NP-MRD: Showing NP-Card for Nerylacetate (NP0139866)

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Record Information

Version

2.0

Created at

2022-06-29 20:14:19 UTC

Updated at

2022-06-29 20:14:19 UTC

NP-MRD ID

NP0139866

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nerylacetate

Description

3,7-Dimethyl-2,6-octadien-1-ylacetate, also known as geraniol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Nerylacetate is found in Abies sibirica, Acorus calamus, Artemisia scoparia, Ceratitis capitata, Citrus limon, Citrus reticulata, Citrus wilsonii, Coriandrum sativum, Eupatorium fortunei, Juniperus communis, Rhododendron tomentosum, Machilus japonica, Piper aduncum, Thapsia villosa and Thymus vulgaris. 3,7-Dimethyl-2,6-octadien-1-ylacetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
   -6.2073    0.9799    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    0.1100    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6382   -0.5700   -0.8732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078    0.0137    0.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526   -0.7928   -0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.5714    0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901   -0.0894   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010    0.2339   -1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6604    0.1058    0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -0.7298    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -0.5734    0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1161   -0.1183    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3884    0.0278    0.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0335    0.2429   -1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1127    1.0972    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7331    1.9583    1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845    0.4794    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660   -1.8760   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8513   -0.5737   -1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325   -0.8232    1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2203    0.7062   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5457    0.9343   -1.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8747   -0.7254   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753    1.1861    0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871   -0.1018    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589   -1.7884    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041   -0.4198   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878   -0.8382    1.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2611   -0.1750    0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -0.6160    1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456    1.0770    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9995    0.6594   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7211   -0.6442   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    1.0230   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 12 11  2  3
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 11 28  1  0
 10 26  1  0
 10 27  1  0
  9 24  1  0
  9 25  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
  6 20  1  0
  5 18  1  0
  5 19  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    7                                                       
CONECT    6    5   10                                                       
CONECT    7    5   11                                                       
CONECT    8    9   11                                                       
CONECT    9    8   14                                                       
CONECT   10    1    2    6                                                  
CONECT   11    3    7    8                                                  
CONECT   12    4   13   14                                                  
CONECT   13   12                                                            
CONECT   14    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
3,7-Dimethyl-2,6-octadien-1-ylacetic acid	Generator
Geraniol acetate	HMDB
Geraniol acetate, (e)-isomer	HMDB
Geraniol acetate, (Z)-isomer	HMDB
Nerol acetate	HMDB
3,7-Dimethylocta-2,6-dien-1-yl acetic acid	Generator
3,7-Dimethylocta-2,6-dienyl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Mass

196.2860 Da

Monoisotopic Mass

196.14633 Da

IUPAC Name

3,7-dimethylocta-2,6-dien-1-yl acetate

Traditional Name

3,7-dimethylocta-2,6-dien-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCOC(C)=O

InChI Identifier

InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3

InChI Key

HIGQPQRQIQDZMP-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
Abies sibirica	LOTUS Database	35616633
Acorus calamus	LOTUS Database	35616633
Artemisia scoparia	LOTUS Database	35616633
Ceratitis capitata	LOTUS Database	35616633
Citrus limon	LOTUS Database	35616633
Citrus reticulata	LOTUS Database	35616633
Citrus wilsonii	LOTUS Database	35616633
Coriandrum sativum	LOTUS Database	35616633
Eupatorium fortunei	LOTUS Database	35616633
Juniperus communis	LOTUS Database	35616633
Ledum palustre	LOTUS Database	35616633
Machilus japonica	LOTUS Database	35616633
Piper aduncum	LOTUS Database	35616633
Thapsia villosa	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

an ester (CPD-9758 )

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	4.11	ALOGPS
logP	2.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.33 m³·mol⁻¹	ChemAxon
Polarizability	23.69 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0061816

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7780

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Nerylacetate (NP0139866)

MOL for NP0139866 (Nerylacetate)

3D MOL for NP0139866 (Nerylacetate)

3D SDF for NP0139866 (Nerylacetate)

3D-SDF for NP0139866 (Nerylacetate)

PDB for NP0139866 (Nerylacetate)

3D PDB for NP0139866 (Nerylacetate)

SMILES for NP0139866 (Nerylacetate)

INCHI for NP0139866 (Nerylacetate)

Structure for NP0139866 (Nerylacetate)

3D Structure for NP0139866 (Nerylacetate)