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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:12:07 UTC

Update Date

2023-02-21 17:28:26 UTC

HMDB ID

HMDB0040639

Secondary Accession Numbers

HMDB40639

Metabolite Identification

Common Name

(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone

Description

(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone has been detected, but not quantified in, herbs and spices. This could make (XI)-(Z)-5-(3-hexenyl)dihydro-2(3H)-furanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0040639
     RDKit          3D
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.1873    0.9896    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066   -0.3593    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -1.2684   -0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -1.1360   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.0089   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.4547   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016    0.7332    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7900    0.2472    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -0.2419   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    0.7226   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    1.0986   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.1103   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3831    1.0288    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    1.5032    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7003   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -0.8853    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608   -0.1991   -0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -2.2737   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -2.0324   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938    0.2159   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.9260   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.8434    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -1.2004   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067    1.6012    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970   -0.6040    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.1092    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497   -1.2277   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2506    0.0881 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
M  END

HMDB0040639
     RDKit          3D
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.1873    0.9896    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066   -0.3593    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -1.2684   -0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -1.1360   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.0089   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.4547   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016    0.7332    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7900    0.2472    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -0.2419   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    0.7226   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    1.0986   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.1103   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3831    1.0288    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    1.5032    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7003   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -0.8853    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608   -0.1991   -0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -2.2737   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -2.0324   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938    0.2159   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.9260   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.8434    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -1.2004   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067    1.6012    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970   -0.6040    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.1092    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497   -1.2277   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2506    0.0881 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
M  END

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      -4.621  -0.077   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.235   0.538   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   2.078   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.540   2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.308   1.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.461   0.229   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770  -0.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.770  -2.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.157  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -1.463   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.621  -1.463   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.157  -0.231   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0040639
HETATM    1  C1  UNL     1       3.187   0.990   0.480  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.607  -0.359   0.068  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.721  -1.268  -0.628  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.507  -1.136  -1.010  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.583  -0.009  -0.876  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.653  -0.455  -0.060  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.602   0.733   0.067  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.790   0.247   0.869  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.725  -0.242  -0.213  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.446   0.723  -1.309  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.278   1.099  -2.173  1.00  0.00           O  
HETATM   12  O2  UNL     1      -2.123   1.110  -1.188  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.383   1.029   1.253  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.052   1.503   1.071  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.071   1.700  -0.358  1.00  0.00           H  
HETATM   16  H4  UNL     1       4.044  -0.885   1.004  1.00  0.00           H  
HETATM   17  H5  UNL     1       4.561  -0.199  -0.551  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.224  -2.274  -0.865  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.074  -2.032  -1.538  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.094   0.216  -1.897  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.967   0.926  -0.484  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.370  -0.843   0.918  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.170  -1.200  -0.698  1.00  0.00           H  
HETATM   24  H12 UNL     1      -1.107   1.601   0.517  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.497  -0.604   1.525  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.185   1.109   1.423  1.00  0.00           H  
HETATM   27  H15 UNL     1      -3.350  -1.228  -0.550  1.00  0.00           H  
HETATM   28  H16 UNL     1      -4.778  -0.251   0.088  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   12   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   11   12
END

HMDB0040639
     RDKit          3D
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.1873    0.9896    0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066   -0.3593    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -1.2684   -0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -1.1360   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.0089   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -0.4547   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016    0.7332    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7900    0.2472    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -0.2419   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    0.7226   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    1.0986   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.1103   -1.1879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3831    1.0288    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    1.5032    1.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7003   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439   -0.8853    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608   -0.1991   -0.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -2.2737   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -2.0324   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938    0.2159   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.9260   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.8434    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700   -1.2004   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067    1.6012    0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970   -0.6040    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.1092    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3497   -1.2277   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2506    0.0881 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.2328

Monoisotopic Molecular Weight

168.115029756

IUPAC Name

5-[(3Z)-hex-3-en-1-yl]oxolan-2-one

Traditional Name

5-[(3Z)-hex-3-en-1-yl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

CC\C=C/CCC1CCC(=O)O1

InChI Identifier

InChI=1S/C10H16O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h3-4,9H,2,5-8H2,1H3/b4-3-

InChI Key

NKNGVPNCSFZRSM-ARJAWSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040639)
Cell membrane (HMDB: HMDB0040639)

Source

Exogenous

Exogenous (HMDB: HMDB0040639)

Food

Food (HMDB: HMDB0040639)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040639)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.51	ChemAxon
logS	-2.7	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	4	ChemAxon
Refractivity	48.77 m³·mol⁻¹	ChemAxon
Polarizability	19.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	141.404	31661259
DarkChem	[M-H]-	137.951	31661259
DeepCCS	[M+H]+	142.435	30932474
DeepCCS	[M-H]-	138.776	30932474
DeepCCS	[M-2H]-	176.178	30932474
DeepCCS	[M+Na]+	151.589	30932474
AllCCS	[M+H]+	140.2	32859911
AllCCS	[M+H-H2O]+	135.9	32859911
AllCCS	[M+NH4]+	144.2	32859911
AllCCS	[M+Na]+	145.4	32859911
AllCCS	[M-H]-	143.5	32859911
AllCCS	[M+Na-2H]-	144.7	32859911
AllCCS	[M+HCOO]-	146.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	6.28 minutes	32390414
Predicted by Siyang on May 30, 2022	15.8899 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.58 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2274.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	479.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	337.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	667.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	620.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1404.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	469.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1336.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	477.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	457.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	490.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	16.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone	CC\C=C/CCC1CCC(=O)O1	2199.9	Standard polar	33892256
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone	CC\C=C/CCC1CCC(=O)O1	1398.5	Standard non polar	33892256
(xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone	CC\C=C/CCC1CCC(=O)O1	1457.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9300000000-17d3a625c234381b4c87	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 10V, Positive-QTOF	splash10-014i-0900000000-907a0cc68e7200754d69	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 20V, Positive-QTOF	splash10-0673-9700000000-ffafdc6d353d1eb5e66a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 40V, Positive-QTOF	splash10-0fr6-9000000000-459b2c14be8d55e3677f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 10V, Negative-QTOF	splash10-014i-0900000000-367f3d6d77c179bf01f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 20V, Negative-QTOF	splash10-01b9-1900000000-48a16ba643937105d4ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 40V, Negative-QTOF	splash10-0006-9200000000-081a0d346d8f9fdf31df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 10V, Positive-QTOF	splash10-0159-9700000000-334987e6d8fec4408cac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 20V, Positive-QTOF	splash10-0a4r-9300000000-34558e07f9b5bb943b2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 40V, Positive-QTOF	splash10-0a5l-9000000000-ca39f106d1cd2d8dbc6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 10V, Negative-QTOF	splash10-014i-0900000000-cb7592114e600c180aec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 20V, Negative-QTOF	splash10-014i-3900000000-50bc057d989d3b01d35f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone 40V, Negative-QTOF	splash10-052g-9200000000-03dc316ccc7bc10ff3e9	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020431

KNApSAcK ID

Not Available

Chemspider ID

4781744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6019677

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone (HMDB0040639)

MOL for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

3D MOL for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

3D SDF for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

3D-SDF for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

PDB for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

3D PDB for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

SMILES for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

INCHI for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

Structure for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

3D Structure for HMDB0040639 ((xi)-(Z)-5-(3-Hexenyl)dihydro-2(3H)-furanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra