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Showing NP-Card for 5-Heptadecyl-1,3-benzenediol (NP0049154)

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Record Information
Version2.0
Created at2022-03-17 21:07:58 UTC
Updated at2022-03-17 21:07:58 UTC
NP-MRD IDNP0049154
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Heptadecyl-1,3-benzenediol
Description5-Heptadecyl-1,3-benzenediol, also known as 5-N-heptadecylresorcinol, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 5-Heptadecyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Heptadecyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as rye bread, ryes, and breakfast cereals and in a lower concentration in barley, pasta, and common wheats. 5-Heptadecyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as tartary buckwheats, teffs, common buckwheats, quinoa, and triticales. 5-Heptadecyl-1,3-benzenediol is found in Avena sativa, Merulius incarnatus and Triticum turgidum. This could make 5-heptadecyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049154 (5-Heptadecyl-1,3-benzenediol)


  Mrv1652309111715522D          

 25 25  0  0  0  0            999 V2000
    4.2864   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4296  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5729   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2873  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0016   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7161  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4305   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1449  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8593   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5737  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2881   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0025  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7170   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -11.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8602  -11.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8602  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457  -11.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5745   -9.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457  -12.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 18  1  0  0  0  0
 22 20  2  0  0  0  0
 23 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
M  END
Download

3D MOL for NP0049154 (5-Heptadecyl-1,3-benzenediol)

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3D SDF for NP0049154 (5-Heptadecyl-1,3-benzenediol)

  Mrv1652309111715522D          

 25 25  0  0  0  0            999 V2000
    4.2864   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4296  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5729   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2873  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0016   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7161  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4305   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1449  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8593   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5737  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2881   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0025  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7170   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -11.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8602  -11.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8602  -10.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457  -11.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5745   -9.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1457  -12.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 18  1  0  0  0  0
 22 20  2  0  0  0  0
 23 19  2  0  0  0  0
 23 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049154

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h18-20,24-25H,2-17H2,1H3

> <INCHI_KEY>
BBGNINPPDHJETF-UHFFFAOYSA-N

> <FORMULA>
C23H40O2

> <MOLECULAR_WEIGHT>
348.5625

> <EXACT_MASS>
348.302830524

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.59573450006682

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-heptadecylbenzene-1,3-diol

> <ALOGPS_LOGP>
8.79

> <JCHEM_LOGP>
8.992635202

> <ALOGPS_LOGS>
-6.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.811350807010252

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.359032641624808

> <JCHEM_PKA_STRONGEST_BASIC>
-5.665057916048593

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
108.67699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-heptadecylbenzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049154 (5-Heptadecyl-1,3-benzenediol)
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PDB for NP0049154 (5-Heptadecyl-1,3-benzenediol)
HEADER    PROTEIN                                 11-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-17         0                                  
HETATM    1  C   UNK     0       8.001 -18.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.335 -19.248   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669 -18.478   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.002 -19.248   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.336 -18.478   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.669 -19.248   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.003 -18.478   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.336 -19.248   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.670 -18.478   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.003 -19.248   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.337 -18.478   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.670 -19.248   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.004 -18.478   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.338 -19.248   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.671 -18.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.005 -19.248   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.338 -18.478   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.005 -18.478   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.672 -20.788   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.339 -20.788   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.672 -19.248   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      33.339 -19.248   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.005 -21.558   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      34.672 -18.478   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      32.005 -23.098   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   21                                                       
CONECT   18   21   22                                                       
CONECT   19   21   23                                                       
CONECT   20   22   23                                                       
CONECT   21   17   18   19                                                  
CONECT   22   18   20   24                                                  
CONECT   23   19   20   25                                                  
CONECT   24   22                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

Download
3D PDB for NP0049154 (5-Heptadecyl-1,3-benzenediol)
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SMILES for NP0049154 (5-Heptadecyl-1,3-benzenediol)
CCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
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INCHI for NP0049154 (5-Heptadecyl-1,3-benzenediol)
InChI=1S/C23H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h18-20,24-25H,2-17H2,1H3
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View in JSmol
Synonyms
ValueSource
5-N-HeptadecylresorcinolHMDB
5-Heptadecylbenzene-1,3-diolHMDB
5-HeptadecylresorcinolHMDB
Chemical FormulaC23H40O2
Average Mass348.5625 Da
Monoisotopic Mass348.30283 Da
IUPAC Name5-heptadecylbenzene-1,3-diol
Traditional Name5-heptadecylbenzene-1,3-diol
CAS Registry Number41442-57-3
SMILES
CCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C23H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h18-20,24-25H,2-17H2,1H3
InChI KeyBBGNINPPDHJETF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Avena sativaLOTUS Database
Avena sativa L.FooDB
Hordeum vulgareFooDB
Merulius incarnatusLOTUS Database
Oryza sativaFooDB
Secale cerealeFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum turgidumLOTUS Database
Zea mays L.FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenols  
Sub ClassBenzenediols  
Direct ParentResorcinols  
Alternative Parents
Substituents
  • Resorcinol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic 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
logP8.79ALOGPS
logP8.99ChemAxon
logS-6.3ALOGPS
pKa (Strongest Acidic)9.36ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity108.68 m³·mol⁻¹ChemAxon
Polarizability46.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038530  
DrugBank IDNot Available
Phenol Explorer Compound ID692  
FoodDB IDFDB017915  
KNApSAcK IDNot Available
Chemspider ID158044  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound181700  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available