NP-MRD: Showing NP-Card for Capsiate (NP0084526)

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Record Information

Version

2.0

Created at

2022-04-29 05:14:35 UTC

Updated at

2022-04-29 05:14:35 UTC

NP-MRD ID

NP0084526

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Capsiate

Description

Capsiate, also known as dihydrocapsiate or capsiic acid, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. A carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. Capsiate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Capsiate has been detected, but not quantified in, several different foods, such as yellow bell peppers, red bell peppers, italian sweet red peppers, orange bell peppers, and green bell peppers. This could make capsiate a potential biomarker for the consumption of these foods. Capsiate is found in Apis cerana and Capsicum annuum . Capsiate was first documented in 2003 (PMID: 12726827). A non-pungent analogue of capsaicin with a similar biological profile (PMID: 12959953) (PMID: 16636441) (PMID: 17264228) (PMID: 17971242).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 48  0  0  0  0  0  0  0  0999 V2000
   -4.9082   -3.2060    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1690   -2.1334   -0.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.9346   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.7083    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    0.5065    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    0.7047    1.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483    1.8482    1.7019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473    1.9458    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3912    0.9745   -0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495    3.1376    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    2.9686    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6843    2.3436    1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.9297    1.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1145    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996   -0.8855    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7712   -1.6605   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440   -1.5701   -1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011   -3.1092   -0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2016    1.5150   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1199    1.3241   -1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7593    0.0967   -1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6749   -0.0746   -2.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -2.8156    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.5346    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5611   -4.0686    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3787   -1.5266    1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532    0.7321    2.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2641   -0.1993    1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852    3.8515    1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    3.7314   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486    3.9814   -0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297    2.3843   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969    2.4411    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017    2.9532    2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910    0.5271    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3221    0.7387    1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672    0.3410   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0004   -1.1350    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726   -1.2888   -1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864   -1.7761   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4862   -2.2307   -2.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4291   -0.5150   -1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -3.2255   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739   -3.8061   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571   -3.2877    0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6897    2.4559    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    2.1006   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1536   -0.9558   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 21  2  0
 21 22  1  0
 21 20  1  0
 20 19  2  0
 19  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  5  4  2  0
  4  3  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 48  1  0
 20 47  1  0
 19 46  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
  4 26  1  0
M  END


  Mrv0541 05061308042D          

 22 22  0  0  0  0            999 V2000
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20 18  2  0  0  0  0
 21  3  1  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084526

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(COC(=O)CCCC\C=C\C(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+

> <INCHI_KEY>
ZICNYIDDNJYKCP-SOFGYWHQSA-N

> <FORMULA>
C18H26O4

> <MOLECULAR_WEIGHT>
306.3966

> <EXACT_MASS>
306.18310932

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.58777719049335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
4.4788301483333335

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.914333183815874

> <JCHEM_PKA_STRONGEST_BASIC>
-4.890495158700626

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
88.36759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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     -14.671   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.337   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   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  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   18                                                       
CONECT   10   11   15                                                       
CONECT   11   10   16                                                       
CONECT   12   15   17                                                       
CONECT   13   15   22                                                       
CONECT   14    1    2    8                                                  
CONECT   15   10   12   13                                                  
CONECT   16   11   17   19                                                  
CONECT   17   12   16   21                                                  
CONECT   18    9   20   22                                                  
CONECT   19   16                                                            
CONECT   20   18                                                            
CONECT   21    3   17                                                       
CONECT   22   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
Vanillyl (6E)-8-methylnon-6-enoate	ChEBI
Vanillyl (6E)-8-methylnon-6-enoic acid	Generator
Capsiic acid	Generator
4-Hydroxy-3-methoxybenzyl 8-methyl-6-nonenoate	HMDB
Dihydrocapsiate	HMDB
Nonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester	MeSH

Chemical Formula

C₁₈H₂₆O₄

Average Mass

306.3966 Da

Monoisotopic Mass

306.18311 Da

IUPAC Name

(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate

Traditional Name

(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(COC(=O)CCCC\C=C\C(C)C)=C1

InChI Identifier

InChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+

InChI Key

ZICNYIDDNJYKCP-SOFGYWHQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633
Capsicum annuum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Benzyloxycarbonyl
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	4.5	ALOGPS
logP	4.48	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	88.37 m³·mol⁻¹	ChemAxon
Polarizability	35.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034780

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013333

KNApSAcK ID

Not Available

Chemspider ID

8015237

KEGG Compound ID

C20203

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9839519

PDB ID

Not Available

ChEBI ID

134190

Good Scents ID

Not Available

References

General References

Iida T, Moriyama T, Kobata K, Morita A, Murayama N, Hashizume S, Fushiki T, Yazawa S, Watanabe T, Tominaga M: TRPV1 activation and induction of nociceptive response by a non-pungent capsaicin-like compound, capsiate. Neuropharmacology. 2003 Jun;44(7):958-67. doi: 10.1016/s0028-3908(03)00100-x. [PubMed:12726827 ]
Masuda Y, Haramizu S, Oki K, Ohnuki K, Watanabe T, Yazawa S, Kawada T, Hashizume S, Fushiki T: Upregulation of uncoupling proteins by oral administration of capsiate, a nonpungent capsaicin analog. J Appl Physiol (1985). 2003 Dec;95(6):2408-15. doi: 10.1152/japplphysiol.00828.2002. Epub 2003 Sep 5. [PubMed:12959953 ]
Haramizu S, Mizunoya W, Masuda Y, Ohnuki K, Watanabe T, Yazawa S, Fushiki T: Capsiate, a nonpungent capsaicin analog, increases endurance swimming capacity of mice by stimulation of vanilloid receptors. Biosci Biotechnol Biochem. 2006 Apr;70(4):774-81. doi: 10.1271/bbb.70.774. [PubMed:16636441 ]
Faraut B, Giannesini B, Matarazzo V, Marqueste T, Dalmasso C, Rougon G, Cozzone PJ, Bendahan D: Downregulation of uncoupling protein-3 in vivo is linked to changes in muscle mitochondrial energy metabolism as a result of capsiate administration. Am J Physiol Endocrinol Metab. 2007 May;292(5):E1474-82. doi: 10.1152/ajpendo.00292.2006. Epub 2007 Jan 30. [PubMed:17264228 ]
Yamasaki M, Ebihara S, Ebihara T, Freeman S, Yamanda S, Asada M, Yoshida M, Arai H: Cough reflex and oral chemesthesis induced by capsaicin and capsiate in healthy never-smokers. Cough. 2007 Oct 31;3:9. doi: 10.1186/1745-9974-3-9. [PubMed:17971242 ]

Showing NP-Card for Capsiate (NP0084526)

MOL for NP0084526 (Capsiate)

3D MOL for NP0084526 (Capsiate)

3D SDF for NP0084526 (Capsiate)

3D-SDF for NP0084526 (Capsiate)

PDB for NP0084526 (Capsiate)

3D PDB for NP0084526 (Capsiate)

SMILES for NP0084526 (Capsiate)

INCHI for NP0084526 (Capsiate)

Structure for NP0084526 (Capsiate)

3D Structure for NP0084526 (Capsiate)