MiMeDB: Showing metabocard for Terpinen-4-ol (MMDBc0033716)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:00:12 UTC

Update Date

2024-04-30 20:15:47 UTC

Metabolite ID

MMDBc0033716

Metabolite Identification

Common Name

Terpinen-4-ol

Description

Terpinen-4-ol, also known as p-Menth-1-en-4-ol, 1-para-menthen-4-ol or 4-carvomenthenol, is an isomer of terpineol. It 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. Terpinene-4-ol is a hydrophobic, largely neutral molecule that is essentially insoluble in water. It has a peppery, spicy, musty, citrus odor and a cooling woody or spicy taste. Terpinene-4-ol is widely used as a flavoring agent and as a masking agent in cosmetics. Terpinene-4-ol is a natural product that can be found in a number of plants, such as allspice, anise, apple, basil, cardamom, cinnamon and Melaleuca alternifolia (also called tea tree) and is the main bioactive component of tea tree oil (PMID 22083482 ). Terpinene-4-ol is also one of the monoterpenes found in cannabis plants (PMID:6991645 ). Terpinen-4-ol is a potent bactericidal agent that also possess antifungal properties. In particular, it has shown in vitro activity against Staphylococcus aureus and C. albicans (PMID:27275783 ). It has also been shown that combining this natural substance and conventional drugs may help treat resistant yeast and bacterial infections. Several studies have suggested that terpinen-4-ol induces antitumor effects by selectively causing necrotic cell death and cell-cycle arrest in melanoma cell lines, or by triggering caspase-dependent apoptosis in human melanoma cells (PMID:27275783 ).

Structure

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

HMDB0035833
     RDKit          3D
p-Menth-1-en-4-ol
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.8068   -0.1862    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.2105    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    0.6824    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422    0.6504    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339    0.2937   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5408    1.4912   -0.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -0.1365    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522    0.9689    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.5928   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2298   -0.7652   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -1.2209   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -1.1212   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.0468    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    0.6492   -0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.4345    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241    1.6544    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -0.0278    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.5159   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8303   -0.9924    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815    1.9692    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6937    0.8922    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6946    0.8099    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    0.1496   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439   -0.5434   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.6271   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614   -0.3951   -1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4241   -1.6754   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877   -1.5538   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341   -2.1599    0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END

HMDB0035833
     RDKit          3D
p-Menth-1-en-4-ol
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.8068   -0.1862    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.2105    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    0.6824    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422    0.6504    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339    0.2937   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5408    1.4912   -0.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -0.1365    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522    0.9689    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.5928   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2298   -0.7652   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -1.2209   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -1.1212   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.0468    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    0.6492   -0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.4345    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241    1.6544    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -0.0278    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.5159   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8303   -0.9924    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815    1.9692    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6937    0.8922    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6946    0.8099    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    0.1496   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439   -0.5434   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.6271   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614   -0.3951   -1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4241   -1.6754   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877   -1.5538   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341   -2.1599    0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END

COMPND    HMDB0035833
HETATM    1  C1  UNL     1       3.807  -0.186   0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.323  -0.210   0.349  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.704   0.682   1.111  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.242   0.650   1.195  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.434   0.294  -0.095  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.541   1.491  -0.838  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.864  -0.137   0.188  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.652   0.969   0.855  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.550  -0.593  -1.067  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.230  -0.765  -0.887  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.552  -1.221  -0.401  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.227  -1.121  -0.142  1.00  0.00           H  
HETATM   13  H2  UNL     1       4.289   0.047   1.233  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.068   0.649  -0.436  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.245   1.434   1.674  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.124   1.654   1.488  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.065  -0.028   2.042  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.386   1.516  -1.345  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.830  -0.992   0.905  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.281   1.969   0.584  1.00  0.00           H  
HETATM   21  H10 UNL     1      -3.694   0.892   0.479  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.695   0.810   1.948  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.353   0.150  -1.311  1.00  0.00           H  
HETATM   24  H13 UNL     1      -1.844  -0.543  -1.930  1.00  0.00           H  
HETATM   25  H14 UNL     1      -2.933  -1.627  -1.012  1.00  0.00           H  
HETATM   26  H15 UNL     1       0.361  -0.395  -1.943  1.00  0.00           H  
HETATM   27  H16 UNL     1      -0.424  -1.675  -1.001  1.00  0.00           H  
HETATM   28  H17 UNL     1       2.188  -1.554  -1.274  1.00  0.00           H  
HETATM   29  H18 UNL     1       1.434  -2.160   0.211  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   11
CONECT    3    4   15
CONECT    4    5   16   17
CONECT    5    6    7   10
CONECT    6   18
CONECT    7    8    9   19
CONECT    8   20   21   22
CONECT    9   23   24   25
CONECT   10   11   26   27
CONECT   11   28   29
END

HMDB0035833
     RDKit          3D
p-Menth-1-en-4-ol
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.8068   -0.1862    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.2105    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    0.6824    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422    0.6504    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339    0.2937   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5408    1.4912   -0.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -0.1365    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522    0.9689    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504   -0.5928   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2298   -0.7652   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -1.2209   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -1.1212   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.0468    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677    0.6492   -0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.4345    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241    1.6544    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -0.0278    2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.5159   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8303   -0.9924    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815    1.9692    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6937    0.8922    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6946    0.8099    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    0.1496   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439   -0.5434   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.6271   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614   -0.3951   -1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4241   -1.6754   -1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877   -1.5538   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341   -2.1599    0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END

Synonyms

Value	Source
(+-)-p-Menth-1-en-4-ol	ChEBI
1-Isopropyl-4-methylcyclohex-3-en-1-ol	ChEBI
1-Menthene-4-ol	ChEBI
1-Methyl-4-isopropyl-1-cyclohexen-4-ol	ChEBI
1-p-Menthen-4-ol	ChEBI
1-Para-menthen-4-ol	ChEBI
1-Terpinen-4-ol	ChEBI
4-Carvomenthenol	ChEBI
4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol	ChEBI
4-Methyl-1-isopropyl-3-cyclohexen-1-ol	ChEBI
alpha-Terpinen-4-ol	ChEBI
Terpene-4-ol	ChEBI
Terpin-4-en-1-ol	ChEBI
Terpinen-4-ol	ChEBI
Terpinene-4-ol	ChEBI
Terpinenol-4	ChEBI
Terpineol-4	ChEBI
a-Terpinen-4-ol	Generator
Α-terpinen-4-ol	Generator
1-Isopropyl-4-methyl-3-cyclohexen-1-ol	HMDB
4-Terpineol	HMDB
alpha -Terpinen-4-ol	HMDB
FEMA 2248	HMDB
Origanol	HMDB
p-Menth-1-en-4-ol	ChEBI
(R)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol	MeSH

Molecular Formula

C₁₀H₁₈O

Average Mass

154.253

Monoisotopic Mass

154.1357652

IUPAC Name

4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol

Traditional Name

terpinen-4-ol

CAS Registry Number

562-74-3

SMILES

CC(C)C1(O)CCC(C)=CC1

InChI Identifier

InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3

InChI Key

WRYLYDPHFGVWKC-UHFFFAOYSA-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
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

tertiary alcohol (CHEBI:78884 )
terpineol (CHEBI:78884 )
Menthane monoterpenoids (C17073 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.5 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.33	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	20	ChemAxon
pKa (Strongest Basic)	-0.61	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	48.31 m³·mol⁻¹	ChemAxon
Polarizability	18.7 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9100000000-575f0430fad8f36207fc	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-022l-9500000000-3f2e9ea1f5b3757fe0ee	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9100000000-575f0430fad8f36207fc	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-022l-9500000000-3f2e9ea1f5b3757fe0ee	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-9200000000-dad36a705047932a9123	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-01xc-9310000000-a2afa37a32f9557366b3	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-9300000000-2b45d3d3c266789085c9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-675dc6e443ac10550c9f	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9000000000-53271a36732e55f24c0d	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0900000000-6ab97f1e60330835e91d	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-6900000000-04567bac2f7cdff17fbb	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-100r-9200000000-348297fc0a82a249f6ce	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-cf6571639c99834988f8	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-08b8295cc319afc2225c	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gw0-8900000000-e34fafe0d516af6cb77f	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000j-8900000000-442df4d2c1c1a44d9f26	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0015-9300000000-08286b81fc833490c00b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-d2fb56949f102920a8d5	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-317e3f90e7716a16fe35	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9800000000-e9742125cfbf7b82348a	2021-09-23	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-9200000000-42c59760ac8ce71b2738	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2015-03-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Leaves	Rosmarinus officinalis	FooDB	31437929
Plant	Seed	Cuminum cyminum	FooDB	31437929
Plant	Fruit	Carica papaya	FooDB	31437929
Plant	Plant	Thymus vulgaris	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Fruit	Illicium verum	FooDB	31437929
Plant	Fruit	Capsicum annuum	FooDB	31437929
Plant	Plant	Rosmarinus officinalis	FooDB	31437929
Plant	Essential oil	Origanum majorana	FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929
Plant	Fruit	Coriandrum sativum	FooDB	31437929
Plant	Fruit	Pimenta dioica	FooDB	31437929
Plant	Leaves	Laurus nobilis	FooDB	31437929
Plant	Flower essential oil	Sambucus nigra	FooDB	31437929
Plant	Seed	Anethum graveolens	FooDB	31437929
Plant	Fruit	Citrus sinensis	FooDB	31437929
Plant	Fruit	Citrus aurantiifolia	FooDB	31437929
Plant	Plant	Origanum majorana	FooDB	31437929
Plant	Shoot	Rosmarinus officinalis	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant	Essential oil	Ocimum basilicum	FooDB	31437929
Plant	Leaf essential oil	Apium graveolens	FooDB	31437929
Plant	Root	Levisticum officinale	FooDB	31437929
Plant	Essential oil	Mentha x piperita	FooDB	31437929
Plant	Fruit	Ribes nigrum	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Fruit	Citrus reticulata	FooDB	31437929
Plant	Fruit	Elettaria cardamomum	FooDB	31437929
Plant	Plant	Ocimum basilicum	FooDB	31437929
Plant	Plant	Carum carvi	FooDB	31437929
Plant	Bark	Cinnamomum verum	FooDB	31437929
Plant	Fruit	Piper nigrum	FooDB	31437929
Plant	Plant	Cinnamomum aromaticum	FooDB	31437929
Plant	Essential oil	Origanum vulgare	FooDB	31437929
Plant	Leaves	Petroselinum crispum	FooDB	31437929
Plant		Apium graveolens var. rapaceum	FooDB	31437929
Plant	Seed	Apium graveolens	FooDB	31437929
Plant	Essential oil	Myristica fragrans	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant	Essential oil	Syzygium aromaticum	FooDB	31437929
Plant	Root	Daucus carota ssp. sativus	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Fruit	Capsicum annuum var. annuum	FooDB	31437929
Plant	Plant	Satureja hortensis	FooDB	31437929
Plant	Essential oil	Foeniculum vulgare	FooDB	31437929
Plant	Essential oil	Satureja montana	FooDB	31437929
Plant	Seed	Myristica fragrans	FooDB	31437929
Plant	Fruit	Tamarindus indica	FooDB	31437929
Plant	Shoot	Mentha spicata	FooDB	31437929
Plant	Flower	Carthamus tinctorius	FooDB	31437929
Plant	Shoot	Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	31437929
Plant	Shoot	Brassica oleracea var. capitata	FooDB	31437929
Plant	Plant	Origanum onites	FooDB	31437929
Plant	Plant	Origanum vulgare	FooDB	31437929
Plant	Rhizome	Zingiber officinale	FooDB	31437929
Plant	Flower	Helianthus annuus	FooDB	31437929
Plant	Plant	Satureja montana	FooDB	31437929
Plant	Essential oil	Salvia officinalis	FooDB	31437929
Plant	Shoot	Origanum onites	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Root oil	Daucus carota ssp. sativus	FooDB	31437929
Plant	Essential oil	Thymus vulgaris	FooDB	31437929
Plant	Essential oil	Rosmarinus officinalis	FooDB	31437929
Plant	Root oil	Daucus carota ssp. sativus	FooDB	31437929
Plant	Seed	Foeniculum vulgare	FooDB	31437929
Plant	Leaves	Salvia officinalis	FooDB	31437929
Plant	Flower	Hyssopus officinalis	FooDB	31437929
Plant	Essential oil	Citrus limon	FooDB	31437929
Plant	Root	Daucus carota ssp. sativus	FooDB	31437929
Plant	Essential oil	Anethum graveolens	FooDB	31437929
Plant	Essential oil	Coriandrum sativum	FooDB	31437929
Plant	Silk stigma style	Crocus sativus	FooDB	31437929
Plant	Essential oil	Mentha spicata	FooDB	31437929
Plant	Leaves	Hyssopus officinalis	FooDB	31437929
Plant	Root	Daucus carota	FooDB	31437929
Plant	Essential oil	Laurus nobilis	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	23454028

External Links

HMDB ID

HMDB0035833

DrugBank ID

DB12816

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

11230

PDB ID

Not Available

ChEBI ID

78884

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. 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 Terpinen-4-ol (MMDBc0033716)

MOL for #<Metabolite:0x00005634c27d39b0>

3D MOL for #<Metabolite:0x00005634c27d39b0>

3D SDF for #<Metabolite:0x00005634c27d39b0>

3D-SDF for #<Metabolite:0x00005634c27d39b0>

PDB for #<Metabolite:0x00005634c27d39b0>

3D PDB for #<Metabolite:0x00005634c27d39b0>

SMILES for #<Metabolite:0x00005634c27d39b0>

INCHI for #<Metabolite:0x00005634c27d39b0>

Structure for #<Metabolite:0x00005634c27d39b0>

3D Structure for #<Metabolite:0x00005634c27d39b0>