NP-MRD: Showing NP-Card for (6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid (NP0306826)

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Record Information

Version

2.0

Created at

2022-09-10 23:33:16 UTC

Updated at

2022-09-10 23:33:17 UTC

NP-MRD ID

NP0306826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid

Description

Capsaicin, also known as zostrix or axsain, 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. Thus, capsaicin is considered to be a fatty amide lipid molecule. Capsaicin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Capsaicin is a potentially toxic compound. (6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid is found in Capsicum annuum and Capsicum pubescens. (6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid was first documented in 1996 (PMID: 8621114). For example, the mode of action of capsaicin in inducing bronchoconstriction is thought to involve stimulation of C fibers culminating in the release of neuropeptides (PMID: 17959343).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 49  0  0  0  0  0  0  0  0999 V2000
    5.5801    2.5793    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0323    1.2972    1.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6265    0.2143    0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885    0.3315   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.7568   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047   -0.7084   -2.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1163   -0.9182   -1.6786 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    0.0525   -1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262    1.1975   -0.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1137   -0.2867   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879    0.8953   -0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2129    0.5636    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759    0.1509   -1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4092   -0.1792   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940   -0.1046    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2985   -0.4163    0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1275   -0.8249   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8955    0.8357    1.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665   -2.0025   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -2.1155    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1036   -1.0327    1.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9428   -1.2037    2.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6966    2.7565    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424    3.3907    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023    2.6327    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    1.3167   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    0.3267   -2.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660   -1.4152   -2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294   -1.8610   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701   -0.5784   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073   -1.1146   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7791    1.7458   -0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    1.2373    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    1.4289    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -0.2380    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166   -0.7961   -1.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935    0.9080   -1.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576   -0.4911   -1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    0.2133    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377   -1.2162    1.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2196   -0.8286   -0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0126   -0.1224   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8702   -1.8637   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0088    0.8317    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5136    1.7191    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5641    0.8577    2.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5766   -2.8823   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835   -3.0950    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2565   -0.4304    3.0444 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 49  1  0
 20 48  1  0
 19 47  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
  4 26  1  0
M  END


  Mrv0541 02231218082D          

 22 22  0  0  0  0            999 V2000
    6.3799    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  2  0  0  0  0
  2 19  1  0  0  0  0
  2 22  1  0  0  0  0
  3 21  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  1  0  0  0  0
  9 16  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  1  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306826

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

> <INCHI_KEY>
YKPUWZUDDOIDPM-SOFGYWHQSA-N

> <FORMULA>
C18H27NO3

> <MOLECULAR_WEIGHT>
305.4119

> <EXACT_MASS>
305.199093735

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.32071362065211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
3.7496695443333334

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.950140339612052

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.928691716239767

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5195533412013454

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
90.31740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
capsaicin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.909   1.540   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.574   7.700   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907   6.160   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.242   1.540   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      11.909  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.909  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.243  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.576  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.577  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.243  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.576   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.577  -6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.242   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.910  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.243  -8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.908   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.574   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.241   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.241   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.908   8.470   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   19   22                                                       
CONECT    3   21                                                            
CONECT    4   11   13                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9   12   15   16                                                  
CONECT   10    7   12                                                       
CONECT   11    1    4    8                                                  
CONECT   12    9   10                                                       
CONECT   13    4   14                                                       
CONECT   14   13   17   18                                                  
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17   14   19                                                       
CONECT   18   14   20                                                       
CONECT   19    2   17   21                                                  
CONECT   20   18   21                                                       
CONECT   21    3   19   20                                                  
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
(e)-8-Methyl-N-vanillyl-6-nonenamide	ChEBI
Isodecenoic acid vanillylamide	ChEBI
trans-8-Methyl-N-vanillyl-6-nonenamide	ChEBI
Zostrix	ChEBI
Isodecenoate vanillylamide	Generator
(e)-8-Methyl-N-vanillyl-6-nonenamide(8CL)	HMDB
(e)8-Methyl-N-vanillyl-6-nonenamide	HMDB
Axsain	HMDB
e-Capsaicin	HMDB
epsilon-Capsaicin	HMDB
Isodecenoate	HMDB
Isodecenoic acid	HMDB
N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide	HMDB
Styptysat	HMDB
Transacin	HMDB
Gelcen	HMDB
Link brand OF capsaicin	HMDB
8 Methyl N vanillyl 6 nonenamide	HMDB
Capsicum farmaya	HMDB
Capzasin	HMDB
Flemming brand OF capsaicin	HMDB
8-Methyl-N-vanillyl-6-nonenamide	HMDB
Capsin	HMDB
Katrum	HMDB
Medicis brand OF capsaicin	HMDB
Smaller brand OF capsaicin	HMDB
Thompson brand OF capsaicin	HMDB
Vinas brand OF capsaicin	HMDB
Alacan brand OF capsaicin	HMDB
Antiphlogistine rub a-535 capsaicin	HMDB
Capsaicine	HMDB
Capsidol	HMDB
Carter horner brand OF capsaicin	HMDB
Centrum brand OF capsaicin	HMDB
Elan brand OF capsaicin	HMDB
Zacin	HMDB

Chemical Formula

C₁₈H₂₇NO₃

Average Mass

305.4119 Da

Monoisotopic Mass

305.19909 Da

IUPAC Name

(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

Traditional Name

capsaicin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

InChI Key

YKPUWZUDDOIDPM-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Capsicum annuum	LOTUS Database	35616633
Capsicum pubescens	LOTUS Database	35616633

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

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Fatty amide
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

capsaicinoid (CHEBI:3374 )
Capsaicinoids and derivatives (C06866 )

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	3.8	ALOGPS
logP	3.75	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-0.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	90.32 m³·mol⁻¹	ChemAxon
Polarizability	36.32 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

HMDB0002227

DrugBank ID

DB06774

Phenol Explorer Compound ID

712

FoodDB ID

FDB012411

KNApSAcK ID

Not Available

Chemspider ID

1265957

KEGG Compound ID

C06866

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Capsaicin

METLIN ID

Not Available

PubChem Compound

1548943

PDB ID

Not Available

ChEBI ID

3374

Good Scents ID

Not Available

References

General References

Surh YJ, Lee SS: Capsaicin in hot chili pepper: carcinogen, co-carcinogen or anticarcinogen? Food Chem Toxicol. 1996 Mar;34(3):313-6. doi: 10.1016/0278-6915(95)00108-5. [PubMed:8621114 ]
Simpson DM, Estanislao L, Brown SJ, Sampson J: An open-label pilot study of high-concentration capsaicin patch in painful HIV neuropathy. J Pain Symptom Manage. 2008 Mar;35(3):299-306. doi: 10.1016/j.jpainsymman.2007.04.015. Epub 2007 Oct 23. [PubMed:17959343 ]
LOTUS database [Link]

Showing NP-Card for (6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid (NP0306826)

MOL for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

3D MOL for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

3D SDF for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

3D-SDF for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

PDB for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

3D PDB for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

SMILES for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

INCHI for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

Structure for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)

3D Structure for NP0306826 ((6e)-n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enimidic acid)