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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:57:40 UTC

Update Date

2021-09-23 03:57:40 UTC

HMDB ID

HMDB0301955

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Arctiol

Description

Arctiol is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton. Arctiol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Arctiol can be found in burdock, which makes arctiol a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301955
     RDKit          3D
Arctiol
 45 46  0  0  0  0  0  0  0  0999 V2000
    1.7030    1.9855    1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986    1.2296    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.0102    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236   -0.4481    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865   -0.9411   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.8940   -0.2017 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3673   -1.6831    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422   -1.3955   -1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -1.1708   -0.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6740   -1.6899   -1.9708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.2770   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6299    0.4605   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6266   -0.0880   -1.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    1.9466   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1737    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893    0.8741    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1361    0.5786   -0.0136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3714    2.4897    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182    2.1263    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    1.3172    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    1.6535   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -0.4852   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324   -0.9985    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -1.9417   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099   -0.1931   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -2.4972    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239   -1.0583    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.1815    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -2.4610   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.8075   -2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.7697   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -2.6678   -2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124    0.8322   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    0.4613   -1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0483   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1749   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9551    2.4365   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665    2.4231    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.9731    0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    0.5996    1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -0.7868    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -0.8419    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5816    0.5928    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    2.0021    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    1.0314   -1.0320 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  1
 10 32  1  0
 11 33  1  6
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
M  END


  Mrv0541 02241212172D          

 18 19  0  0  0  0            999 V2000
   -4.3313    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3313   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -0.1768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6168    0.6482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9023    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9023   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879   -0.1768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1879    0.6482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3313   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.0018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7589   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7589   -1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 11  2  0  0  0  0
  5 12  1  6  0  0  0
  6 13  1  1  0  0  0
 10 14  1  6  0  0  0
  9 15  1  1  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301955

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@H]([C@@H](O)C[C@@]1(C)CCCC2=C)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O/c1-11-7-6-8-16(5)10-14(17)13(9-12(11)16)15(2,3)4/h12-14,17H,1,6-10H2,2-5H3/t12-,13-,14-,16+/m0/s1

> <INCHI_KEY>
RDBMNHJYYPKUNW-RZLSGREXSA-N

> <FORMULA>
C16H28O

> <MOLECULAR_WEIGHT>
236.3929

> <EXACT_MASS>
236.214015518

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.377401913102226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4aS,8aR)-3-tert-butyl-8a-methyl-5-methylidene-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
3.916171196000001

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.48974212173638765

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
72.67

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4aS,8aR)-3-tert-butyl-8a-methyl-5-methylidene-octahydronaphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0301955
     RDKit          3D
Arctiol
 45 46  0  0  0  0  0  0  0  0999 V2000
    1.7030    1.9855    1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986    1.2296    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.0102    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236   -0.4481    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865   -0.9411   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.8940   -0.2017 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3673   -1.6831    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422   -1.3955   -1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -1.1708   -0.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6740   -1.6899   -1.9708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.2770   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6299    0.4605   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6266   -0.0880   -1.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    1.9466   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1737    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893    0.8741    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1361    0.5786   -0.0136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3714    2.4897    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182    2.1263    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    1.3172    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    1.6535   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -0.4852   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324   -0.9985    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -1.9417   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099   -0.1931   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -2.4972    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239   -1.0583    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.1815    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -2.4610   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.8075   -2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.7697   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -2.6678   -2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124    0.8322   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    0.4613   -1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0483   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1749   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9551    2.4365   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665    2.4231    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.9731    0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    0.5996    1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -0.7868    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -0.8419    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5816    0.5928    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    2.0021    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    1.0314   -1.0320 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  1
 10 32  1  0
 11 33  1  6
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.085   1.980   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.419   1.210   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.419  -0.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.085  -1.100   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.751  -0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.751   1.210   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.418   1.980   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.418  -1.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.084  -0.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.084   1.210   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.085  -2.640   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -6.751  -1.870   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0      -6.751   2.750   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.750   1.980   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.750  -1.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.417  -0.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.750  -2.640   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.417  -1.870   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8   12                                             
CONECT    6    1    7    5   13                                             
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    7    9   14                                                  
CONECT   11    4                                                            
CONECT   12    5                                                            
CONECT   13    6                                                            
CONECT   14   10                                                            
CONECT   15    9   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0301955
HETATM    1  C1  UNL     1       1.703   1.986   1.871  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.099   1.230   0.888  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.541   1.010   0.665  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.824  -0.448   0.338  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.887  -0.941  -0.715  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.441  -0.894  -0.202  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.367  -1.683   1.059  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.542  -1.395  -1.297  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.910  -1.171  -0.934  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.674  -1.690  -1.971  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.212   0.277  -0.720  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.630   0.461  -0.248  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.627  -0.088  -1.275  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.980   1.947  -0.137  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.911  -0.174   1.076  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.289   0.874   0.315  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.136   0.579  -0.014  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.371   2.490   2.571  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.618   2.126   2.012  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.133   1.317   1.552  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.865   1.654  -0.167  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.855  -0.485  -0.069  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.732  -0.998   1.299  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.149  -1.942  -1.060  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.910  -0.193  -1.552  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.147  -2.497   1.016  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.624  -1.058   1.935  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.417  -2.182   1.243  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.689  -2.461  -1.528  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.757  -0.808  -2.201  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.122  -1.770  -0.039  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.682  -2.668  -2.005  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.112   0.832  -1.685  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.586   0.461  -1.181  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.206   0.048  -2.289  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.796  -1.175  -1.115  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.955   2.436  -1.122  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.367   2.423   0.633  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.045   1.973   0.215  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.205   0.600   1.824  1.00  0.00           H  
HETATM   41  H24 UNL     1      -2.067  -0.787   1.456  1.00  0.00           H  
HETATM   42  H25 UNL     1      -3.793  -0.842   0.994  1.00  0.00           H  
HETATM   43  H26 UNL     1      -0.582   0.593   1.326  1.00  0.00           H  
HETATM   44  H27 UNL     1      -0.378   2.002   0.270  1.00  0.00           H  
HETATM   45  H28 UNL     1       1.322   1.031  -1.032  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   17
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    8   17
CONECT    7   26   27   28
CONECT    8    9   29   30
CONECT    9   10   11   31
CONECT   10   32
CONECT   11   12   16   33
CONECT   12   13   14   15
CONECT   13   34   35   36
CONECT   14   37   38   39
CONECT   15   40   41   42
CONECT   16   17   43   44
CONECT   17   45
END

