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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:33:11 UTC

Update Date

2022-03-07 02:56:48 UTC

HMDB ID

HMDB0040940

Secondary Accession Numbers

HMDB40940

Metabolite Identification

Common Name

Capsiamide

Description

Capsiamide, also known as cap-a, belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. Capsiamide is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers (Capsicum annuum), red bell peppers (Capsicum annuum), and peppers (Capsicum annuum) and in a lower concentration in orange bell peppers (Capsicum annuum), green bell peppers (Capsicum annuum), and pepper (c. frutescens). Capsiamide has also been detected, but not quantified in, a few different foods, such as fruits, herbs and spices, and italian sweet red peppers (Capsicum annuum). This could make capsiamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Capsiamide.

Structure

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

HMDB0040940
     RDKit          3D
Capsiamide
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.4157    0.9701    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9745    0.9328    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897    2.1477    0.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408   -0.1467    1.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -0.1618    1.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2322   -1.3671    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510   -1.2596   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310   -0.0987   -1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    0.3839   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492   -0.5447   -1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6890   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4873   -1.3587    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883   -0.7021    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.6666   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4002    1.1720    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035    0.3011   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8379    0.7846   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7547   -0.1775   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    0.8275    1.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4800    0.8724   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8924    0.0861    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8927    1.9233    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789    3.0450    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.2468    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.7582    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2619   -1.4649    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -2.2707    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198   -2.2438   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -1.1677   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -0.1742   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    0.8127   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861    1.3435   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760    0.7423   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -1.0206   -2.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -0.0230   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -2.4129   -1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243   -2.3382   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -0.7145    0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.3309    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884   -0.6732    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4328   -0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563    0.8892   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293    1.3465    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.3004    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    2.1879   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.7388   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850    0.3685   -1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8869    1.8008   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2144   -1.0746   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2394    0.2883   -1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -0.5861   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2082    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1274    0.3729    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0841    1.8871    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
M  END


  Mrv0541 05061312162D          

 19 18  0  0  0  0            999 V2000
   16.7131   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -4.6993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961   -3.4618    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  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16 14  1  0  0  0  0
 17  3  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040940

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCCCCCCCCCC\N=C(\C)O

> <INCHI_IDENTIFIER>
InChI=1S/C17H35NO/c1-16(2)14-12-10-8-6-4-5-7-9-11-13-15-18-17(3)19/h16H,4-15H2,1-3H3,(H,18,19)

> <INCHI_KEY>
AMLDBWWQKYLAHJ-UHFFFAOYSA-N

> <FORMULA>
C17H35NO

> <MOLECULAR_WEIGHT>
269.4659

> <EXACT_MASS>
269.271864747

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.88804576270398

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(Z)-N-(13-methyltetradecyl)ethenimidic acid

> <ALOGPS_LOGP>
7.26

> <JCHEM_LOGP>
6.069596625666668

> <ALOGPS_LOGS>
-6.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.326848821353392

> <JCHEM_PKA_STRONGEST_BASIC>
5.696144073084228

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
84.31649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.69e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-N-(13-methyltetradecyl)ethenimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040940
     RDKit          3D
Capsiamide
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.4157    0.9701    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9745    0.9328    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897    2.1477    0.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408   -0.1467    1.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -0.1618    1.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2322   -1.3671    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510   -1.2596   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310   -0.0987   -1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    0.3839   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492   -0.5447   -1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6890   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4873   -1.3587    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883   -0.7021    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.6666   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4002    1.1720    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035    0.3011   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8379    0.7846   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7547   -0.1775   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    0.8275    1.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4800    0.8724   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8924    0.0861    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8927    1.9233    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789    3.0450    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.2468    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.7582    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2619   -1.4649    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -2.2707    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198   -2.2438   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -1.1677   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -0.1742   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    0.8127   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861    1.3435   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760    0.7423   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -1.0206   -2.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -0.0230   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -2.4129   -1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243   -2.3382   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -0.7145    0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.3309    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884   -0.6732    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4328   -0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563    0.8892   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293    1.3465    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.3004    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    2.1879   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.7388   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850    0.3685   -1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8869    1.8008   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2144   -1.0746   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2394    0.2883   -1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -0.5861   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2082    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1274    0.3729    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0841    1.8871    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  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      31.198  -8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.864  -6.462   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.859  -8.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.862  -8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.528  -8.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.196  -8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.195  -8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.529  -8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.861  -8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.863  -8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.527  -8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.197  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.194  -8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.531  -8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.860  -8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.864  -8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.193  -8.002   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      12.526  -8.772   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      11.193  -6.462   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   18                                                       
CONECT   16    1    2   14                                                  
CONECT   17    3   18   19                                                  
CONECT   18   15   17                                                       
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0040940
HETATM    1  C1  UNL     1       7.416   0.970   0.454  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.975   0.933   0.845  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.290   2.148   0.954  1.00  0.00           O  
HETATM    4  N1  UNL     1       5.341  -0.147   1.083  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.948  -0.162   1.459  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.232  -1.367   0.847  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.351  -1.260  -0.629  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.831  -0.099  -1.319  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.459   0.384  -1.362  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.449  -0.545  -1.927  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.108  -1.689  -1.070  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.487  -1.359   0.231  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.788  -0.702   0.389  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.993   0.667  -0.089  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.400   1.172   0.232  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.404   0.301  -0.432  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.838   0.785  -0.154  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.755  -0.178  -0.879  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.130   0.828   1.310  1.00  0.00           C  
HETATM   20  H1  UNL     1       7.480   0.872  -0.638  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.892   0.086   0.928  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.893   1.923   0.760  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.779   3.045   0.896  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.910  -0.247   2.565  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.461   0.758   1.139  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.262  -1.465   1.293  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.857  -2.271   1.174  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.220  -2.244  -1.174  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.525  -1.168  -0.776  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.248  -0.174  -2.405  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.470   0.813  -0.953  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.386   1.343  -1.981  1.00  0.00           H  
HETATM   33  H14 UNL     1       1.076   0.742  -0.359  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.968  -1.021  -2.892  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.402  -0.023  -2.392  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.564  -2.413  -1.656  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.024  -2.338  -0.921  1.00  0.00           H  
HETATM   38  H19 UNL     1       0.237  -0.714   0.840  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.547  -2.331   0.838  1.00  0.00           H  
HETATM   40  H21 UNL     1      -1.988  -0.673   1.521  1.00  0.00           H  
HETATM   41  H22 UNL     1      -2.552  -1.433  -0.040  1.00  0.00           H  
HETATM   42  H23 UNL     1      -1.756   0.889  -1.115  1.00  0.00           H  
HETATM   43  H24 UNL     1      -1.329   1.346   0.537  1.00  0.00           H  
HETATM   44  H25 UNL     1      -3.551   1.300   1.310  1.00  0.00           H  
HETATM   45  H26 UNL     1      -3.455   2.188  -0.220  1.00  0.00           H  
HETATM   46  H27 UNL     1      -4.396  -0.739  -0.046  1.00  0.00           H  
HETATM   47  H28 UNL     1      -4.285   0.369  -1.533  1.00  0.00           H  
HETATM   48  H29 UNL     1      -5.887   1.801  -0.595  1.00  0.00           H  
HETATM   49  H30 UNL     1      -6.214  -1.075  -1.259  1.00  0.00           H  
HETATM   50  H31 UNL     1      -7.239   0.288  -1.765  1.00  0.00           H  
HETATM   51  H32 UNL     1      -7.521  -0.586  -0.161  1.00  0.00           H  
HETATM   52  H33 UNL     1      -5.393   0.208   1.884  1.00  0.00           H  
HETATM   53  H34 UNL     1      -7.127   0.373   1.485  1.00  0.00           H  
HETATM   54  H35 UNL     1      -6.084   1.887   1.650  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    4
CONECT    3   23
CONECT    4    5
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   19   48
CONECT   18   49   50   51
CONECT   19   52   53   54
END

HMDB0040940
     RDKit          3D
Capsiamide
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.4157    0.9701    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9745    0.9328    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897    2.1477    0.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408   -0.1467    1.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -0.1618    1.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2322   -1.3671    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510   -1.2596   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310   -0.0987   -1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    0.3839   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492   -0.5447   -1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -1.6890   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4873   -1.3587    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883   -0.7021    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.6666   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4002    1.1720    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035    0.3011   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8379    0.7846   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7547   -0.1775   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    0.8275    1.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4800    0.8724   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8924    0.0861    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8927    1.9233    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789    3.0450    0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.2468    2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.7582    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2619   -1.4649    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -2.2707    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2198   -2.2438   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -1.1677   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -0.1742   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    0.8127   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861    1.3435   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760    0.7423   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -1.0206   -2.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -0.0230   -2.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -2.4129   -1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243   -2.3382   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -0.7145    0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.3309    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884   -0.6732    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4328   -0.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563    0.8892   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293    1.3465    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.3004    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    2.1879   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -0.7388   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850    0.3685   -1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8869    1.8008   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2144   -1.0746   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2394    0.2883   -1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -0.5861   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3931    0.2082    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1274    0.3729    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0841    1.8871    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(13-Methyltetradecyl)acetamide	Kegg
CAP-a	Kegg
Capsi-amide	HMDB
N-(13-METHYLTETRADECYL)-acetamide	HMDB

Chemical Formula

C₁₇H₃₅NO

Average Molecular Weight

269.4659

Monoisotopic Molecular Weight

269.271864747

IUPAC Name

(Z)-N-(13-methyltetradecyl)ethenimidic acid

Traditional Name

(Z)-N-(13-methyltetradecyl)ethenimidic acid

CAS Registry Number

64317-66-4

SMILES

CC(C)CCCCCCCCCCCC\N=C(\C)O

InChI Identifier

InChI=1S/C17H35NO/c1-16(2)14-12-10-8-6-4-5-7-9-11-13-15-18-17(3)19/h16H,4-15H2,1-3H3,(H,18,19)

InChI Key

AMLDBWWQKYLAHJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
Secondary carboxylic acid amide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxamide (CHEBI:81149 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040940)

Cellular substructure

Membrane (HMDB: HMDB0040940)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040940)

Source

Exogenous

Food

Food (HMDB: HMDB0040940)

Vegetable

Fruit vegetable

Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Pepper (C. frutescens) (FooDB: FOOD00428)
Orange bell pepper (FooDB: FOOD00879)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040940)

Not Available

Nutrient (HMDB: HMDB0040940)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.11 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00017 g/L	ALOGPS
logP	7.26	ALOGPS
logP	6.07	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	8.33	ChemAxon
pKa (Strongest Basic)	5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	84.32 m³·mol⁻¹	ChemAxon
Polarizability	36.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	162.993	31661259
DarkChem	[M-H]-	169.074	31661259
DeepCCS	[M+H]+	171.798	30932474
DeepCCS	[M-H]-	168.796	30932474
DeepCCS	[M-2H]-	205.054	30932474
DeepCCS	[M+Na]+	180.79	30932474
AllCCS	[M+H]+	177.7	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.3	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	177.6	32859911
AllCCS	[M+HCOO]-	179.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Capsiamide	CC(C)CCCCCCCCCCCC\N=C(\C)O	2904.2	Standard polar	33892256
Capsiamide	CC(C)CCCCCCCCCCCC\N=C(\C)O	2041.9	Standard non polar	33892256
Capsiamide	CC(C)CCCCCCCCCCCC\N=C(\C)O	2046.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Capsiamide,1TMS,isomer #1	C/C(=N/CCCCCCCCCCCCC(C)C)O[Si](C)(C)C	2104.0	Semi standard non polar	33892256
Capsiamide,1TBDMS,isomer #1	C/C(=N/CCCCCCCCCCCCC(C)C)O[Si](C)(C)C(C)(C)C	2319.9	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 - Capsiamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9510000000-27bedfab785478e81410	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Capsiamide GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9640000000-fc47ed69fd976e22026b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Capsiamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Capsiamide 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 - Capsiamide 10V, Positive-QTOF	splash10-00b9-0090000000-277738886de11d15aad9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 20V, Positive-QTOF	splash10-056r-3390000000-de5ac391b5f5a5459c16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 40V, Positive-QTOF	splash10-0a4i-9810000000-e1b55ace6f35e2b9979a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 10V, Negative-QTOF	splash10-014i-0090000000-a916e1aa044ecdad17e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 20V, Negative-QTOF	splash10-004i-2090000000-4600288507f674b51cfd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 40V, Negative-QTOF	splash10-052f-9010000000-4bb19d3729af0a3df8b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 10V, Negative-QTOF	splash10-014i-1090000000-c12444881167f249ed53	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 20V, Negative-QTOF	splash10-066r-4090000000-11c26f20ae52f350a041	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 40V, Negative-QTOF	splash10-052f-9220000000-f10c25aaf66e16745504	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 10V, Positive-QTOF	splash10-00di-1090000000-a1f5717d0e2ba56d3806	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 20V, Positive-QTOF	splash10-05fr-9230000000-0f56af0664361a1cd86b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Capsiamide 40V, Positive-QTOF	splash10-0a4i-9000000000-b748ed75d058731b27f9	2021-09-24	Wishart 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

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

47346

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1887921

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 Capsiamide (HMDB0040940)

MOL for HMDB0040940 (Capsiamide)

3D MOL for HMDB0040940 (Capsiamide)

3D SDF for HMDB0040940 (Capsiamide)

3D-SDF for HMDB0040940 (Capsiamide)

PDB for HMDB0040940 (Capsiamide)

3D PDB for HMDB0040940 (Capsiamide)

SMILES for HMDB0040940 (Capsiamide)

INCHI for HMDB0040940 (Capsiamide)

Structure for HMDB0040940 (Capsiamide)

3D Structure for HMDB0040940 (Capsiamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra