NP-MRD: Showing NP-Card for Urushiol (15:1) (NP0138964)

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Record Information

Version

1.0

Created at

2022-06-29 19:33:36 UTC

Updated at

2022-06-29 19:33:36 UTC

NP-MRD ID

NP0138964

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Urushiol (15:1)

Description

3-(8Z-pentadecenyl)-catechol belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Urushiol (15:1) is found in Ginkgo biloba. Based on a literature review very few articles have been published on 3-(8z-pentadecenyl)-catechol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
    7.0872    1.5661    1.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7298    1.0386    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938    0.8188   -0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6393   -0.1862   -0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060   -0.3760   -1.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -1.4065   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -1.6884   -1.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -1.4928   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8169   -0.9642   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0863    0.3405   -0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368    0.9742    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079    0.0936    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -0.2340    0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -1.1071    1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7688   -1.5866    0.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224   -0.5739    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7636   -0.1955    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6735    0.7733    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5903    1.4208   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5699    1.0455   -1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4212    1.6486   -2.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6386    0.0598   -0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6239   -0.2970   -1.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8487    0.7029    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1903    2.1573    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8419    2.2352    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4122    1.8425   -0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829    0.1236    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2064    1.7709   -0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2221    0.3666   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246    0.2114    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656   -1.1753   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1052   -0.6949   -2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382    0.6068   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2366   -2.3615   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3748   -1.1660    0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -2.0971   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -1.7250   -2.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419   -0.8648    0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058   -1.6588    0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451    1.0814   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763    0.1721   -1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8688    1.9505    0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4143    1.1553    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    0.6128    2.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -0.8467    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3231   -0.7851   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1385    0.7063    0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803   -0.5490    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -1.9538    1.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5016   -2.3160    0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2748   -2.2305    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8255   -0.6989    2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4843    1.0848    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3133    2.1857   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    2.3686   -2.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903    0.1172   -2.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 22  2  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 23 57  1  0
 21 56  1  0
 19 55  1  0
 18 54  1  0
 17 53  1  0
M  END


  Mrv1652306292221332D          

 23 23  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    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   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138964

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/CCCCCCCC1=C(O)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(22)21(19)23/h7-8,15,17-18,22-23H,2-6,9-14,16H2,1H3/b8-7-

> <INCHI_KEY>
GWOCLAPCXDOJRL-FPLPWBNLSA-N

> <FORMULA>
C21H34O2

> <MOLECULAR_WEIGHT>
318.501

> <EXACT_MASS>
318.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.46436807851939

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(8Z)-pentadec-8-en-1-yl]benzene-1,2-diol

> <ALOGPS_LOGP>
8.02

> <JCHEM_LOGP>
7.741576215333334

> <ALOGPS_LOGS>
-5.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.983379271678096

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.548682588012248

> <JCHEM_PKA_STRONGEST_BASIC>
-6.279935694327706

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
100.59159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(8Z)-pentadec-8-en-1-yl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      18.672  -9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.004  -7.700   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   21                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   18                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₄O₂

Average Mass

318.5010 Da

Monoisotopic Mass

318.25588 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CCCCCCCC1=C(O)C(O)=CC=C1

InChI Identifier

InChI=1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(22)21(19)23/h7-8,15,17-18,22-23H,2-6,9-14,16H2,1H3/b8-7-

InChI Key

GWOCLAPCXDOJRL-FPLPWBNLSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Ginkgo biloba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

22913731

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12444627

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Urushiol (15:1) (NP0138964)

MOL for NP0138964 (Urushiol (15:1))

3D MOL for NP0138964 (Urushiol (15:1))

3D SDF for NP0138964 (Urushiol (15:1))

3D-SDF for NP0138964 (Urushiol (15:1))

PDB for NP0138964 (Urushiol (15:1))

3D PDB for NP0138964 (Urushiol (15:1))

SMILES for NP0138964 (Urushiol (15:1))

INCHI for NP0138964 (Urushiol (15:1))

Structure for NP0138964 (Urushiol (15:1))

3D Structure for NP0138964 (Urushiol (15:1))