NP-MRD: Showing NP-Card for citronellyl benzoate (NP0224511)

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Record Information

Version

2.0

Created at

2022-09-06 02:53:22 UTC

Updated at

2022-09-06 02:53:22 UTC

NP-MRD ID

NP0224511

Secondary Accession Numbers

None

Natural Product Identification

Common Name

citronellyl benzoate

Description

Citronellyl benzoate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. citronellyl benzoate is found in Daphne papyracea. Based on a literature review very few articles have been published on citronellyl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
   -3.1755   -1.9714   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9627   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6665   -1.3975    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9885    0.2825   -0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6040    0.7427   -0.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    1.8080    0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8651    2.3807    0.0946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7071    3.4409    1.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1951    1.3000    0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5723    1.8996    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    0.9905    0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -0.0665   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9388   -0.1891   -1.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -1.0376   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513   -2.0727   -1.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517   -3.0203   -1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9102   -2.9622   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8060   -1.9187    0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8051   -0.9678    0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5784   -2.9927    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6590   -2.0062   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -1.6743    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3050   -1.4118   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6695   -2.4161    0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1518   -0.6916    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    0.9976   -0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486   -0.1385   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244    1.1321   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992    1.4396    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9586    2.6691    0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    2.8585   -0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0374    4.2596    0.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    3.9040    1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3957    2.9604    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    0.5224   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0278    0.8608    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917    2.5399   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513    2.6157    1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -2.1647   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0233   -3.8305   -1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7166   -3.6897   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5582   -1.8601    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837   -0.1621    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
 19 14  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  7 31  1  6
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  4 26  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
M  END


  Mrv1652309062204532D          

 19 19  0  0  0  0            999 V2000
    0.7145   -5.3625    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
    1.4289   -4.1250    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
    4.2868   -4.1250    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 O   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
    7.1447   -4.1250    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  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
  7  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  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224511

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCOC(=O)C1=CC=CC=C1)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O2/c1-14(2)8-7-9-15(3)12-13-19-17(18)16-10-5-4-6-11-16/h4-6,8,10-11,15H,7,9,12-13H2,1-3H3

> <INCHI_KEY>
UDPCCAUIDDVTEL-UHFFFAOYSA-N

> <FORMULA>
C17H24O2

> <MOLECULAR_WEIGHT>
260.377

> <EXACT_MASS>
260.177630013

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.3576809128717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethyloct-6-en-1-yl benzoate

> <JCHEM_LOGP>
5.247355166

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.8906712740583345

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
80.30810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethyloct-6-en-1-yl benzoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.003 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
Citronellyl benzoic acid	Generator

Chemical Formula

C₁₇H₂₄O₂

Average Mass

260.3770 Da

Monoisotopic Mass

260.17763 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(CCOC(=O)C1=CC=CC=C1)CCC=C(C)C

InChI Identifier

InChI=1S/C17H24O2/c1-14(2)8-7-9-15(3)12-13-19-17(18)16-10-5-4-6-11-16/h4-6,8,10-11,15H,7,9,12-13H2,1-3H3

InChI Key

UDPCCAUIDDVTEL-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, 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
Daphne papyracea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Benzoate ester
Aromatic monoterpenoid
Benzoic acid or derivatives
Benzoyl
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
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
logP	5.25	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon

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

100462

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

112049

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for citronellyl benzoate (NP0224511)

MOL for NP0224511 (citronellyl benzoate)

3D MOL for NP0224511 (citronellyl benzoate)

3D SDF for NP0224511 (citronellyl benzoate)

3D-SDF for NP0224511 (citronellyl benzoate)

PDB for NP0224511 (citronellyl benzoate)

3D PDB for NP0224511 (citronellyl benzoate)

SMILES for NP0224511 (citronellyl benzoate)

INCHI for NP0224511 (citronellyl benzoate)

Structure for NP0224511 (citronellyl benzoate)

3D Structure for NP0224511 (citronellyl benzoate)