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

2012-09-12 00:02:18 UTC

Update Date

2022-03-07 02:55:52 UTC

HMDB ID

HMDB0038702

Secondary Accession Numbers

HMDB38702

Metabolite Identification

Common Name

Trilobinol

Description

Trilobinol 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 Trilobinol.

Structure

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

HMDB0038702
     RDKit          3D
Trilobinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.2478    1.0839    0.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771   -0.1787    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -1.4689    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737   -0.0175    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.4739    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884    0.5716    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.1611   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -0.3439   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6138   -0.4348   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.9382   -1.8585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2410   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    1.2321   -2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3848   -1.0571   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777   -1.1719   -1.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918   -1.2461   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2984   -0.0068    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    0.8615    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4408   -0.4668    1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.7323    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581    1.1346    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014    1.0745    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762    1.4786    3.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129    0.9642   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    1.8850    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372    1.4296    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.2025    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.6366   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2603   -2.2776    0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.7496    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    0.8133    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -0.6713   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -1.1968   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    2.2057   -1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1260    0.9642   -2.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9352    1.2440   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9236   -1.1440   -2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -1.9301   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569   -2.1539   -2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2374   -0.3130   -2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358   -2.0671    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -1.5501   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3563    0.6139    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142    1.9292    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.8174   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934    0.3542    2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -1.2267    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376   -1.0302    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.7575   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    1.5205    2.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9679    0.9362    3.5541 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
 21 22  1  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
M  END


  Mrv0541 05061310352D          

 22 24  0  0  0  0            999 V2000
    4.5375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692    0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  2  0  0  0  0
 17 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  7  1  0  0  0  0
 19 18  1  0  0  0  0
 20  5  1  0  0  0  0
 20  8  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038702

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(O)C=C2C(=C1)C(O)=CC1C(C)(C)CCCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-12,18,21-22H,6-8H2,1-5H3

> <INCHI_KEY>
UIJOYOSDYSTACV-UHFFFAOYSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.4351

> <EXACT_MASS>
300.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.88444556999525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthrene-3,10-diol

> <ALOGPS_LOGP>
5.75

> <JCHEM_LOGP>
5.220738251666665

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.644072581797648

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.757790906521489

> <JCHEM_PKA_STRONGEST_BASIC>
-4.630085680679181

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
92.71659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthrene-3,10-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038702
     RDKit          3D
Trilobinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.2478    1.0839    0.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771   -0.1787    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -1.4689    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737   -0.0175    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.4739    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884    0.5716    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.1611   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -0.3439   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6138   -0.4348   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.9382   -1.8585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2410   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    1.2321   -2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3848   -1.0571   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777   -1.1719   -1.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918   -1.2461   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2984   -0.0068    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    0.8615    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4408   -0.4668    1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.7323    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581    1.1346    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014    1.0745    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762    1.4786    3.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129    0.9642   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    1.8850    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372    1.4296    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.2025    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.6366   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2603   -2.2776    0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.7496    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    0.8133    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -0.6713   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -1.1968   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    2.2057   -1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1260    0.9642   -2.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9352    1.2440   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9236   -1.1440   -2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -1.9301   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569   -2.1539   -2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2374   -0.3130   -2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358   -2.0671    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -1.5501   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3563    0.6139    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142    1.9292    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.8174   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934    0.3542    2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -1.2267    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376   -1.0302    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.7575   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    1.5205    2.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9679    0.9362    3.5541 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
 21 22  1  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  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       8.470   4.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470   1.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.217   1.220   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.503   0.230   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   4.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.540   0.413   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.700   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.160   5.747   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.850  -0.921   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    7    8                                                       
CONECT    7    6   19                                                       
CONECT    8    6   20                                                       
CONECT    9   13   14                                                       
CONECT   10   15   16                                                       
CONECT   11   17   18                                                       
CONECT   12    1    2   13                                                  
CONECT   13    9   12   16                                                  
CONECT   14    9   15   17                                                  
CONECT   15   10   14   20                                                  
CONECT   16   10   13   21                                                  
CONECT   17   11   14   22                                                  
CONECT   18   11   19   20                                                  
CONECT   19    3    4    7   18                                             
CONECT   20    5    8   15   18                                             
CONECT   21   16                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038702
HETATM    1  C1  UNL     1       5.248   1.084   0.444  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.477  -0.179   0.660  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.053  -1.469   0.305  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.074  -0.018   0.287  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.128   0.474   1.161  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.788   0.572   0.874  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.344   0.161  -0.360  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.279  -0.344  -1.270  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.614  -0.435  -0.964  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.571  -0.938  -1.859  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.070   0.241  -0.834  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.947   1.232  -2.024  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.385  -1.057  -1.499  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.878  -1.172  -1.756  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.492  -1.246  -0.397  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.298  -0.007   0.406  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.531   0.862   0.162  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.441  -0.467   1.861  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.036   0.732   0.157  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.458   1.135   1.474  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.201   1.074   1.810  1.00  0.00           C  
HETATM   22  O2  UNL     1       0.276   1.479   3.060  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.913   0.964  -0.489  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.501   1.885   0.155  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.837   1.430   1.274  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.424  -0.202   1.850  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.488  -1.637  -0.672  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.260  -2.278   0.468  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.808  -1.750   1.115  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.449   0.813   2.137  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.011  -0.671  -2.276  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.253  -1.197  -2.763  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.735   2.206  -1.504  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.126   0.964  -2.685  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.935   1.244  -2.484  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.924  -1.144  -2.503  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.080  -1.930  -0.895  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.057  -2.154  -2.251  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.237  -0.313  -2.314  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.936  -2.067   0.150  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.537  -1.550  -0.401  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.356   0.614   0.869  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.214   1.929   0.349  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.859   0.817  -0.892  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.693   0.354   2.551  1.00  0.00           H  
HETATM   46  H24 UNL     1      -4.282  -1.227   1.856  1.00  0.00           H  
HETATM   47  H25 UNL     1      -2.538  -1.030   2.079  1.00  0.00           H  
HETATM   48  H26 UNL     1      -2.378   1.758  -0.231  1.00  0.00           H  
HETATM   49  H27 UNL     1      -2.140   1.521   2.253  1.00  0.00           H  
HETATM   50  H28 UNL     1       0.968   0.936   3.554  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5    5    9
CONECT    5    6   30
CONECT    6    7    7   21
CONECT    7    8   11
CONECT    8    9    9   31
CONECT    9   10
CONECT   10   32
CONECT   11   12   13   19
CONECT   12   33   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   18   19
CONECT   17   42   43   44
CONECT   18   45   46   47
CONECT   19   20   48
CONECT   20   21   21   49
CONECT   21   22
CONECT   22   50
END

HMDB0038702
     RDKit          3D
Trilobinol
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.2478    1.0839    0.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771   -0.1787    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -1.4689    0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0737   -0.0175    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279    0.4739    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884    0.5716    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.1611   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -0.3439   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6138   -0.4348   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.9382   -1.8585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2410   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    1.2321   -2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3848   -1.0571   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777   -1.1719   -1.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918   -1.2461   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2984   -0.0068    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5314    0.8615    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4408   -0.4668    1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364    0.7323    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581    1.1346    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014    1.0745    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762    1.4786    3.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129    0.9642   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    1.8850    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372    1.4296    1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.2025    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.6366   -0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2603   -2.2776    0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.7496    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    0.8133    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -0.6713   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -1.1968   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    2.2057   -1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1260    0.9642   -2.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9352    1.2440   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9236   -1.1440   -2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798   -1.9301   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569   -2.1539   -2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2374   -0.3130   -2.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358   -2.0671    0.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -1.5501   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3563    0.6139    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142    1.9292    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587    0.8174   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934    0.3542    2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823   -1.2267    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376   -1.0302    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.7575   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    1.5205    2.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9679    0.9362    3.5541 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
 21 22  1  0
  9  4  1  0
 19 11  1  0
 21  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,8,11,13-Abietatetraene-7,12-diol	HMDB

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.4351

Monoisotopic Molecular Weight

300.20893014

IUPAC Name

4b,8,8-trimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a-hexahydrophenanthrene-3,10-diol

Traditional Name

2-isopropyl-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthrene-3,10-diol

CAS Registry Number

128741-28-6

SMILES

CC(C)C1=C(O)C=C2C(=C1)C(O)=CC1C(C)(C)CCCC21C

InChI Identifier

InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-12,18,21-22H,6-8H2,1-5H3

InChI Key

UIJOYOSDYSTACV-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
1-naphthol
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Enol
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: HMDB0038702)
Cell membrane (HMDB: HMDB0038702)

Cellular substructure

Extracellular (HMDB: HMDB0038702)
Membrane (HMDB: HMDB0038702)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038702)

Source

Endogenous

Endogenous (HMDB: HMDB0038702)

Plant

Plant (HMDB: HMDB0038702)

Animal

Animal (HMDB: HMDB0038702)

Exogenous

Food

Food (HMDB: HMDB0038702)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038702)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038702)

Cellular process

Cell signaling (HMDB: HMDB0038702)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038702)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038702)

Nutrient

Nutrient (HMDB: HMDB0038702)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038702)

Emulsifier (HMDB: HMDB0038702)

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	0.25 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	0.011 g/L	ALOGPS
logP	5.75	ALOGPS
logP	5.22	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.72 m³·mol⁻¹	ChemAxon
Polarizability	35.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	204.284	30932474
DeepCCS	[M+Na]+	179.512	30932474
AllCCS	[M+H]+	172.5	32859911
AllCCS	[M+H-H2O]+	169.2	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.4	32859911
AllCCS	[M-H]-	183.9	32859911
AllCCS	[M+Na-2H]-	184.1	32859911
AllCCS	[M+HCOO]-	184.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trilobinol	CC(C)C1=C(O)C=C2C(=C1)C(O)=CC1C(C)(C)CCCC21C	3439.0	Standard polar	33892256
Trilobinol	CC(C)C1=C(O)C=C2C(=C1)C(O)=CC1C(C)(C)CCCC21C	2377.2	Standard non polar	33892256
Trilobinol	CC(C)C1=C(O)C=C2C(=C1)C(O)=CC1C(C)(C)CCCC21C	2547.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trilobinol,1TMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C)C1(C)CCCC(C)(C)C1C=C2O	2482.8	Semi standard non polar	33892256
Trilobinol,1TMS,isomer #2	CC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1C=C2O[Si](C)(C)C	2458.2	Semi standard non polar	33892256
Trilobinol,2TMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C)C1(C)CCCC(C)(C)C1C=C2O[Si](C)(C)C	2453.2	Semi standard non polar	33892256
Trilobinol,1TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)CCCC(C)(C)C1C=C2O	2732.2	Semi standard non polar	33892256
Trilobinol,1TBDMS,isomer #2	CC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1C=C2O[Si](C)(C)C(C)(C)C	2701.6	Semi standard non polar	33892256
Trilobinol,2TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)CCCC(C)(C)C1C=C2O[Si](C)(C)C(C)(C)C	2933.0	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 - Trilobinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-0090000000-75841682c52c66539a76	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trilobinol GC-MS (2 TMS) - 70eV, Positive	splash10-004i-1004900000-5e45cda4ad4701241578	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trilobinol 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 - Trilobinol 10V, Positive-QTOF	splash10-0udi-0029000000-53bfeb9f0120aab5392a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 20V, Positive-QTOF	splash10-0pb9-2493000000-a54767e095961fd34a47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 40V, Positive-QTOF	splash10-0910-9860000000-778482e87332458d1416	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 10V, Negative-QTOF	splash10-0002-0090000000-2f7d9a7226bd83d5981a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 20V, Negative-QTOF	splash10-0002-0090000000-0c4c6123636f745c79a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 40V, Negative-QTOF	splash10-053r-0190000000-b6996f5c8892ca8ed0e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 10V, Positive-QTOF	splash10-0udi-0029000000-09d4151b21dc9c256c75	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 20V, Positive-QTOF	splash10-0gb9-0092000000-fd3700e97fb3e70e3f3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 40V, Positive-QTOF	splash10-05mp-9780000000-c16a810d5a436f90456c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 10V, Negative-QTOF	splash10-0002-0090000000-344a11f406f20d02412c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 20V, Negative-QTOF	splash10-0002-0090000000-76ed8c84f0803e501a7f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trilobinol 40V, Negative-QTOF	splash10-00o0-0090000000-81b4bb3b3e38c7ee38ef	2021-09-23	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

FDB018107

KNApSAcK ID

C00054819

Chemspider ID

35014645

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752437

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1870641

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 Trilobinol (HMDB0038702)

MOL for HMDB0038702 (Trilobinol)

3D MOL for HMDB0038702 (Trilobinol)

3D SDF for HMDB0038702 (Trilobinol)

3D-SDF for HMDB0038702 (Trilobinol)

PDB for HMDB0038702 (Trilobinol)

3D PDB for HMDB0038702 (Trilobinol)

SMILES for HMDB0038702 (Trilobinol)

INCHI for HMDB0038702 (Trilobinol)

Structure for HMDB0038702 (Trilobinol)

3D Structure for HMDB0038702 (Trilobinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra