/h7-8,15,22H,2-6,9-14H2,1H3/b8-7-/t15-/m0/s1

InChI Key

CEGXALHNHLDMPM-LZNQSLFOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pseudomonas	NPAtlas	27294402
Pseudomonas fluorescens	LOTUS Database	35616633

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	3.92	ALOGPS
logP	3.85	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	93.98 m³·mol⁻¹	ChemAxon
Polarizability	37.24 Å³	ChemAxon
Number of Rings	2	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

NPAtlas ID

NPA024342

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

146682053

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pyreudione D (NP0015464)

MOL for NP0015464 (Pyreudione D)

3D MOL for NP0015464 (Pyreudione D)

3D SDF for NP0015464 (Pyreudione D)

3D-SDF for NP0015464 (Pyreudione D)

PDB for NP0015464 (Pyreudione D)

3D PDB for NP0015464 (Pyreudione D)

SMILES for NP0015464 (Pyreudione D)

INCHI for NP0015464 (Pyreudione D)

Structure for NP0015464 (Pyreudione D)

3D Structure for NP0015464 (Pyreudione D)