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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:27:22 UTC

Update Date

2023-02-21 17:23:31 UTC

HMDB ID

HMDB0033700

Secondary Accession Numbers

HMDB33700

Metabolite Identification

Common Name

(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one

Description

(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one is a coconut, creamy, and jasmin tasting compound (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one has been detected, but not quantified in, several different foods, such as green tea, herbal tea, black tea, herbs and spices, and red tea. This could make (-)-(Z)-tetrahydro-6-(2-pentenyl)-2H-pyran-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one.

Structure

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

HMDB0033700
     RDKit          3D
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.5682    1.2266    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314    0.4509   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880    0.1097   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -1.1457   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.6873   -0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870   -0.7811   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2460    0.0059    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2521    1.1075    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007    0.5983   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515   -0.8793   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.4859   -0.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.5725   -0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    1.2085    1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    2.2837    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.8144    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.4715   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    1.0655   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    0.8815   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -1.8874   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -2.4253    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1658   -2.3236   -1.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9635   -0.1028   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8041   -0.7221    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995    0.4104    1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.4032    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0137   -0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9113    0.8491   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781    1.0553   -0.5064 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  6  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
  7 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

HMDB0033700
     RDKit          3D
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.5682    1.2266    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314    0.4509   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880    0.1097   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -1.1457   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.6873   -0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870   -0.7811   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2460    0.0059    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2521    1.1075    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007    0.5983   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515   -0.8793   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.4859   -0.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.5725   -0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    1.2085    1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    2.2837    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.8144    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.4715   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    1.0655   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    0.8815   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -1.8874   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -2.4253    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1658   -2.3236   -1.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9635   -0.1028   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8041   -0.7221    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995    0.4104    1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.4032    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0137   -0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9113    0.8491   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781    1.0553   -0.5064 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  6  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
  7 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                                 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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8    5   10                                                       
CONECT    9    6    7   12                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0033700
HETATM    1  C1  UNL     1       3.568   1.227   1.124  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.331   0.451  -0.136  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.888   0.110  -0.340  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.500  -1.146  -0.423  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.169  -1.687  -0.613  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.987  -0.781  -0.671  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.246   0.006   0.588  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.252   1.108   0.313  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.301   0.598  -0.671  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.351  -0.879  -0.514  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.375  -1.486  -0.090  1.00  0.00           O  
HETATM   12  O2  UNL     1      -2.174  -1.572  -0.872  1.00  0.00           O  
HETATM   13  H1  UNL     1       4.662   1.209   1.323  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.250   2.284   0.956  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.054   0.814   2.003  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.931  -0.472  -0.115  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.669   1.066  -0.999  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.136   0.882  -0.449  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.320  -1.887  -0.332  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.004  -2.425   0.226  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.166  -2.324  -1.545  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.963  -0.103  -1.564  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.804  -0.722   1.269  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.399   0.410   1.112  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.803   1.403   1.229  1.00  0.00           H  
HETATM   26  H14 UNL     1      -1.794   2.014  -0.111  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.911   0.849  -1.686  1.00  0.00           H  
HETATM   28  H16 UNL     1      -4.278   1.055  -0.506  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   12   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   11   12
END

HMDB0033700
     RDKit          3D
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.5682    1.2266    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314    0.4509   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880    0.1097   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996   -1.1457   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.6873   -0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870   -0.7811   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2460    0.0059    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2521    1.1075    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007    0.5983   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3515   -0.8793   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.4859   -0.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.5725   -0.8723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    1.2085    1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    2.2837    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.8144    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.4715   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    1.0655   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356    0.8815   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -1.8874   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -2.4253    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1658   -2.3236   -1.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9635   -0.1028   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8041   -0.7221    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995    0.4104    1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.4032    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0137   -0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9113    0.8491   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781    1.0553   -0.5064 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  6  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
  7 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