HMDB0301955
     RDKit          3D
Arctiol
 45 46  0  0  0  0  0  0  0  0999 V2000
    1.7030    1.9855    1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986    1.2296    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    1.0102    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236   -0.4481    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865   -0.9411   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -0.8940   -0.2017 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3673   -1.6831    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422   -1.3955   -1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -1.1708   -0.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6740   -1.6899   -1.9708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.2770   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6299    0.4605   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6266   -0.0880   -1.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    1.9466   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9106   -0.1737    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893    0.8741    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1361    0.5786   -0.0136 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3714    2.4897    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182    2.1263    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    1.3172    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    1.6535   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -0.4852   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324   -0.9985    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -1.9417   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099   -0.1931   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -2.4972    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239   -1.0583    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.1815    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -2.4610   -1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.8075   -2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.7697   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -2.6678   -2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124    0.8322   -1.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860    0.4613   -1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061    0.0483   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1749   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9551    2.4365   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665    2.4231    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    1.9731    0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    0.5996    1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -0.7868    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -0.8419    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5816    0.5928    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780    2.0021    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    1.0314   -1.0320 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  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  1
 10 32  1  0
 11 33  1  6
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₈O

Average Molecular Weight

236.3929

Monoisotopic Molecular Weight

236.214015518

IUPAC Name

(2S,3R,4aS,8aR)-3-tert-butyl-8a-methyl-5-methylidene-decahydronaphthalen-2-ol

Traditional Name

(2S,3R,4aS,8aR)-3-tert-butyl-8a-methyl-5-methylidene-octahydronaphthalen-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@H]([C@@H](O)C[C@@]1(C)CCCC2=C)C(C)(C)C

InChI Identifier

InChI=1S/C16H28O/c1-11-7-6-8-16(5)10-14(17)13(9-12(11)16)15(2,3)4/h12-14,17H,1,6-10H2,2-5H3/t12-,13-,14-,16+/m0/s1

InChI Key

RDBMNHJYYPKUNW-RZLSGREXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.22	ALOGPS
logP	3.92	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-0.49	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	72.67 m³·mol⁻¹	ChemAxon
Polarizability	29.38 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
AllCCS	[M+H]+	158.229	32859911
AllCCS	[M+H-H2O]+	154.705	32859911
AllCCS	[M+Na]+	162.444	32859911
AllCCS	[M+NH4]+	161.502	32859911
AllCCS	[M-H]-	165.783	32859911
AllCCS	[M+Na-2H]-	166.451	32859911
AllCCS	[M+HCOO]-	167.298	32859911
DeepCCS	[M-2H]-	194.905	30932474
DeepCCS	[M+Na]+	169.596	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 10V, Positive-QTOF	splash10-014r-0190000000-b5e8b50de2ef8217b5e4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 20V, Positive-QTOF	splash10-00kr-4980000000-ba53219397f889220086	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 40V, Positive-QTOF	splash10-0fs6-9810000000-703021cdc43610d0a954	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 10V, Negative-QTOF	splash10-000i-0090000000-869b5b8023c9a4ef6c29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 20V, Negative-QTOF	splash10-000i-0090000000-ea1142fdea0194e8f355	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 40V, Negative-QTOF	splash10-014r-2590000000-38121f58959bdeece197	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 10V, Positive-QTOF	splash10-000i-0390000000-b3655d88dcddeff53a23	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 20V, Positive-QTOF	splash10-0ab9-4920000000-d92b70dc9f2b61558cea	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 40V, Positive-QTOF	splash10-0a4i-9500000000-07973f5d10b5786ffd60	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 10V, Negative-QTOF	splash10-000i-0090000000-48ed6ce5150f09d5abc8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 20V, Negative-QTOF	splash10-000i-0090000000-c255b22caa86ef0d80c4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arctiol 40V, Negative-QTOF	splash10-001i-0090000000-b3c458fb2c58418092c7	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001675

KNApSAcK ID

Not Available

Chemspider ID

59696222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Arctiol (HMDB0301955)

MOL for HMDB0301955 (Arctiol)

3D MOL for HMDB0301955 (Arctiol)

3D SDF for HMDB0301955 (Arctiol)

3D-SDF for HMDB0301955 (Arctiol)

PDB for HMDB0301955 (Arctiol)

3D PDB for HMDB0301955 (Arctiol)

SMILES for HMDB0301955 (Arctiol)

INCHI for HMDB0301955 (Arctiol)

Structure for HMDB0301955 (Arctiol)

3D Structure for HMDB0301955 (Arctiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra