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Showing metabocard for cis-3-Hexenyl propanoate (HMDB0038275)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:33:35 UTC
Update Date2023-02-21 17:26:27 UTC
HMDB IDHMDB0038275
Secondary Accession Numbers
  • HMDB38275
Metabolite Identification
Common Namecis-3-Hexenyl propanoate
Descriptioncis-3-Hexenyl propanoate is a member of the class of compounds known as carboxylic acid esters. Carboxylic acid esters are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). cis-3-Hexenyl propanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). cis-3-Hexenyl propanoate is used as a food additive (EAFUS: Everything Added to Food in the United States). cis-3-Hexenyl propanoate is an apple-, fresh-, and fruity-tasting compound found in fruits, herbs, spices, and tea, which makes cis-3-hexenyl propanoate a potential biomarker for the consumption of these food products. cis-3-Hexenyl propanoate is present in thyme, black tea, and mango and is a flavouring ingredient in baked goods, candies, etc.
Structure
Data?1677000387
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0038275 (cis-3-Hexenyl propanoate)

      
  Mrv1652305251818292D          

 11 10  0  0  0  0            999 V2000
 9965.3503 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.0633 9965.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.7785 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.4916 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.2067 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.7785 9964.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9964.6352 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9963.9187 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9963.0937 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9962.3793 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9961.6651 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0038275 (cis-3-Hexenyl propanoate)

HMDB0038275
     RDKit          3D
cis-3-Hexenyl propanoate
 27 26  0  0  0  0  0  0  0  0999 V2000
    4.1798    1.1046    0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707    0.8390   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004   -0.5847   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8440   -1.1740   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -0.4528   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -0.5879   -1.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111    0.0918   -0.9026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4371   -0.0981    0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9920    0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794    0.6748    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392   -0.2474    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0680    2.1386    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872    0.9076    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    0.3973    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233    1.2254   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197    1.4818   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.1499   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395   -2.2666   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860   -1.0514    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    0.5474    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.1229   -2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5946   -1.6608   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.8780    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668    1.5685   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903   -1.0000   -0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6656    0.3056   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2427   -0.7721    0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

3D SDF for HMDB0038275 (cis-3-Hexenyl propanoate)

      
  Mrv1652305251818292D          

 11 10  0  0  0  0            999 V2000
 9965.3503 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.0633 9965.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.7785 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.4916 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.2067 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.7785 9964.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9964.6352 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9963.9187 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9963.0937 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9962.3793 9965.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9961.6651 9965.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038275

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CCOC(=O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O2/c1-3-5-6-7-8-11-9(10)4-2/h5-6H,3-4,7-8H2,1-2H3/b6-5-

> <INCHI_KEY>
LGTLDEUQCOJGFP-WAYWQWQTSA-N

> <FORMULA>
C9H16O2

> <MOLECULAR_WEIGHT>
156.2221

> <EXACT_MASS>
156.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.504675382788637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-hex-3-en-1-yl propanoate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.4741988766666667

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.030350684357151

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
46.23190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-hex-3-en-1-yl propanoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0038275 (cis-3-Hexenyl propanoate)

HMDB0038275
     RDKit          3D
cis-3-Hexenyl propanoate
 27 26  0  0  0  0  0  0  0  0999 V2000
    4.1798    1.1046    0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707    0.8390   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004   -0.5847   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8440   -1.1740   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -0.4528   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -0.5879   -1.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6111    0.0918   -0.9026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4371   -0.0981    0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9920    0.9967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794    0.6748    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8392   -0.2474    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0680    2.1386    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872    0.9076    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    0.3973    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7233    1.2254   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197    1.4818   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.1499   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395   -2.2666   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860   -1.0514    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099    0.5474    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.1229   -2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5946   -1.6608   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.8780    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668    1.5685   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903   -1.0000   -0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6656    0.3056   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2427   -0.7721    0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
M  END
Download

PDB for HMDB0038275 (cis-3-Hexenyl propanoate)

HEADER    PROTEIN                                 25-MAY-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-18         0                                  
HETATM    1  C   UNK     0    8601.9878601.617   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8603.3188602.386   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8604.6538601.617   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8605.9848602.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8607.3198601.617   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8604.6538600.078   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8600.6528602.386   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8599.3158601.617   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8597.7758601.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8596.4418602.386   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8595.1088601.617   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0038275 (cis-3-Hexenyl propanoate)

COMPND    HMDB0038275
HETATM    1  C1  UNL     1       4.180   1.105   0.679  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.171   0.839  -0.447  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.000  -0.585  -0.639  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.844  -1.174  -0.491  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.644  -0.453  -0.122  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.438  -0.588  -1.208  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.611   0.092  -0.903  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.437  -0.098   0.168  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.123  -0.992   0.997  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.679   0.675   0.425  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.839  -0.247   0.048  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.068   2.139   1.058  1.00  0.00           H  
HETATM   13  H2  UNL     1       5.187   0.908   0.288  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.975   0.397   1.517  1.00  0.00           H  
HETATM   15  H4  UNL     1       3.723   1.225  -1.366  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.320   1.482  -0.344  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.913  -1.150  -0.922  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.739  -2.267  -0.644  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.186  -1.051   0.737  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.710   0.547   0.268  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.000  -0.123  -2.117  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.595  -1.661  -1.457  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.774   0.878   1.496  1.00  0.00           H  
HETATM   24  H13 UNL     1      -3.767   1.568  -0.231  1.00  0.00           H  
HETATM   25  H14 UNL     1      -4.490  -1.000  -0.702  1.00  0.00           H  
HETATM   26  H15 UNL     1      -5.666   0.306  -0.411  1.00  0.00           H  
HETATM   27  H16 UNL     1      -5.243  -0.772   0.935  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    4   17
CONECT    4    5   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   23   24
CONECT   11   25   26   27
END
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SMILES for HMDB0038275 (cis-3-Hexenyl propanoate)

CC\C=C/CCOC(=O)CC
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INCHI for HMDB0038275 (cis-3-Hexenyl propanoate)

InChI=1S/C9H16O2/c1-3-5-6-7-8-11-9(10)4-2/h5-6H,3-4,7-8H2,1-2H3/b6-5-
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC9H16O2
Average Molecular Weight156.2221
Monoisotopic Molecular Weight156.115029756
IUPAC Name(3Z)-hex-3-en-1-yl propanoate
Traditional Name(3Z)-hex-3-en-1-yl propanoate
CAS Registry Number33467-74-2
SMILES
CC\C=C/CCOC(=O)CC
InChI Identifier
InChI=1S/C9H16O2/c1-3-5-6-7-8-11-9(10)4-2/h5-6H,3-4,7-8H2,1-2H3/b6-5-
InChI KeyLGTLDEUQCOJGFP-WAYWQWQTSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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 Point180.00 to 182.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility158.9 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.909 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • 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 IDFDB004501
KNApSAcK IDNot Available
Chemspider ID4517144
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5365049
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1026871
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .