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Showing NP-Card for Enterocin 900 (NP0338497)

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Record Information
Version2.0
Created at2024-09-11 15:45:51 UTC
Updated at2024-09-11 15:45:51 UTC
NP-MRD IDNP0338497
Secondary Accession NumbersNone
Natural Product Identification
Common NameEnterocin 900
DescriptionPhotocitral A belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Photocitral A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Photocitral A has been detected, but not quantified in, citrus and herbs and spices. It was first documented in 2000 (PMID: 11413487). This could make photocitral a a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338497 (Enterocin 900)


  Mrv0541 05061310212D          

 34 39  0  0  0  0            999 V2000
    0.2505    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2312    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    2.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8733    2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8733    0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8343    7.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    6.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    2.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    2.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5075    3.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485    3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    4.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8936    4.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138    7.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2913    6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1287    6.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3837    5.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7095    2.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7095    0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    3.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4240    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4240    1.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    1.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104    2.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    6.5841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906    5.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104    0.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 15 13  1  0  0  0  0
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 20 19  1  0  0  0  0
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 24 10  1  0  0  0  0
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 25 21  2  0  0  0  0
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 31 30  2  0  0  0  0
 32 17  1  0  0  0  0
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 33 20  1  0  0  0  0
 33 27  1  0  0  0  0
 34 29  1  0  0  0  0
 34 31  1  0  0  0  0
M  END
Download

3D MOL for NP0338497 (Enterocin 900)

Download
3D SDF for NP0338497 (Enterocin 900)

  Mrv0541 05061310212D          

 34 39  0  0  0  0            999 V2000
    0.2505    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2312    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    2.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8733    2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8733    0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8343    7.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    6.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    2.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    2.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5075    3.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485    3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    4.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8936    4.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138    7.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2913    6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1287    6.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3837    5.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7095    2.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7095    0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    3.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4240    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4240    1.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    1.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104    2.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    6.5841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906    5.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104    0.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 20 19  1  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24  9  2  0  0  0  0
 24 10  1  0  0  0  0
 25 11  1  0  0  0  0
 25 21  2  0  0  0  0
 26 12  1  0  0  0  0
 26 22  2  0  0  0  0
 26 25  1  0  0  0  0
 27 15  2  0  0  0  0
 27 16  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  2  0  0  0  0
 30 23  1  0  0  0  0
 30 28  1  0  0  0  0
 31 24  1  0  0  0  0
 31 30  2  0  0  0  0
 32 17  1  0  0  0  0
 32 18  1  0  0  0  0
 32 19  1  0  0  0  0
 33 20  1  0  0  0  0
 33 27  1  0  0  0  0
 34 29  1  0  0  0  0
 34 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C(CN1CCCC1)OC1=CC=C(C=C1)C1=C(OC2=C1C=C1CCCCCC1=C2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H33NO2/c1-3-9-24(10-4-1)31-30(28-21-25-11-5-2-6-12-26(25)22-29(28)34-31)23-13-15-27(16-14-23)33-20-19-32-17-7-8-18-32/h1,3-4,9-10,13-16,21-22H,2,5-8,11-12,17-20H2

> <INCHI_KEY>
LSRSTEGFQPNESQ-UHFFFAOYSA-N

> <FORMULA>
C31H33NO2

> <MOLECULAR_WEIGHT>
451.5992

> <EXACT_MASS>
451.251129305

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.59910363646786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-(4-{5-phenyl-4-oxatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),5,8-tetraen-6-yl}phenoxy)ethyl]pyrrolidine

> <ALOGPS_LOGP>
8.16

> <JCHEM_LOGP>
7.510414658666667

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.928967714268163

> <JCHEM_POLAR_SURFACE_AREA>
25.61

> <JCHEM_REFRACTIVITY>
139.1555

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-(4-{5-phenyl-4-oxatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),5,8-tetraen-6-yl}phenoxy)ethyl]pyrrolidine

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0338497 (Enterocin 900)
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PDB for NP0338497 (Enterocin 900)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.468   3.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.498   3.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.238   1.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.238   4.415   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.830   4.468   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.830   1.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.557  13.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.877  12.030   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.778   1.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.778   4.415   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.329   4.811   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.329   1.351   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.547   6.936   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.011   6.112   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.072   8.401   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.535   7.576   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.026  13.697   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.544  11.260   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.107  11.970   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.583  10.505   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.791   4.621   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.791   1.541   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.517   5.791   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.548   3.081   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.125   3.851   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.125   2.311   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.565   8.721   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.457   3.851   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.457   2.311   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.993   4.327   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.088   3.081   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       0.601  12.290   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0       4.089  10.185   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.993   1.835   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    9                                                       
CONECT    4    1   10                                                       
CONECT    5    2   11                                                       
CONECT    6    2   12                                                       
CONECT    7    8   17                                                       
CONECT    8    7   18                                                       
CONECT    9    3   24                                                       
CONECT   10    4   24                                                       
CONECT   11    5   25                                                       
CONECT   12    6   26                                                       
CONECT   13   15   23                                                       
CONECT   14   16   23                                                       
CONECT   15   13   27                                                       
CONECT   16   14   27                                                       
CONECT   17    7   32                                                       
CONECT   18    8   32                                                       
CONECT   19   20   32                                                       
CONECT   20   19   33                                                       
CONECT   21   25   28                                                       
CONECT   22   26   29                                                       
CONECT   23   13   14   30                                                  
CONECT   24    9   10   31                                                  
CONECT   25   11   21   26                                                  
CONECT   26   12   22   25                                                  
CONECT   27   15   16   33                                                  
CONECT   28   21   29   30                                                  
CONECT   29   22   28   34                                                  
CONECT   30   23   28   31                                                  
CONECT   31   24   30   34                                                  
CONECT   32   17   18   19                                                  
CONECT   33   20   27                                                       
CONECT   34   29   31                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

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3D PDB for NP0338497 (Enterocin 900)
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SMILES for NP0338497 (Enterocin 900)
C(CN1CCCC1)OC1=CC=C(C=C1)C1=C(OC2=C1C=C1CCCCCC1=C2)C1=CC=CC=C1
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INCHI for NP0338497 (Enterocin 900)
InChI=1S/C31H33NO2/c1-3-9-24(10-4-1)31-30(28-21-25-11-5-2-6-12-26(25)22-29(28)34-31)23-13-15-27(16-14-23)33-20-19-32-17-7-8-18-32/h1,3-4,9-10,13-16,21-22H,2,5-8,11-12,17-20H2
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View in JSmol
Synonyms
ValueSource
2-Isopropenyl-5-methylcyclopentanecarbaldehydeHMDB
Chemical FormulaC31H33NO2
Average Mass451.5992 Da
Monoisotopic Mass451.25113 Da
IUPAC Name1-[2-(4-{5-phenyl-4-oxatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),5,8-tetraen-6-yl}phenoxy)ethyl]pyrrolidine
Traditional Name1-[2-(4-{5-phenyl-4-oxatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),5,8-tetraen-6-yl}phenoxy)ethyl]pyrrolidine
CAS Registry NumberNot Available
SMILES
C(CN1CCCC1)OC1=CC=C(C=C1)C1=C(OC2=C1C=C1CCCCCC1=C2)C1=CC=CC=C1
InChI Identifier
InChI=1S/C31H33NO2/c1-3-9-24(10-4-1)31-30(28-21-25-11-5-2-6-12-26(25)22-29(28)34-31)23-13-15-27(16-14-23)33-20-19-32-17-7-8-18-32/h1,3-4,9-10,13-16,21-22H,2,5-8,11-12,17-20H2
InChI KeyLSRSTEGFQPNESQ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMonocyclic monoterpenoids  
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.16ALOGPS
logP7.51ChemAxon
logS-5.6ALOGPS
pKa (Strongest Basic)8.93ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.61 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity139.16 m³·mol⁻¹ChemAxon
Polarizability54.6 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0038290  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017619  
KNApSAcK IDNot Available
Chemspider ID92751  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102684  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487  ] 
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246  ] 
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880  ] 
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567  ]