MiMeDB: Showing metabocard for ent-16-Kauren-19-al (MMDBc0053218)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:17:41 UTC

Update Date

2024-04-30 20:46:46 UTC

Metabolite ID

MMDBc0053218

Metabolite Identification

Common Name

ent-16-Kauren-19-al

Description

ent-16-Kauren-19-al belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Based on a literature review very few articles have been published on ent-16-Kauren-19-al.

Structure

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

HMDB0304347
     RDKit          3D
ent-kaurenal
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.9287   -1.3153    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432   -0.7469    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5065   -1.3830    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373   -0.2755    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.4131    1.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291    0.2806    1.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882   -0.2821    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505   -0.1059    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366    0.9282    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3689    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -1.6924    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.3436   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485   -0.0541   -1.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.5048   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    0.1924   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349    1.6494   -0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.4353   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055   -0.0711   -1.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    0.7194   -1.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6093   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    0.9639    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8186   -0.8055   -0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -2.3450    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850   -1.8008    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -2.2110    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -0.0080    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -1.4954    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3264   -0.0208    2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601    1.3641    1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -1.3938    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012    0.4773    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879    1.2444    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    1.8283    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -1.9595    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    1.4619   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -0.0633   -0.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -0.8890   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.7893   -2.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -1.5915   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.3778   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    2.2775    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    1.9184   -1.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075    2.0364   -1.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -1.5449   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880    0.5162   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162   -0.9780   -2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686    1.8219   -1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513    0.4537   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    1.3476    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    1.8883    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    1.0204    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 17  4  1  0
 21  4  1  0
 15  7  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
M  END


  Mrv1652306222023522D          

 21 24  0  0  0  0            999 V2000
   -0.6778    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    2.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7862    2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  1  0  0  0  0
 14  1  2  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19  3  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0053218

> <DATABASE_NAME>
MIME

> <SMILES>
CC1(CCCC2(C)C3CCC4CC3(CC4=C)CCC12)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3

> <INCHI_KEY>
JCAVDWHQNFTFBW-UHFFFAOYSA-N

> <FORMULA>
C20H30O

> <MOLECULAR_WEIGHT>
286.4516

> <EXACT_MASS>
286.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.499508898038826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.649214512000001

> <ALOGPS_LOGS>
-6.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.097132770780803

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
86.43819999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0304347
     RDKit          3D
ent-kaurenal
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.9287   -1.3153    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432   -0.7469    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5065   -1.3830    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373   -0.2755    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.4131    1.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291    0.2806    1.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882   -0.2821    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505   -0.1059    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366    0.9282    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3689    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -1.6924    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.3436   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485   -0.0541   -1.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.5048   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    0.1924   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349    1.6494   -0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.4353   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055   -0.0711   -1.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    0.7194   -1.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6093   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    0.9639    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8186   -0.8055   -0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -2.3450    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850   -1.8008    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -2.2110    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -0.0080    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -1.4954    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3264   -0.0208    2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601    1.3641    1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -1.3938    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012    0.4773    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879    1.2444    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    1.8283    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -1.9595    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    1.4619   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -0.0633   -0.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -0.8890   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.7893   -2.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -1.5915   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.3778   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    2.2775    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    1.9184   -1.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075    2.0364   -1.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -1.5449   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880    0.5162   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162   -0.9780   -2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686    1.8219   -1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513    0.4537   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    1.3476    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    1.8883    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    1.0204    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 17  4  1  0
 21  4  1  0
 15  7  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      -1.265   2.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.061   5.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.108   0.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.378   3.797   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.263   2.606   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.045   1.193   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.616   4.037   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.606   2.284   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.933   3.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.904   6.373   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    8    9                                                       
CONECT    5    6   15                                                       
CONECT    6    5   17                                                       
CONECT    7   10   16                                                       
CONECT    8    4   18                                                       
CONECT    9    4   19                                                       
CONECT   10    7   20                                                       
CONECT   11   14   20                                                       
CONECT   12   15   20                                                       
CONECT   13   18   21                                                       
CONECT   14    1   11   15                                                  
CONECT   15    5   12   14                                                  
CONECT   16    7   18   19                                                  
CONECT   17    6   19   20                                                  
CONECT   18    2    8   13   16                                             
CONECT   19    3    9   16   17                                             
CONECT   20   10   11   12   17                                             
CONECT   21   13                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0304347
HETATM    1  C1  UNL     1       4.929  -1.315   0.257  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.743  -0.747   0.308  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.507  -1.383   0.805  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.437  -0.275   0.733  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.602  -0.413   1.940  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.729   0.281   1.832  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.388  -0.282   0.577  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.851  -0.106   0.536  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.237   0.928   1.607  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.551  -1.369   0.988  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.630  -1.692   0.571  1.00  0.00           O  
HETATM   12  C11 UNL     1      -3.442   0.344  -0.741  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.748  -0.054  -1.980  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.332  -0.505  -1.818  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.640   0.192  -0.639  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.635   1.649  -0.852  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.755  -0.435  -0.577  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.606  -0.071  -1.733  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.824   0.719  -1.480  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.411   0.609  -0.110  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.281   0.964   0.867  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.819  -0.805  -0.120  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.083  -2.345   0.596  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.585  -1.801   1.810  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.256  -2.211   0.099  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.156  -0.008   2.812  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.402  -1.495   2.157  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.326  -0.021   2.722  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.660   1.364   1.836  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.175  -1.394   0.624  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.301   0.477   2.603  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.288   1.244   1.342  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.628   1.828   1.554  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.000  -1.960   1.720  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.610   1.462  -0.723  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.497  -0.063  -0.797  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.292  -0.889  -2.514  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.759   0.789  -2.710  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.299  -1.591  -1.566  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.813  -0.378  -2.763  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.838   2.278   0.021  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.430   1.918  -1.610  1.00  0.00           H  
HETATM   43  H22 UNL     1       0.307   2.036  -1.306  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.530  -1.545  -0.665  1.00  0.00           H  
HETATM   45  H24 UNL     1       0.988   0.516  -2.479  1.00  0.00           H  
HETATM   46  H25 UNL     1       1.916  -0.978  -2.337  1.00  0.00           H  
HETATM   47  H26 UNL     1       2.669   1.822  -1.668  1.00  0.00           H  
HETATM   48  H27 UNL     1       3.651   0.454  -2.204  1.00  0.00           H  
HETATM   49  H28 UNL     1       4.205   1.348   0.005  1.00  0.00           H  
HETATM   50  H29 UNL     1       1.792   1.888   0.570  1.00  0.00           H  
HETATM   51  H30 UNL     1       2.647   1.020   1.899  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   20
CONECT    3    4   24   25
CONECT    4    5   17   21
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   15   30
CONECT    8    9   10   12
CONECT    9   31   32   33
CONECT   10   11   11   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   17
CONECT   16   41   42   43
CONECT   17   18   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   49
CONECT   21   50   51
END

HMDB0304347
     RDKit          3D
ent-kaurenal
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.9287   -1.3153    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432   -0.7469    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5065   -1.3830    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373   -0.2755    0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.4131    1.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291    0.2806    1.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882   -0.2821    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505   -0.1059    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366    0.9282    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3689    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -1.6924    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.3436   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485   -0.0541   -1.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -0.5048   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    0.1924   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349    1.6494   -0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.4353   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055   -0.0711   -1.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    0.7194   -1.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4108    0.6093   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    0.9639    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8186   -0.8055   -0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -2.3450    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5850   -1.8008    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558   -2.2110    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -0.0080    2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -1.4954    2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3264   -0.0208    2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601    1.3641    1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -1.3938    0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012    0.4773    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879    1.2444    1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    1.8283    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -1.9595    1.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    1.4619   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -0.0633   -0.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -0.8890   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    0.7893   -2.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -1.5915   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8133   -0.3778   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    2.2775    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297    1.9184   -1.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075    2.0364   -1.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295   -1.5449   -0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9880    0.5162   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162   -0.9780   -2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686    1.8219   -1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513    0.4537   -2.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    1.3476    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    1.8883    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    1.0204    1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 17  4  1  0
 21  4  1  0
 15  7  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
M  END

Synonyms

Value	Source
(-)-Kaur-16-en-18-al	HMDB
4alpha-Kaur-16-en-18-al	HMDB
ent-Kaur-16-en-19-al	HMDB
ent-Kaurenal	HMDB
Kaur-16-en-18-al	HMDB
Kaurenal	HMDB

Molecular Formula

C₂₀H₃₀O

Average Mass

286.4516

Monoisotopic Mass

286.229665582

IUPAC Name

5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

Traditional Name

5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1(CCCC2(C)C3CCC4CC3(CC4=C)CCC12)C=O

InChI Identifier

InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3

InChI Key

JCAVDWHQNFTFBW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a small molecule (ENT-KAUR-16-EN-19-AL )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	4.06	ALOGPS
logP	4.65	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.44 m³·mol⁻¹	ChemAxon
Polarizability	34.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-0390000000-5066c6ff5ac3394b7e24	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-298817bc1c5a8425f8b4	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1490000000-d2cb4b386da151870366	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06dl-5950000000-d682f0be28bb863981cb	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-e3e638dc721ce6e6034d	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0090000000-55c91b00a1b1de9aa563	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066r-3090000000-718bcad02030bf891268	2015-05-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0090000000-8c2269ce2b70ba8b35f9	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0590000000-eb372332cd1afe9e79ec	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05gv-1920000000-c038e251d6e87ccc46f1	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-9414264daccf69560d4d	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0090000000-9414264daccf69560d4d	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0090000000-dbb2840a01d310ec2f40	2021-10-21	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

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	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0304347

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030847

KNApSAcK ID

Not Available

Chemspider ID

21121170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

529648

PDB ID

Not Available

ChEBI ID

Not Available

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 ent-16-Kauren-19-al (MMDBc0053218)

MOL for #<Metabolite:0x00007fed0802eae8>

3D MOL for #<Metabolite:0x00007fed0802eae8>

3D SDF for #<Metabolite:0x00007fed0802eae8>

3D-SDF for #<Metabolite:0x00007fed0802eae8>

PDB for #<Metabolite:0x00007fed0802eae8>

3D PDB for #<Metabolite:0x00007fed0802eae8>

SMILES for #<Metabolite:0x00007fed0802eae8>

INCHI for #<Metabolite:0x00007fed0802eae8>

Structure for #<Metabolite:0x00007fed0802eae8>

3D Structure for #<Metabolite:0x00007fed0802eae8>