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Showing metabocard for Neryl butyrate (HMDB0038259)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:32:41 UTC
Update Date2022-03-07 02:55:41 UTC
HMDB IDHMDB0038259
Secondary Accession Numbers
  • HMDB38259
Metabolite Identification
Common NameNeryl butyrate
DescriptionGeranyl butyrate is found in citrus. Geranyl butyrate is found in citrus peel oils, kumquat peel oil, celery leaves/stalks, tomato, yellow passion fruit, lavender oil and other essential oils. Geranyl butyrate is a flavouring agent.
Structure
Data?1563863167
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0038259 (Neryl butyrate)


  Mrv0541 02241215192D          

 16 15  0  0  0  0            999 V2000
    2.1436    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8563    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  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
Download

3D MOL for HMDB0038259 (Neryl butyrate)

HMDB0038259
     RDKit          3D
Neryl butyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -3.8386   -2.1794   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -0.9645   -1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3301    0.2739   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9854    0.6017   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -0.0949   -0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8625    1.6994    0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    2.1351    1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500    2.4303    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    1.8588    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720    2.2865   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0193    0.8709    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3499   -0.4941    0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -0.5790   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5522   -1.2145   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932   -1.8537    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932   -1.2843   -1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948   -2.8608   -0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2662   -1.9870    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -2.8031   -1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -0.7923   -2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -1.1453   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.1296   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418    0.1432    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4114    1.4000    2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516    3.0912    1.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    3.2056   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573    3.4050   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5110    2.0611   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    1.8580   -1.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3904    0.7177    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    1.2501    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.0306    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7343   -1.0768    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828   -0.1455   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0290   -2.6216    1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7256   -1.0785    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7946   -2.3442    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608   -0.9901   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547   -2.2935   -1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.5846   -2.0573 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END
Download

3D SDF for HMDB0038259 (Neryl butyrate)


  Mrv0541 02241215192D          

 16 15  0  0  0  0            999 V2000
    2.1436    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8563    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  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038259

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)OC\C=C(\C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,10H,5-7,9,11H2,1-4H3/b13-10-

> <INCHI_KEY>
ZSBOMYJPSRFZAL-RAXLEYEMSA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.3392

> <EXACT_MASS>
224.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.627011299804128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl butanoate

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
4.088613218333333

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.043254283144128

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
69.56150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl butanoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0038259 (Neryl butyrate)

HMDB0038259
     RDKit          3D
Neryl butyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -3.8386   -2.1794   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -0.9645   -1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3301    0.2739   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9854    0.6017   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -0.0949   -0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8625    1.6994    0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682    2.1351    1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500    2.4303    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    1.8588    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720    2.2865   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0193    0.8709    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3499   -0.4941    0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -0.5790   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5522   -1.2145   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932   -1.8537    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932   -1.2843   -1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948   -2.8608   -0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2662   -1.9870    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077   -2.8031   -1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -0.7923   -2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -1.1453   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.1296   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418    0.1432    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4114    1.4000    2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516    3.0912    1.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    3.2056   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573    3.4050   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5110    2.0611   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957    1.8580   -1.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3904    0.7177    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    1.2501    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.0306    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7343   -1.0768    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828   -0.1455   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0290   -2.6216    1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7256   -1.0785    1.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7946   -2.3442    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608   -0.9901   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547   -2.2935   -1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.5846   -2.0573 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END
Download

PDB for HMDB0038259 (Neryl butyrate)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.001   3.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.334   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.335   1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.335   1.925   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.335   3.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -0.385   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -1.155   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.001  -2.695   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.334  -3.465   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -3.465   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.335  -2.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -3.465   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                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END
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3D PDB for HMDB0038259 (Neryl butyrate)

COMPND    HMDB0038259
HETATM    1  C1  UNL     1      -3.839  -2.179  -0.747  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.302  -0.964  -1.477  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.330   0.274  -0.612  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.985   0.602  -0.069  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.985  -0.095  -0.328  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.862   1.699   0.731  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.668   2.135   1.317  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.650   2.430   0.313  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.534   1.859   0.215  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.472   2.286  -0.896  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.019   0.871   1.161  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.350  -0.494   0.659  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.401  -0.579  -0.370  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.552  -1.214  -0.153  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.793  -1.854   1.146  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.593  -1.284  -1.206  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.695  -2.861  -0.480  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.266  -1.987   0.167  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.208  -2.803  -1.444  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.727  -0.792  -2.408  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.354  -1.145  -1.799  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.632   1.130  -1.244  1.00  0.00           H  
HETATM   23  H7  UNL     1      -5.042   0.143   0.212  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.411   1.400   2.085  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.952   3.091   1.864  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.856   3.206  -0.460  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.357   3.405  -1.038  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.511   2.061  -0.623  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.196   1.858  -1.862  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.390   0.718   2.072  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.000   1.250   1.643  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.455  -1.031   0.255  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.734  -1.077   1.558  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.283  -0.146  -1.357  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.029  -2.622   1.336  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.726  -1.079   1.943  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.795  -2.344   1.167  1.00  0.00           H  
HETATM   38  H22 UNL     1       5.561  -0.990  -0.716  1.00  0.00           H  
HETATM   39  H23 UNL     1       4.655  -2.293  -1.652  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.357  -0.585  -2.057  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9    9   26
CONECT    9   10   11
CONECT   10   27   28   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   14   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END
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SMILES for HMDB0038259 (Neryl butyrate)

CCCC(=O)OC\C=C(\C)CCC=C(C)C
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INCHI for HMDB0038259 (Neryl butyrate)

InChI=1S/C14H24O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,10H,5-7,9,11H2,1-4H3/b13-10-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Neryl butyric acidGenerator
(Z)-3,7-Dimethyl-2,6-octadienyl butanoateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl butyrateHMDB
3,7-Dimethyl-2,6-octadienyl ester(Z)-butanoic acidHMDB
3,7-Dimethyl-2,6-octadienyl ester(Z)-butyric acidHMDB
3,7-Dimethyl-2,6-octadienyl esterz)-butanoic acidHMDB
Butanoic acid, (2Z)-3,7-dimethyl-2,6-octadien-1-yl esterHMDB
Butanoic acid, (2Z)-3,7-dimethyl-2,6-octadienyl esterHMDB
cis-3,7-Dimethyl-2,6-octadienyl butanoateHMDB
FEMA 2774HMDB
Neryl butanoateHMDB
Nonyl N-butyrateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl butyric acidGenerator
Geranyl butyric acidGenerator
Chemical FormulaC14H24O2
Average Molecular Weight224.3392
Monoisotopic Molecular Weight224.177630012
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl butanoate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl butanoate
CAS Registry Number999-40-6
SMILES
CCCC(=O)OC\C=C(\C)CCC=C(C)C
InChI Identifier
InChI=1S/C14H24O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,10H,5-7,9,11H2,1-4H3/b13-10-
InChI KeyZSBOMYJPSRFZAL-RAXLEYEMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • Fatty acid ester
  • 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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point239.00 to 240.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.71 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.923 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.06 g/LALOGPS
logP5.07ALOGPS
logP4.09ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity69.56 m³·mol⁻¹ChemAxon
Polarizability27.63 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+154.08531661259
DarkChem[M-H]-154.01631661259
DeepCCS[M+H]+156.60430932474
DeepCCS[M-H]-154.24630932474
DeepCCS[M-2H]-187.71830932474
DeepCCS[M+Na]+162.81130932474
AllCCS[M+H]+159.432859911
AllCCS[M+H-H2O]+156.032859911
AllCCS[M+NH4]+162.632859911
AllCCS[M+Na]+163.532859911
AllCCS[M-H]-159.832859911
AllCCS[M+Na-2H]-160.932859911
AllCCS[M+HCOO]-162.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.9.36 minutes32390414
Predicted by Siyang on May 30, 202218.9212 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20220.87 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2896.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid584.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid232.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid343.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid144.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid718.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid806.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)75.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1600.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid620.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1338.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid537.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid426.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate384.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA567.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water7.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Neryl butyrateCCCC(=O)OC\C=C(\C)CCC=C(C)C1852.8Standard polar33892256
Neryl butyrateCCCC(=O)OC\C=C(\C)CCC=C(C)C1503.9Standard non polar33892256
Neryl butyrateCCCC(=O)OC\C=C(\C)CCC=C(C)C1584.4Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018005
KNApSAcK IDNot Available
Chemspider ID4509113
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5352162
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1033141
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.