Showing NP-Card for Phytal (NP0048285)

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Record Information
Version2.0
Created at2022-03-17 20:54:02 UTC
Updated at2022-03-17 20:54:02 UTC
NP-MRD IDNP0048285
Secondary Accession NumbersNone
Natural Product Identification
Common NamePhytal
DescriptionPhytal, also known as 2-phyten-1-al, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytal is considered to be an isoprenoid lipid molecule. Phytal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Phytal has been detected, but not quantified in, green vegetables and new zealand spinachs. Phytal is found in Artemisia capillaris. This could make phytal a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048285 (Phytal)

  Mrv0541 05061308372D          

 21 20  0  0  0  0            999 V2000
   -5.5539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  5  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  2  0  0  0  0
M  END
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3D MOL for NP0048285 (Phytal)

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3D SDF for NP0048285 (Phytal)
  Mrv0541 05061308372D          

 21 20  0  0  0  0            999 V2000
   -5.5539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  5  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0048285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H38O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15-19H,6-14H2,1-5H3/b20-15+

> <INCHI_KEY>
RAFZYSUICBQABU-HMMYKYKNSA-N

> <FORMULA>
C20H38O

> <MOLECULAR_WEIGHT>
294.5151

> <EXACT_MASS>
294.292265838

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
39.35595658459732

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3,7,11,15-tetramethylhexadec-2-enal

> <ALOGPS_LOGP>
8.00

> <JCHEM_LOGP>
7.200208575666668

> <ALOGPS_LOGS>
-6.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.028462200789226

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
95.17929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.49e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3,7,11,15-tetramethylhexadec-2-enal

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0048285 (Phytal)
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PDB for NP0048285 (Phytal)
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     -10.367  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.034  -3.025   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.699  -3.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.636  -3.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.971  -3.025   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.366  -4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.032  -4.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.303  -4.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.033  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.365  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.302  -5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.969  -5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.637  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.304  -5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.638  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.034  -4.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.699  -4.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.636  -4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.971  -4.565   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.638  -3.025   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    9   10                                                       
CONECT    7   11   12                                                       
CONECT    8   13   14                                                       
CONECT    9    6   17                                                       
CONECT   10    6   18                                                       
CONECT   11    7   18                                                       
CONECT   12    7   19                                                       
CONECT   13    8   19                                                       
CONECT   14    8   20                                                       
CONECT   15   16   20                                                       
CONECT   16   15   21                                                       
CONECT   17    1    2    9                                                  
CONECT   18    3   10   11                                                  
CONECT   19    4   12   13                                                  
CONECT   20    5   14   15                                                  
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

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3D PDB for NP0048285 (Phytal)
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SMILES for NP0048285 (Phytal)
CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\C=O
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INCHI for NP0048285 (Phytal)
InChI=1S/C20H38O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15-19H,6-14H2,1-5H3/b20-15+
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View in JSmol
Synonyms
ValueSource
2-Phyten-1-alHMDB
3,7,11,15-Tetramethyl-2-hexadecenalHMDB
3,7,11,15-Tetramethylhexadec-2-enalMeSH
PhytalMeSH
Chemical FormulaC20H38O
Average Mass294.5151 Da
Monoisotopic Mass294.29227 Da
IUPAC Name(2E)-3,7,11,15-tetramethylhexadec-2-enal
Traditional Name(2E)-3,7,11,15-tetramethylhexadec-2-enal
CAS Registry Number13754-69-3
SMILES
CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\C=O
InChI Identifier
InChI=1S/C20H38O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15-19H,6-14H2,1-5H3/b20-15+
InChI KeyRAFZYSUICBQABU-HMMYKYKNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artemisia capillarisLOTUS Database
Tetragonia tetragonioidesFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentAcyclic diterpenoids  
Alternative Parents
Substituents
  • Acyclic diterpenoid
    • 

  • Fatty aldehyde
    • 

  • Fatty acyl
    • 

  • Enal
    • 

  • Alpha,beta-unsaturated aldehyde
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP8ALOGPS
logP7.2ChemAxon
logS-6.7ALOGPS
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity95.18 m³·mol⁻¹ChemAxon
Polarizability39.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035654  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014369  
KNApSAcK IDC00022118  
Chemspider ID13077575  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14035234  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References