NP-MRD: Showing NP-Card for amyl salicylate (NP0164675)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 23:36:22 UTC

Updated at

2022-09-02 23:36:22 UTC

NP-MRD ID

NP0164675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

amyl salicylate

Description

Amyl salicylate belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Amyl salicylate is an extremely weak basic (essentially neutral) compound (based on its pKa). Amyl salicylate is a sweet, azalea, and chocolate tasting compound. amyl salicylate is found in Vanilla planifolia. Outside of the human body,.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
    4.6486   -0.1161   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4945   -0.8204   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529   -0.5595   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938    0.9156   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    1.5272    0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807    1.1938    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9693    0.0716    0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -0.8834    1.1981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835   -0.1902    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758   -1.4509    0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -1.7516    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0747   -0.8530   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5874    0.3661   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2348    0.7084   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258    1.9572   -0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5551   -0.7525   -0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8192    0.8974   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.0363    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -0.3884   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.9196   -1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3955   -1.1012   -0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236   -1.0102    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171    1.3114    0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511    1.3291   -1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3320    1.5049    1.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0993    2.6557    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -2.2130    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5984   -2.7321    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1121   -1.1003   -0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346    1.1054   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9267    2.3352   -0.4390 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061310332D          

 15 15  0  0  0  0            999 V2000
    0.7145    4.5375    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    4.5375    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
    7.1447    5.7750    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
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    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
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0164675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCOC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O3/c1-2-3-6-9-15-12(14)10-7-4-5-8-11(10)13/h4-5,7-8,13H,2-3,6,9H2,1H3

> <INCHI_KEY>
RANVDUNFZBMTBK-UHFFFAOYSA-N

> <FORMULA>
C12H16O3

> <MOLECULAR_WEIGHT>
208.2536

> <EXACT_MASS>
208.109944378

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.38593927896663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pentyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.091625138

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.719646948626693

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287620776518371

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
58.538800000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentyl 2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.334   8.470   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       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   8.470   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  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   15                                                       
CONECT   10    7   11   12                                                  
CONECT   11    8   10   13                                                  
CONECT   12   10   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
CONECT   15    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
Amyl salicylic acid	Generator
2-Hydroxybenzoic acid, pentyl ester	HMDB
Benzoic acid, 2-hydroxy-, pentyl ester	HMDB
N-Amyl salicylate	HMDB
Pentyl 2-hydroxybenzoate	HMDB
Pentyl salicylate	HMDB
Salicylic acid, amyl ester	HMDB
Salicylic acid, pentyl ester	HMDB
Pentyl 2-hydroxybenzoic acid	Generator

Chemical Formula

C₁₂H₁₆O₃

Average Mass

208.2536 Da

Monoisotopic Mass

208.10994 Da

IUPAC Name

pentyl 2-hydroxybenzoate

Traditional Name

pentyl 2-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

CCCCCOC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C12H16O3/c1-2-3-6-9-15-12(14)10-7-4-5-8-11(10)13/h4-5,7-8,13H,2-3,6,9H2,1H3

InChI Key

RANVDUNFZBMTBK-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
Vanilla planifolia Jacks.	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

o-Hydroxybenzoic acid esters

Alternative Parents

Substituents

O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
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	4.26	ALOGPS
logP	4.09	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.72	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	58.54 m³·mol⁻¹	ChemAxon
Polarizability	23.39 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038604

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017995

KNApSAcK ID

Not Available

Chemspider ID

15465

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16299

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for amyl salicylate (NP0164675)

MOL for NP0164675 (amyl salicylate)

3D MOL for NP0164675 (amyl salicylate)

3D SDF for NP0164675 (amyl salicylate)

3D-SDF for NP0164675 (amyl salicylate)

PDB for NP0164675 (amyl salicylate)

3D PDB for NP0164675 (amyl salicylate)

SMILES for NP0164675 (amyl salicylate)

INCHI for NP0164675 (amyl salicylate)

Structure for NP0164675 (amyl salicylate)

3D Structure for NP0164675 (amyl salicylate)