Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:00:29 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036830

Secondary Accession Numbers

HMDB36830

Metabolite Identification

Common Name

Junicedral

Description

Junicedral belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on Junicedral.

Structure

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

HMDB0036830
     RDKit          3D
Junicedral
 54 55  0  0  0  0  0  0  0  0999 V2000
    0.7377    2.8736    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    1.6895    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2470    1.5639    1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    0.9215    1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424   -0.2719    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0555   -0.7481    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549   -0.3818    2.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.2497    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.8656    1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523   -0.1173   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1074    0.3775   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796    1.0272   -1.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.0304   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.2421   -1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    0.4127   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212    0.3326   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    0.5897   -1.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4502   -0.3504   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111   -1.7802   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    0.0525   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7180   -0.8021    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1415   -1.6745    1.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5996    3.7226    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    3.1157   -0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790    2.5328    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    0.9541    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058    1.7276    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    0.6071    2.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -1.0854    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7851   -0.8335    1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992   -0.8899    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059    0.6901    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070   -2.6787    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944   -0.8883   -0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126    0.7156    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    1.1821   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398   -0.3804   -2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    1.3417   -2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    1.9110   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -0.9792   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598   -1.8230   -1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032   -1.9457   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -0.3505    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    1.0785   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -0.6487   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.6394   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    0.3957   -2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.3396    0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -1.7530   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -2.4030   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005   -2.2897   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3491   -0.0787   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9983    1.1275   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7831   -0.7006    0.7833 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
  6  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 15  2  1  0
 13  5  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 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
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
M  END


  Mrv0541 05061309212D          

 22 23  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9559    1.9192    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380    1.1440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  5  1  0  0  0  0
 12  5  1  0  0  0  0
 13 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15  6  1  0  0  0  0
 15 10  1  0  0  0  0
 16  2  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19  3  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20  4  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  2  0  0  0  0
 22 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036830

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC1C(=C)CCC2C(C)(CCCC12C)C=O)CC=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-15(10-13-21)6-8-17-16(2)7-9-18-19(3,14-22)11-5-12-20(17,18)4/h13-15,17-18H,2,5-12H2,1,3-4H3

> <INCHI_KEY>
IGGYEFVJKTZVIB-UHFFFAOYSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.4669

> <EXACT_MASS>
304.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.1974027718569

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4a-dimethyl-5-(3-methyl-5-oxopentyl)-6-methylidene-decahydronaphthalene-1-carbaldehyde

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.3998794136666675

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.133129378994475

> <JCHEM_PKA_STRONGEST_BASIC>
-6.716519719218618

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
90.96089999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4a-dimethyl-5-(3-methyl-5-oxopentyl)-6-methylidene-hexahydro-2H-naphthalene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036830
     RDKit          3D
Junicedral
 54 55  0  0  0  0  0  0  0  0999 V2000
    0.7377    2.8736    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    1.6895    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2470    1.5639    1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    0.9215    1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424   -0.2719    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0555   -0.7481    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549   -0.3818    2.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.2497    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.8656    1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523   -0.1173   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1074    0.3775   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796    1.0272   -1.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.0304   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.2421   -1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    0.4127   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212    0.3326   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    0.5897   -1.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4502   -0.3504   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111   -1.7802   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    0.0525   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7180   -0.8021    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1415   -1.6745    1.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5996    3.7226    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    3.1157   -0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790    2.5328    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    0.9541    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058    1.7276    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    0.6071    2.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -1.0854    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7851   -0.8335    1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992   -0.8899    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059    0.6901    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070   -2.6787    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944   -0.8883   -0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126    0.7156    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    1.1821   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398   -0.3804   -2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    1.3417   -2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    1.9110   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -0.9792   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598   -1.8230   -1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032   -1.9457   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -0.3505    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    1.0785   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -0.6487   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.6394   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    0.3957   -2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.3396    0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -1.7530   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -2.4030   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005   -2.2897   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3491   -0.0787   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9983    1.1275   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7831   -0.7006    0.7833 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
  6  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 15  2  1  0
 13  5  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 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
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.528   5.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.518   3.583   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.044   2.135   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   11   12                                                       
CONECT    6    8   15                                                       
CONECT    7    9   16                                                       
CONECT    8    6   17                                                       
CONECT    9    7   18                                                       
CONECT   10   13   15                                                       
CONECT   11    5   19                                                       
CONECT   12    5   20                                                       
CONECT   13   10   21                                                       
CONECT   14   19   22                                                       
CONECT   15    1    6   10                                                  
CONECT   16    2    7   17                                                  
CONECT   17    8   16   20                                                  
CONECT   18    9   19   20                                                  
CONECT   19    3   11   14   18                                             
CONECT   20    4   12   17   18                                             
CONECT   21   13                                                            
CONECT   22   14                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0036830
HETATM    1  C1  UNL     1       0.738   2.874   0.110  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.369   1.689   0.495  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.247   1.564   1.873  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.607   0.921   1.714  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.642  -0.272   0.834  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.056  -0.748   0.719  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.755  -0.382   2.041  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.152  -2.250   0.678  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.358  -2.866   1.352  1.00  0.00           O  
HETATM   10  C9  UNL     1      -3.852  -0.117  -0.361  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.107   0.378  -1.536  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.780   1.027  -1.208  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.969  -0.030  -0.493  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.916  -1.242  -1.356  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.451   0.413  -0.225  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.321   0.333  -1.396  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.762   0.590  -1.214  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.450  -0.350  -0.254  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.311  -1.780  -0.769  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.928   0.053  -0.274  1.00  0.00           C  
HETATM   21  C20 UNL     1       5.718  -0.802   0.636  1.00  0.00           C  
HETATM   22  O2  UNL     1       5.141  -1.674   1.259  1.00  0.00           O  
HETATM   23  H1  UNL     1       0.600   3.723   0.769  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.186   3.116  -0.848  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.379   2.533   2.349  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.425   0.954   2.511  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.306   1.728   1.420  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.923   0.607   2.739  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.061  -1.085   1.337  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.785  -0.833   1.933  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.299  -0.890   2.896  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.906   0.690   2.143  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.907  -2.679   0.064  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.594  -0.888  -0.725  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.513   0.716   0.023  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.719   1.182  -2.035  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.940  -0.380  -2.327  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.326   1.342  -2.167  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.985   1.911  -0.605  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.725  -0.979  -2.417  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.860  -1.823  -1.373  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.103  -1.946  -1.057  1.00  0.00           H  
HETATM   43  H21 UNL     1       0.838  -0.351   0.525  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.953   1.078  -2.161  1.00  0.00           H  
HETATM   45  H23 UNL     1       1.209  -0.649  -1.901  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.030   1.639  -0.987  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.258   0.396  -2.214  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.043  -0.340   0.756  1.00  0.00           H  
HETATM   49  H27 UNL     1       2.921  -1.753  -1.807  1.00  0.00           H  
HETATM   50  H28 UNL     1       2.690  -2.403  -0.094  1.00  0.00           H  
HETATM   51  H29 UNL     1       4.301  -2.290  -0.833  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.349  -0.079  -1.292  1.00  0.00           H  
HETATM   53  H31 UNL     1       4.998   1.127  -0.043  1.00  0.00           H  
HETATM   54  H32 UNL     1       6.783  -0.701   0.783  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   15
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   13   29
CONECT    6    7    8   10
CONECT    7   30   31   32
CONECT    8    9    9   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   15
CONECT   14   40   41   42
CONECT   15   16   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   20   48
CONECT   19   49   50   51
CONECT   20   21   52   53
CONECT   21   22   22   54
END

HMDB0036830
     RDKit          3D
Junicedral
 54 55  0  0  0  0  0  0  0  0999 V2000
    0.7377    2.8736    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    1.6895    0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2470    1.5639    1.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    0.9215    1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424   -0.2719    0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0555   -0.7481    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549   -0.3818    2.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.2497    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -2.8656    1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523   -0.1173   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1074    0.3775   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796    1.0272   -1.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686   -0.0304   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -1.2421   -1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505    0.4127   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212    0.3326   -1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    0.5897   -1.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4502   -0.3504   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3111   -1.7802   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    0.0525   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7180   -0.8021    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1415   -1.6745    1.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5996    3.7226    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    3.1157   -0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790    2.5328    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    0.9541    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058    1.7276    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    0.6071    2.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -1.0854    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7851   -0.8335    1.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992   -0.8899    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059    0.6901    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9070   -2.6787    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5944   -0.8883   -0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126    0.7156    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    1.1821   -2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398   -0.3804   -2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    1.3417   -2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    1.9110   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -0.9792   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598   -1.8230   -1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1032   -1.9457   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -0.3505    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    1.0785   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -0.6487   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.6394   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    0.3957   -2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.3396    0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -1.7530   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -2.4030   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005   -2.2897   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3491   -0.0787   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9983    1.1275   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7831   -0.7006    0.7833 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
  6  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 15  2  1  0
 13  5  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 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
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8(17)-Labdene-15,19-dial	HMDB

Chemical Formula

C₂₀H₃₂O₂

Average Molecular Weight

304.4669

Monoisotopic Molecular Weight

304.240230268

IUPAC Name

1,4a-dimethyl-5-(3-methyl-5-oxopentyl)-6-methylidene-decahydronaphthalene-1-carbaldehyde

Traditional Name

1,4a-dimethyl-5-(3-methyl-5-oxopentyl)-6-methylidene-hexahydro-2H-naphthalene-1-carbaldehyde

CAS Registry Number

70901-87-0

SMILES

CC(CCC1C(=C)CCC2C(C)(CCCC12C)C=O)CC=O

InChI Identifier

InChI=1S/C20H32O2/c1-15(10-13-21)6-8-17-16(2)7-9-18-19(3,14-22)11-5-12-20(17,18)4/h13-15,17-18H,2,5-12H2,1,3-4H3

InChI Key

IGGYEFVJKTZVIB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane diterpenoid
Alpha-hydrogen aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036830)
Cell membrane (HMDB: HMDB0036830)

Cellular substructure

Extracellular (HMDB: HMDB0036830)
Membrane (HMDB: HMDB0036830)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036830)

Source

Endogenous

Endogenous (HMDB: HMDB0036830)

Plant

Plant (HMDB: HMDB0036830)

Animal

Animal (HMDB: HMDB0036830)

Exogenous

Food

Food (HMDB: HMDB0036830)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036830)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036830)

Cellular process

Cell signaling (HMDB: HMDB0036830)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036830)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036830)

Nutrient

Nutrient (HMDB: HMDB0036830)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036830)

Emulsifier (HMDB: HMDB0036830)

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	0.14 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	0.00033 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.4	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	16.13	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.96 m³·mol⁻¹	ChemAxon
Polarizability	36.2 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.047	31661259
DarkChem	[M-H]-	169.87	31661259
DeepCCS	[M-2H]-	204.121	30932474
DeepCCS	[M+Na]+	179.686	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.7	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	182.2	32859911
AllCCS	[M+Na-2H]-	182.9	32859911
AllCCS	[M+HCOO]-	183.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Junicedral	CC(CCC1C(=C)CCC2C(C)(CCCC12C)C=O)CC=O	2771.3	Standard polar	33892256
Junicedral	CC(CCC1C(=C)CCC2C(C)(CCCC12C)C=O)CC=O	2232.0	Standard non polar	33892256
Junicedral	CC(CCC1C(=C)CCC2C(C)(CCCC12C)C=O)CC=O	2351.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Junicedral,1TMS,isomer #1	C=C1CCC2C(C)(C=O)CCCC2(C)C1CCC(C)C=CO[Si](C)(C)C	2443.7	Semi standard non polar	33892256
Junicedral,1TMS,isomer #1	C=C1CCC2C(C)(C=O)CCCC2(C)C1CCC(C)C=CO[Si](C)(C)C	2426.2	Standard non polar	33892256
Junicedral,1TBDMS,isomer #1	C=C1CCC2C(C)(C=O)CCCC2(C)C1CCC(C)C=CO[Si](C)(C)C(C)(C)C	2686.7	Semi standard non polar	33892256
Junicedral,1TBDMS,isomer #1	C=C1CCC2C(C)(C=O)CCCC2(C)C1CCC(C)C=CO[Si](C)(C)C(C)(C)C	2641.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Junicedral GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zi9-1390000000-cbe0214de9c5453fc579	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Junicedral 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 - Junicedral 10V, Positive-QTOF	splash10-0a4i-2198000000-97fe17734a4d63717c98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 20V, Positive-QTOF	splash10-05n0-5291000000-33f41de1d568de4d3fdc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 40V, Positive-QTOF	splash10-014u-9570000000-83ca94be857df6a5cbfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 10V, Negative-QTOF	splash10-0udi-0019000000-32c5cfaf2781b994d439	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 20V, Negative-QTOF	splash10-0udi-2039000000-03ba344c0ce36fe748b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 40V, Negative-QTOF	splash10-0006-9080000000-4ace301d3742fbc9dee1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 10V, Negative-QTOF	splash10-0ufr-0069000000-6b52afbc87b15049346f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 20V, Negative-QTOF	splash10-0ufr-0098000000-21d08939fec161ca0f51	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 40V, Negative-QTOF	splash10-05rr-1090000000-83f0629cb09a9b1df434	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 10V, Positive-QTOF	splash10-001m-0390000000-245d8180caf8782dd17e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 20V, Positive-QTOF	splash10-000l-1960000000-908594efc7071d877114	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Junicedral 40V, Positive-QTOF	splash10-05o3-9210000000-f3d0b2a3b479fca37735	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB015779

KNApSAcK ID

C00023302

Chemspider ID

35014264

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752060

PDB ID

Not Available

ChEBI ID

170111

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857411

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. 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) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. 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 Junicedral (HMDB0036830)

MOL for HMDB0036830 (Junicedral)

3D MOL for HMDB0036830 (Junicedral)

3D SDF for HMDB0036830 (Junicedral)

3D-SDF for HMDB0036830 (Junicedral)

PDB for HMDB0036830 (Junicedral)

3D PDB for HMDB0036830 (Junicedral)

SMILES for HMDB0036830 (Junicedral)

INCHI for HMDB0036830 (Junicedral)

Structure for HMDB0036830 (Junicedral)

3D Structure for HMDB0036830 (Junicedral)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra