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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:47:04 UTC

Update Date

2023-02-21 17:24:54 UTC

HMDB ID

HMDB0035763

Secondary Accession Numbers

HMDB35763

Metabolite Identification

Common Name

(+)-Neomenthol

Description

(+)-Neomenthol belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (+)-neomenthol is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on (+)-Neomenthol.

Structure

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

HMDB0035763
     RDKit          3D
(+)-Neomenthol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6959    1.0766    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501   -0.1406    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -1.3546    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.2148   -0.7246 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1556   -1.4458   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -1.1321   -0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702   -0.2368    0.1966 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3922    0.4935   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092    0.7522    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.9780   -0.5658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4644    2.1803   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    1.9088    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.8232    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    1.3561   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381   -0.0672    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6179   -1.8516   -0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -2.0852    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241   -1.0559    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460   -0.3105   -1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488   -1.5941    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -2.3325   -0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181   -2.1216   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -0.7394   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.9051    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1568    1.5398   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.0095   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0883    0.5728    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881    0.3844    1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.7125    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587    1.0863   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870    2.7330    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
M  END

HMDB0035763
     RDKit          3D
(+)-Neomenthol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6959    1.0766    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501   -0.1406    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -1.3546    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.2148   -0.7246 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1556   -1.4458   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -1.1321   -0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702   -0.2368    0.1966 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3922    0.4935   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092    0.7522    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.9780   -0.5658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4644    2.1803   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    1.9088    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.8232    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    1.3561   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381   -0.0672    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6179   -1.8516   -0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -2.0852    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241   -1.0559    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460   -0.3105   -1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488   -1.5941    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -2.3325   -0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181   -2.1216   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -0.7394   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.9051    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1568    1.5398   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.0095   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0883    0.5728    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881    0.3844    1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.7125    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587    1.0863   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870    2.7330    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
M  END

COMPND    HMDB0035763
HETATM    1  C1  UNL     1      -2.696   1.077   0.002  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.850  -0.141   0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.743  -1.355   0.175  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.707  -0.215  -0.725  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.156  -1.446  -0.452  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.574  -1.132  -0.866  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.170  -0.237   0.197  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.392   0.493  -0.260  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.109   0.752   0.615  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.187   0.978  -0.566  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.464   2.180  -0.428  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.484   1.909   0.706  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.764   0.823   0.165  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.558   1.356  -1.054  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.438  -0.067   1.316  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.618  -1.852  -0.808  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.557  -2.085   0.983  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.824  -1.056   0.289  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.146  -0.310  -1.736  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.149  -1.594   0.653  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.232  -2.332  -0.991  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.118  -2.122  -0.871  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.665  -0.739  -1.881  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.442  -0.905   1.052  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.157   1.540  -0.556  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.920  -0.009  -1.094  1.00  0.00           H  
HETATM   27  H16 UNL     1       4.088   0.573   0.616  1.00  0.00           H  
HETATM   28  H17 UNL     1       0.588   0.384   1.500  1.00  0.00           H  
HETATM   29  H18 UNL     1       1.593   1.712   0.868  1.00  0.00           H  
HETATM   30  H19 UNL     1       0.859   1.086  -1.466  1.00  0.00           H  
HETATM   31  H20 UNL     1      -0.087   2.733   0.281  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   10   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   30
CONECT   11   31
END

HMDB0035763
     RDKit          3D
(+)-Neomenthol
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6959    1.0766    0.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8501   -0.1406    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -1.3546    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.2148   -0.7246 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1556   -1.4458   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -1.1321   -0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702   -0.2368    0.1966 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3922    0.4935   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092    0.7522    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.9780   -0.5658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4644    2.1803   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    1.9088    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.8232    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    1.3561   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381   -0.0672    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6179   -1.8516   -0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -2.0852    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241   -1.0559    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460   -0.3105   -1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488   -1.5941    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -2.3325   -0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181   -2.1216   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -0.7394   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.9051    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1568    1.5398   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.0095   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0883    0.5728    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5881    0.3844    1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.7125    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587    1.0863   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0870    2.7330    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1S,2S,5R)-(+)-Neomenthol	HMDB
(1S,2S,5R)-2-Isopropyl-5-methylcyclohexanol	HMDB
(1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexan-1-ol	HMDB
(1S,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexanol	HMDB
D-Neomenthol	HMDB
FEMA 2666	HMDB

Chemical Formula

C₁₀H₂₀O

Average Molecular Weight

156.2652

Monoisotopic Molecular Weight

156.151415262

IUPAC Name

(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol

Traditional Name

(+)-neomenthol

CAS Registry Number

2216-52-6

SMILES

CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O

InChI Identifier

InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1

InChI Key

NOOLISFMXDJSKH-UTLUCORTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclohexanol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

p-menthan-3-ol (CHEBI:15402 )
Menthane monoterpenoids (C00553 )
Cyclic monoterpenes (C00553 )
Menthane monoterpenoids (LMPR0102090003 )

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035763)

Source

Endogenous

Endogenous (HMDB: HMDB0035763)

Plant

Animal

Animal (HMDB: HMDB0035763)

Exogenous

Food

Food (HMDB: HMDB0035763)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Monoterpenoid Biosynthesis (PathBank: SMP0014204)
Fatty Acid Metabolism (HMDB: HMDB0035763)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035763)

Cellular process

Cell signaling (HMDB: HMDB0035763)

Biochemical process

Lipid transport (HMDB: HMDB0035763)

Role

Biological role

Energy storage (HMDB: HMDB0035763)
Anti spasmodic (HMDB: HMDB0035763)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035763)

Fragrance (HMDB: HMDB0035763)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0035763)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-22 °C	Not Available
Boiling Point	95.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	434.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.216 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	2.68	ALOGPS
logP	2.66	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.45 m³·mol⁻¹	ChemAxon
Polarizability	19.4 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	137.262	31661259
DarkChem	[M-H]-	134.753	31661259
DeepCCS	[M+H]+	143.215	30932474
DeepCCS	[M-H]-	140.857	30932474
DeepCCS	[M-2H]-	175.193	30932474
DeepCCS	[M+Na]+	150.24	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.4	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	141.0	32859911
AllCCS	[M-H]-	141.3	32859911
AllCCS	[M+Na-2H]-	143.0	32859911
AllCCS	[M+HCOO]-	145.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-Neomenthol	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O	1626.6	Standard polar	33892256
(+)-Neomenthol	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O	1167.3	Standard non polar	33892256
(+)-Neomenthol	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O	1195.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+)-Neomenthol,1TMS,isomer #1	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O[Si](C)(C)C	1244.5	Semi standard non polar	33892256
(+)-Neomenthol,1TBDMS,isomer #1	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O[Si](C)(C)C(C)(C)C	1470.1	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 - (+)-Neomenthol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9500000000-a610fe2868ba87b759ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Neomenthol GC-MS (1 TMS) - 70eV, Positive	splash10-01w0-9520000000-26cc8cab97979ec9fb4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Neomenthol 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 - (+)-Neomenthol 10V, Positive-QTOF	splash10-052r-0900000000-fc39fb91c62eb627e3af	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 20V, Positive-QTOF	splash10-052r-5900000000-839aa9da0c06f6d09968	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 40V, Positive-QTOF	splash10-0avi-9200000000-e9b33e704445c7e908ec	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 10V, Negative-QTOF	splash10-0a4i-0900000000-3a700dc611fb070e6b45	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 20V, Negative-QTOF	splash10-0a4i-0900000000-5a80eb79e919e06fa63a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 40V, Negative-QTOF	splash10-0bti-7900000000-67a39bf95581e52cb931	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 10V, Positive-QTOF	splash10-05mk-9800000000-bb8a9e58bdc61e2654e6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 20V, Positive-QTOF	splash10-053e-9100000000-6405f7fe35f6f6bdc8c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 40V, Positive-QTOF	splash10-0006-9000000000-fee5c7d55bf523973cbf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 10V, Negative-QTOF	splash10-0a4i-0900000000-f6034c6a8245c68a37ac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 20V, Negative-QTOF	splash10-0a4i-0900000000-7efa42d43b7858e2c2ce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Neomenthol 40V, Negative-QTOF	splash10-0zfr-0900000000-b6eef0a7f66ac7e97e78	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	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+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

Extracellular
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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439263

PDB ID

Not Available

ChEBI ID

15402

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1060561

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
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 ]
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 ]
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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (+)-Neomenthol (HMDB0035763)

MOL for HMDB0035763 ((+)-Neomenthol)

3D MOL for HMDB0035763 ((+)-Neomenthol)

3D SDF for HMDB0035763 ((+)-Neomenthol)

3D-SDF for HMDB0035763 ((+)-Neomenthol)

PDB for HMDB0035763 ((+)-Neomenthol)

3D PDB for HMDB0035763 ((+)-Neomenthol)

SMILES for HMDB0035763 ((+)-Neomenthol)

INCHI for HMDB0035763 ((+)-Neomenthol)

Structure for HMDB0035763 ((+)-Neomenthol)

3D Structure for HMDB0035763 ((+)-Neomenthol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra