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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:05:52 UTC

Update Date

2022-03-07 02:54:23 UTC

HMDB ID

HMDB0035151

Secondary Accession Numbers

HMDB35151

Metabolite Identification

Common Name

delta6-Dehydroferruginol

Description

delta6-Dehydroferruginol 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 delta6-Dehydroferruginol.

Structure

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

HMDB0035151
     RDKit          3D
delta6-Dehydroferruginol
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.8533   -0.3967   -1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5506   -0.6179   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4236    0.2813    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093   -0.4185   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.0253   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    0.2261   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -0.0085    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.4643    1.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774   -0.6601    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4710   -1.1041    2.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.1073    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    0.6922    2.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065   -1.3053    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014   -1.2582    1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121   -0.3528    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609    0.4368   -0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348   -0.3110   -1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    1.7280   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351    0.8485   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    1.0546   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.7869   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.6397   -2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8698   -0.7745   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -1.0797   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -1.6663   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8620    0.7568    1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    1.1183   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935   -0.2814    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    0.2344   -2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6523    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.3192    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784    1.4275    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    1.1590    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969   -0.1563    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731   -1.8327    1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.8884   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9312   -0.9508    2.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3728   -2.3062    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382   -0.9725    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957    0.3400    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399   -1.0708   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752    0.3355   -2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -0.8676   -2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448    1.5465   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    2.0504   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    2.5635   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782    1.9332    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.4671   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.9574   -2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 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
 19 47  1  0
 20 48  1  0
 21 49  1  0
M  END


  Mrv0541 05061308152D          

 21 23  0  0  0  0            999 V2000
    7.3954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6701    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  2  0  0  0  0
 18  8  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  9  1  0  0  0  0
 19 18  1  0  0  0  0
 20  5  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035151

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(O)C=C2C(C=CC3C(C)(C)CCCC23C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h7-8,11-13,18,21H,6,9-10H2,1-5H3

> <INCHI_KEY>
NCHINJPZLGMLCY-UHFFFAOYSA-N

> <FORMULA>
C20H28O

> <MOLECULAR_WEIGHT>
284.4357

> <EXACT_MASS>
284.214015518

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.01409729932479

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthren-3-ol

> <ALOGPS_LOGP>
6.49

> <JCHEM_LOGP>
5.974285150666667

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.039242276809222

> <JCHEM_PKA_STRONGEST_BASIC>
-5.704798338263012

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
90.82429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.42e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035151
     RDKit          3D
delta6-Dehydroferruginol
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.8533   -0.3967   -1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5506   -0.6179   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4236    0.2813    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093   -0.4185   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.0253   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    0.2261   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -0.0085    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.4643    1.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774   -0.6601    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4710   -1.1041    2.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.1073    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    0.6922    2.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065   -1.3053    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014   -1.2582    1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121   -0.3528    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609    0.4368   -0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348   -0.3110   -1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    1.7280   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351    0.8485   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    1.0546   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.7869   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.6397   -2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8698   -0.7745   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -1.0797   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -1.6663   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8620    0.7568    1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    1.1183   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935   -0.2814    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    0.2344   -2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6523    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.3192    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784    1.4275    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    1.1590    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969   -0.1563    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731   -1.8327    1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.8884   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9312   -0.9508    2.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3728   -2.3062    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382   -0.9725    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957    0.3400    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399   -1.0708   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752    0.3355   -2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -0.8676   -2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448    1.5465   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    2.0504   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    2.5635   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782    1.9332    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.4671   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.9574   -2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 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
 19 47  1  0
 20 48  1  0
 21 49  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      13.805  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.805  -0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.118   0.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.832   1.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.645  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.035  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.495  -4.207   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    9   10                                                       
CONECT    7    8   14                                                       
CONECT    8    7   18                                                       
CONECT    9    6   19                                                       
CONECT   10    6   20                                                       
CONECT   11   14   15                                                       
CONECT   12   16   17                                                       
CONECT   13    1    2   15                                                  
CONECT   14    7   11   16                                                  
CONECT   15   11   13   17                                                  
CONECT   16   12   14   20                                                  
CONECT   17   12   15   21                                                  
CONECT   18    8   19   20                                                  
CONECT   19    3    4    9   18                                             
CONECT   20    5   10   16   18                                             
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0035151
HETATM    1  C1  UNL     1       4.853  -0.397  -1.829  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.551  -0.618  -0.367  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.424   0.281   0.459  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.109  -0.418  -0.070  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.295   0.025  -1.086  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.937   0.226  -0.839  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.388  -0.009   0.384  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.250  -0.464   1.415  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.577  -0.660   1.179  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.471  -1.104   2.144  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.045   0.107   0.662  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.185   0.692   2.073  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.607  -1.305   0.768  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.001  -1.258   1.312  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.912  -0.353   0.537  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.261   0.437  -0.535  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.335  -0.311  -1.847  1.00  0.00           C  
HETATM   18  C17 UNL     1      -4.068   1.728  -0.767  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.835   0.849  -0.316  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.180   1.055  -1.615  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.075   0.787  -1.886  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.754   0.640  -2.164  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.870  -0.775  -2.085  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.164  -1.080  -2.407  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.797  -1.666  -0.123  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.862   0.757   1.293  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.768   1.118  -0.184  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.293  -0.281   0.810  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.646   0.234  -2.084  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.831  -0.652   2.389  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.223  -1.319   3.096  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.378   1.428   2.280  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.162   1.159   2.220  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.097  -0.156   2.774  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.973  -1.833   1.542  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.519  -1.888  -0.152  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.931  -0.951   2.378  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.373  -2.306   1.333  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.738  -0.973   0.132  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.396   0.340   1.256  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.140  -1.071  -1.734  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.675   0.335  -2.685  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.411  -0.868  -2.100  1.00  0.00           H  
HETATM   44  H23 UNL     1      -5.145   1.547  -0.554  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.002   2.050  -1.827  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.662   2.563  -0.153  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.878   1.933   0.114  1.00  0.00           H  
HETATM   48  H27 UNL     1      -1.754   1.467  -2.461  1.00  0.00           H  
HETATM   49  H28 UNL     1       0.522   0.957  -2.851  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5    5    9
CONECT    5    6   29
CONECT    6    7    7   21
CONECT    7    8   11
CONECT    8    9    9   30
CONECT    9   10
CONECT   10   31
CONECT   11   12   13   19
CONECT   12   32   33   34
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   18   19
CONECT   17   41   42   43
CONECT   18   44   45   46
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   49
END

HMDB0035151
     RDKit          3D
delta6-Dehydroferruginol
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.8533   -0.3967   -1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5506   -0.6179   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4236    0.2813    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1093   -0.4185   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.0253   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371    0.2261   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -0.0085    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.4643    1.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774   -0.6601    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4710   -1.1041    2.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.1073    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    0.6922    2.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6065   -1.3053    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014   -1.2582    1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121   -0.3528    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609    0.4368   -0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348   -0.3110   -1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    1.7280   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351    0.8485   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    1.0546   -1.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.7869   -1.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.6397   -2.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8698   -0.7745   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -1.0797   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7971   -1.6663   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8620    0.7568    1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    1.1183   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935   -0.2814    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6458    0.2344   -2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6523    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.3192    3.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784    1.4275    2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    1.1590    2.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0969   -0.1563    2.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731   -1.8327    1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.8884   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9312   -0.9508    2.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3728   -2.3062    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7382   -0.9725    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957    0.3400    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399   -1.0708   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752    0.3355   -2.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105   -0.8676   -2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448    1.5465   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    2.0504   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    2.5635   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782    1.9332    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    1.4671   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.9574   -2.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 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
 19 47  1  0
 20 48  1  0
 21 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Δ6-dehydroferruginol	Generator
6,7-Didehydroferruginol	HMDB
6,8,11,13-Abietatetraen-12-ol	HMDB
D6-Dehydroferruginol	HMDB

Chemical Formula

C₂₀H₂₈O

Average Molecular Weight

284.4357

Monoisotopic Molecular Weight

284.214015518

IUPAC Name

4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthren-3-ol

Traditional Name

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthren-3-ol

CAS Registry Number

34539-84-9

SMILES

CC(C)C1=C(O)C=C2C(C=CC3C(C)(C)CCCC23C)=C1

InChI Identifier

InChI=1S/C20H28O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h7-8,11-13,18,21H,6,9-10H2,1-5H3

InChI Key

NCHINJPZLGMLCY-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
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035151)
Cell membrane (HMDB: HMDB0035151)

Cellular substructure

Extracellular (HMDB: HMDB0035151)
Membrane (HMDB: HMDB0035151)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035151)

Source

Endogenous

Endogenous (HMDB: HMDB0035151)

Plant

Plant (HMDB: HMDB0035151)

Animal

Animal (HMDB: HMDB0035151)

Exogenous

Food

Food (HMDB: HMDB0035151)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035151)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035151)

Cellular process

Cell signaling (HMDB: HMDB0035151)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035151)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035151)

Nutrient

Nutrient (HMDB: HMDB0035151)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035151)

Emulsifier (HMDB: HMDB0035151)

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	0.053 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	0.00044 g/L	ALOGPS
logP	6.49	ALOGPS
logP	5.97	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	10.04	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.82 m³·mol⁻¹	ChemAxon
Polarizability	35.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	164.077	31661259
DarkChem	[M-H]-	165.065	31661259
DeepCCS	[M-2H]-	211.239	30932474
DeepCCS	[M+Na]+	186.804	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.6	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	181.7	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	182.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta6-Dehydroferruginol	CC(C)C1=C(O)C=C2C(C=CC3C(C)(C)CCCC23C)=C1	3088.6	Standard polar	33892256
delta6-Dehydroferruginol	CC(C)C1=C(O)C=C2C(C=CC3C(C)(C)CCCC23C)=C1	2235.5	Standard non polar	33892256
delta6-Dehydroferruginol	CC(C)C1=C(O)C=C2C(C=CC3C(C)(C)CCCC23C)=C1	2312.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
delta6-Dehydroferruginol,1TMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C)C1(C)CCCC(C)(C)C1C=C2	2303.7	Semi standard non polar	33892256
delta6-Dehydroferruginol,1TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)CCCC(C)(C)C1C=C2	2581.1	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 - delta6-Dehydroferruginol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-1290000000-ea8dd28540c070e66435	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta6-Dehydroferruginol GC-MS (1 TMS) - 70eV, Positive	splash10-01vo-1069000000-5040390828026f4a13f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta6-Dehydroferruginol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta6-Dehydroferruginol 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 - delta6-Dehydroferruginol 10V, Positive-QTOF	splash10-000i-0190000000-deac21a19b0a6a0a67e3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 20V, Positive-QTOF	splash10-000l-1590000000-1f74a16ca41240f272b4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 40V, Positive-QTOF	splash10-066u-5590000000-559af658083e9a3b1f55	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 10V, Negative-QTOF	splash10-001i-0090000000-b585d626542ec53a25a4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 20V, Negative-QTOF	splash10-001i-0090000000-d6e774850e04b7f86d40	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 40V, Negative-QTOF	splash10-0159-0090000000-e51865828bb7f92c5a9f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 10V, Positive-QTOF	splash10-000i-0090000000-558d3951e4f24a95e408	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 20V, Positive-QTOF	splash10-0udi-1090000000-1a76b5eeff99e7b9fe43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 40V, Positive-QTOF	splash10-052f-8690000000-05fb629bc8ccd151a128	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 10V, Negative-QTOF	splash10-001i-0090000000-30a9e6f3ca30b6d88aac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 20V, Negative-QTOF	splash10-001i-0090000000-29629b7e5197cf5c4c69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta6-Dehydroferruginol 40V, Negative-QTOF	splash10-0uy1-0190000000-f8e92336feed7b3c51e4	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

FDB013788

KNApSAcK ID

C00054734

Chemspider ID

35013858

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14165048

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848021

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 delta6-Dehydroferruginol (HMDB0035151)

MOL for HMDB0035151 (delta6-Dehydroferruginol)

3D MOL for HMDB0035151 (delta6-Dehydroferruginol)

3D SDF for HMDB0035151 (delta6-Dehydroferruginol)

3D-SDF for HMDB0035151 (delta6-Dehydroferruginol)

PDB for HMDB0035151 (delta6-Dehydroferruginol)

3D PDB for HMDB0035151 (delta6-Dehydroferruginol)

SMILES for HMDB0035151 (delta6-Dehydroferruginol)

INCHI for HMDB0035151 (delta6-Dehydroferruginol)

Structure for HMDB0035151 (delta6-Dehydroferruginol)

3D Structure for HMDB0035151 (delta6-Dehydroferruginol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra