MiMeDB: Showing metabocard for Parguerene (MMDBc0009925)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:17:29 UTC

Update Date

2022-08-31 06:30:56 UTC

Metabolite ID

MMDBc0009925

Metabolite Identification

Common Name

Parguerene

Description

Parguerene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Parguerene.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104172D          

 35 35  0  0  1  0            999 V2000
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  2  0  0  0  0
 19  9  1  0  0  0  0
 21  1  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 22 15  2  0  0  0  0
 23  3  1  0  0  0  0
 23 16  2  0  0  0  0
 24  4  1  1  0  0  0
 24 20  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 27 26  2  0  0  0  0
 28 20  1  0  0  0  0
 26 29  1  4  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 15  1  0  0  0  0
 33 16  1  0  0  0  0
 34 21  1  0  0  0  0
 24 35  1  6  0  0  0
M  END


  Mrv1652305152104172D          

 35 35  0  0  1  0            999 V2000
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  2  0  0  0  0
 19  9  1  0  0  0  0
 21  1  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 22 15  2  0  0  0  0
 23  3  1  0  0  0  0
 23 16  2  0  0  0  0
 24  4  1  1  0  0  0
 24 20  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 27 26  2  0  0  0  0
 28 20  1  0  0  0  0
 26 29  1  4  0  0  0
 30  8  1  0  0  0  0
 31  9  1  0  0  0  0
 32 15  1  0  0  0  0
 33 16  1  0  0  0  0
 34 21  1  0  0  0  0
 24 35  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009925

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC1=CC=CC=C1)=C(\[H])CC([H])(C)CCC\C(C)=C(/[H])C\C([H])=C(/C)C(O)=N[C@@]([H])(C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C26H39NO2/c1-21(12-8-9-19-25-17-6-5-7-18-25)13-10-14-22(2)15-11-16-23(3)26(29)27-24(4)20-28/h5-9,15-18,21,24,28H,10-14,19-20H2,1-4H3,(H,27,29)/b9-8+,22-15+,23-16+/t21?,24-/m0/s1

> <INCHI_KEY>
WPEONPKBEAMEPE-JJJYXDOVSA-N

> <FORMULA>
C26H39NO2

> <MOLECULAR_WEIGHT>
397.603

> <EXACT_MASS>
397.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
48.24694361529013

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,5E,12E)-N-[(2S)-1-hydroxypropan-2-yl]-2,6,10-trimethyl-14-phenyltetradeca-2,5,12-trienimidic acid

> <ALOGPS_LOGP>
6.83

> <JCHEM_LOGP>
7.108539710666667

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.105569700404729

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.764917447529357

> <JCHEM_PKA_STRONGEST_BASIC>
4.57881435465583

> <JCHEM_POLAR_SURFACE_AREA>
52.82000000000001

> <JCHEM_REFRACTIVITY>
127.04349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,5E,12E)-N-[(2S)-1-hydroxypropan-2-yl]-2,6,10-trimethyl-14-phenyltetradeca-2,5,12-trienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.338   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.670   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.672  13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      17.338  11.550   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      18.672  15.400   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.670  11.550   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       2.667   6.160   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.335   9.240   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      13.337   4.620   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      13.337   9.240   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.335   7.700   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      17.338  14.630   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5    6    7                                                       
CONECT    6    5   17                                                       
CONECT    7    5   18                                                       
CONECT    8    9   12   30                                                  
CONECT    9    8   19   31                                                  
CONECT   10   13   14                                                       
CONECT   11   15   16                                                       
CONECT   12    8   21                                                       
CONECT   13   10   21                                                       
CONECT   14   10   22                                                       
CONECT   15   11   22   32                                                  
CONECT   16   11   23   33                                                  
CONECT   17    6   25                                                       
CONECT   18    7   25                                                       
CONECT   19    9   25                                                       
CONECT   20   24   28                                                       
CONECT   21    1   12   13   34                                             
CONECT   22    2   14   15                                                  
CONECT   23    3   16   26                                                  
CONECT   24    4   20   27   35                                             
CONECT   25   17   18   19                                                  
CONECT   26   23   27   29                                                  
CONECT   27   24   26                                                       
CONECT   28   20                                                            
CONECT   29   26                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   21                                                            
CONECT   35   24                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   70    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₃₉NO₂

Average Mass

397.603

Monoisotopic Mass

397.2980795

IUPAC Name

(2E,5E,12E)-N-[(2S)-1-hydroxypropan-2-yl]-2,6,10-trimethyl-14-phenyltetradeca-2,5,12-trienimidic acid

Traditional Name

(2E,5E,12E)-N-[(2S)-1-hydroxypropan-2-yl]-2,6,10-trimethyl-14-phenyltetradeca-2,5,12-trienimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC1=CC=CC=C1)=C(\[H])CC([H])(C)CCC\C(C)=C(/[H])C\C([H])=C(/C)C(O)=N[C@@]([H])(C)CO

InChI Identifier

InChI=1S/C26H39NO2/c1-21(12-8-9-19-25-17-6-5-7-18-25)13-10-14-22(2)15-11-16-23(3)26(29)27-24(4)20-28/h5-9,15-18,21,24,28H,10-14,19-20H2,1-4H3,(H,27,29)/b9-8+,22-15+,23-16+/t21?,24-/m0/s1

InChI Key

WPEONPKBEAMEPE-JJJYXDOVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Benzenoid
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00032 g/L	ALOGPS
logP	6.83	ALOGPS
logP	7.11	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	6.76	ChemAxon
pKa (Strongest Basic)	4.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	127.04 m³·mol⁻¹	ChemAxon
Polarizability	48.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Cyanobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29784957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585718

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Parguerene (MMDBc0009925)

MOL for #<Metabolite:0x00005645ca309740>

3D MOL for #<Metabolite:0x00005645ca309740>

3D SDF for #<Metabolite:0x00005645ca309740>

3D-SDF for #<Metabolite:0x00005645ca309740>

PDB for #<Metabolite:0x00005645ca309740>

3D PDB for #<Metabolite:0x00005645ca309740>

SMILES for #<Metabolite:0x00005645ca309740>

INCHI for #<Metabolite:0x00005645ca309740>

Structure for #<Metabolite:0x00005645ca309740>

3D Structure for #<Metabolite:0x00005645ca309740>