NP-MRD: Showing NP-Card for Grevillol (NP0051529)

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Record Information

Version

2.0

Created at

2022-04-27 22:51:42 UTC

Updated at

2022-04-27 22:51:42 UTC

NP-MRD ID

NP0051529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Grevillol

Description

5-Tridecylresorcinol 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. Grevillol is found in Ardisia brevicaulis, Baccharis quitensis, Caulocystis cephalornithos, Ginkgo biloba, Grevillea robusta, Hakea trifurcata, Lysimachia japonica and Philodendron radiatum. 5-Tridecylresorcinol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    7.2582    0.0282    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856    0.0015   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9493    1.1176   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6599    1.0926   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882   -0.1952   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6123   -0.0744    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -1.2768    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.5683   -0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.4711   -1.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -0.1250   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835   -1.2989   -0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9663   -0.9971   -0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7482    0.0967   -0.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0095    0.3672    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1869   -0.3069   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3392   -0.0499    0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5334   -0.7240    0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3828    0.8852    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100    1.5540    1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2299    2.5005    2.7753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0328    1.2932    1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7725    0.9648    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0015   -0.7864    1.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4098   -0.2023    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8249    0.0387   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4130   -0.9635   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    2.0667   -0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7496    1.0863   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7537    1.3439    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038    1.9020   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6005   -0.3396   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5019   -1.0505    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9330    0.0046    1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1139    0.8718    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095   -1.1759    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355   -2.1588    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.8429   -1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6607   -2.4828   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764   -0.8425   -2.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881    0.4436   -1.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4653    0.2783    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    0.7178   -1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9746   -1.6210   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1900   -2.1201   -0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -0.7990    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932   -1.9326   -0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1239    1.0292   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9599   -0.1982   -1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1786   -1.0458   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6791   -1.5895    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2970    1.0775    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0209    2.1671    3.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226    1.8342    1.2894 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  1  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  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 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
 15 49  1  0
 17 50  1  0
 18 51  1  0
 20 52  1  0
 21 53  1  0
M  END


  Mrv1533004201502182D          

 21 21  0  0  0  0            999 V2000
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    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
    9.2881   -7.8375    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
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   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  1  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-14-18(20)16-19(21)15-17/h14-16,20-21H,2-13H2,1H3

> <INCHI_KEY>
UXOGOSLLGMYCNL-UHFFFAOYSA-N

> <FORMULA>
C19H32O2

> <MOLECULAR_WEIGHT>
292.463

> <EXACT_MASS>
292.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.98512889246952

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.43

> <JCHEM_LOGP>
7.214360542

> <ALOGPS_LOGS>
-5.34

> <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>
90.273

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
grevillol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      26.674 -13.860   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      24.006 -18.480   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+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   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
5-Tridecyl-1,2-benzenediol	MeSH
5-Tridecyl resorcinol	ChEMBL
6-Tridecylresorcylic acid	ChEMBL
6-Tridecylresorcylate	Generator

Chemical Formula

C₁₉H₃₂O₂

Average Mass

292.4630 Da

Monoisotopic Mass

292.24023 Da

IUPAC Name

5-tridecylbenzene-1,3-diol

Traditional Name

grevillol

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C19H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-14-18(20)16-19(21)15-17/h14-16,20-21H,2-13H2,1H3

InChI Key

UXOGOSLLGMYCNL-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ardisia brevicaulis	LOTUS Database	35616633
Baccharis quitensis	LOTUS Database	35616633
Caulocystis cephalornithos	LOTUS Database	35616633
Ginkgo biloba	LOTUS Database	35616633
Grevillea robusta	Plant	KNApSAcK
Hakea trifurcata	LOTUS Database	35616633
Lysimachia japonica	LOTUS Database	35616633
Philodendron radiatum	LOTUS Database	35616633

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.

Kingdom

Super Class

Class

Sub Class

Direct Parent

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

resorcinols (CHEBI:5545 )

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
logP	7.43	ALOGPS
logP	7.21	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	90.27 m³·mol⁻¹	ChemAxon
Polarizability	37.99 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002653

Chemspider ID

Not Available

KEGG Compound ID

C10800

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

174862

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Grevillol (NP0051529)

MOL for NP0051529 (Grevillol)

3D MOL for NP0051529 (Grevillol)

3D SDF for NP0051529 (Grevillol)

3D-SDF for NP0051529 (Grevillol)

PDB for NP0051529 (Grevillol)

3D PDB for NP0051529 (Grevillol)

SMILES for NP0051529 (Grevillol)

INCHI for NP0051529 (Grevillol)

Structure for NP0051529 (Grevillol)

3D Structure for NP0051529 (Grevillol)