Value	Source
(Z)-7-Decen-5-olide	HMDB
(Z)-Dec-7-en-5-olide	HMDB
(Z)-tetrahydro-6-(2-Pentenyl)-2H-pyran-2-one	HMDB
5-Hydroxy-7(Z)-decenoic acid delta-lactone	HMDB
5-Hydroxy-7(Z)-decenoic acid-delta-lactone	HMDB
5-Hydroxy-7(Z)-decenoic acid-laquo deltaraquo -lactone	HMDB
cis-5-(2-Pentenyl)pentanolide	HMDB
cis-7-Decen-5-olide	HMDB
Dec-7(Z)-en-5-olide	HMDB
FEMA 3745	HMDB
tetrahydro-6-((Z)-2-Penten-1-yl)-2H-pyran-2-one	HMDB
tetrahydro-6-(2-Pentenyl)-(Z)-2H-pyran-2-one	HMDB
tetrahydro-6-(2Z)-2-Penten-1-yl-2H-pyran-2-one	HMDB
tetrahydro-6-(2Z)-2-Pentenyl-2H-pyran-2-one	HMDB
tetrahydro-6-(cis-2-Pentenyl)-2H-pyran-2-one	HMDB

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.2328

Monoisotopic Molecular Weight

168.115029756

IUPAC Name

6-[(2E)-pent-2-en-1-yl]oxan-2-one

Traditional Name

6-[(2E)-pent-2-en-1-yl]oxan-2-one

CAS Registry Number

25524-95-2

SMILES

CC\C=C\CC1CCCC(=O)O1

InChI Identifier

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

InChI Key

XPPALVZZCMPTIV-ONEGZZNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
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

Cellular substructure

Membrane (HMDB: HMDB0033700)
Cell membrane (HMDB: HMDB0033700)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033700)

Source

Exogenous

Exogenous (HMDB: HMDB0033700)

Food

Food (HMDB: HMDB0033700)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033700)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033700)

Biological role

Nutrient (HMDB: HMDB0033700)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	115.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	614.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.117 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	3	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	3	ChemAxon
Refractivity	48.77 m³·mol⁻¹	ChemAxon
Polarizability	19.46 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]+	141.785	31661259
DarkChem	[M-H]-	137.791	31661259
DeepCCS	[M+H]+	141.919	30932474
DeepCCS	[M-H]-	138.218	30932474
DeepCCS	[M-2H]-	175.585	30932474
DeepCCS	[M+Na]+	150.982	30932474
AllCCS	[M+H]+	139.5	32859911
AllCCS	[M+H-H2O]+	135.1	32859911
AllCCS	[M+NH4]+	143.6	32859911
AllCCS	[M+Na]+	144.8	32859911
AllCCS	[M-H]-	142.9	32859911
AllCCS	[M+Na-2H]-	144.1	32859911
AllCCS	[M+HCOO]-	145.5	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.	6.55 minutes	32390414
Predicted by Siyang on May 30, 2022	15.9705 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.63 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2244.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	485.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	339.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	674.1 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	622.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1412.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	466.3 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	1366.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	382.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	480.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	505.5 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	15.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one	CC\C=C\CC1CCCC(=O)O1	2219.5	Standard polar	33892256
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one	CC\C=C\CC1CCCC(=O)O1	1419.5	Standard non polar	33892256
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one	CC\C=C\CC1CCCC(=O)O1	1506.1	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 - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avj-9400000000-9a9d664f72bd8f731992	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 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 - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Positive-QTOF	splash10-014i-0900000000-5389a92a1306a16a7ed8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Positive-QTOF	splash10-001i-9300000000-a22518d0bb8e049396a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Positive-QTOF	splash10-0kto-9000000000-a7ed760a81f1d8bf4727	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Negative-QTOF	splash10-01b9-0900000000-4632a17c185a8e25b02a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Negative-QTOF	splash10-01b9-2900000000-97f941e4dcb4ad8fb289	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Negative-QTOF	splash10-0006-9100000000-4387a5bc1d5b2a50ebdc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Negative-QTOF	splash10-014i-0900000000-ffce346b3db3aa9f8ca5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Negative-QTOF	splash10-014i-5900000000-e0b9227027c5a1961772	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Negative-QTOF	splash10-0007-9200000000-66d3c74707f4f7f50027	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Positive-QTOF	splash10-014i-7900000000-bc21b1590f633e42be91	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Positive-QTOF	splash10-0aou-9300000000-e7c3577396f0885cd1f2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Positive-QTOF	splash10-05po-9000000000-d69a0ca5b33299ebf349	2021-09-24	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

FDB011813

KNApSAcK ID

C00023986

Chemspider ID

4942576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6438070

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1038021

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 (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one (HMDB0033700)

MOL for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

3D MOL for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

3D SDF for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

3D-SDF for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

PDB for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

3D PDB for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

SMILES for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

INCHI for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

Structure for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

3D Structure for HMDB0033700 ((-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra