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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:23:36 UTC

Update Date

2022-03-07 02:56:44 UTC

HMDB ID

HMDB0040807

Secondary Accession Numbers

HMDB40807

Metabolite Identification

Common Name

Caffeoylcycloartenol

Description

Caffeoylcycloartenol belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety. Based on a literature review a small amount of articles have been published on Caffeoylcycloartenol.

Structure

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


  Mrv0541 02241210222D          

 43 48  0  0  0  0            999 V2000
    1.7122    3.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    2.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    3.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    2.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    2.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    1.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2310    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6606    0.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    0.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    0.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    1.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648    3.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4105    2.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944    2.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4105    1.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4717    3.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546    3.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519    3.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7017   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216    2.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4347    2.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2320    3.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -1.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6606   -0.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3740   -1.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8023   -4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023   -1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -2.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2320   -3.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 27  1  0  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
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 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 30  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
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 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
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 36 40  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 42  2  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

HMDB0040807
     RDKit          3D
Caffeoylcycloartenol
 99104  0  0  0  0  0  0  0  0999 V2000
   10.6290   -0.5899   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601    0.3500   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241210222D          

 43 48  0  0  0  0            999 V2000
    1.7122    3.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    2.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0040807

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC=C(C)C)C1CCC2(C)C3CCC4C5(CC35CCC12C)CCC(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C39H56O4/c1-25(2)9-8-10-26(3)28-17-19-37(7)32-15-14-31-35(4,5)33(18-20-38(31)24-39(32,38)22-21-36(28,37)6)43-34(42)16-12-27-11-13-29(40)30(41)23-27/h9,11-13,16,23,26,28,31-33,40-41H,8,10,14-15,17-22,24H2,1-7H3/b16-12+

> <INCHI_KEY>
QKNCKSQAXGWPIK-FOWTUZBSSA-N

> <FORMULA>
C39H56O4

> <MOLECULAR_WEIGHT>
588.8595

> <EXACT_MASS>
588.41786028

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
72.52071424826933

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
7.95

> <JCHEM_LOGP>
9.974422454000003

> <ALOGPS_LOGS>
-7.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.612464945859692

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208619942588344

> <JCHEM_PKA_STRONGEST_BASIC>
-6.2837608275852554

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
175.5627

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.86e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040807
     RDKit          3D
Caffeoylcycloartenol
 99104  0  0  0  0  0  0  0  0999 V2000
   10.6290   -0.5899   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601    0.3500   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8918    1.7998   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -0.0721   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2686    0.9029    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919    1.1011   -0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -0.0062   -1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 45  1  0
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  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  6 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  8 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 13 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 15 68  1  0
 15 69  1  0
 16 70  1  0
 16 71  1  0
 17 72  1  0
 19 73  1  0
 19 74  1  0
 19 75  1  0
 20 76  1  0
 20 77  1  0
 20 78  1  0
 21 79  1  0
 25 80  1  0
 26 81  1  0
 28 82  1  0
 29 83  1  0
 31 84  1  0
 33 85  1  0
 34 86  1  0
 35 87  1  0
 35 88  1  0
 36 89  1  0
 36 90  1  0
 38 91  1  0
 38 92  1  0
 40 93  1  0
 40 94  1  0
 41 95  1  0
 41 96  1  0
 43 97  1  0
 43 98  1  0
 43 99  1  0
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       3.196   6.561   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.034   5.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.703   5.799   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.368   5.029   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.368   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.966   4.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.966   2.720   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.298   3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.632   2.720   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.632   1.180   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.966   0.411   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.966   1.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.368   0.411   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.703   1.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.703   2.720   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.886   8.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.974   6.969   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.500   5.504   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.403   4.260   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.500   3.012   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.034   3.490   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.196   1.958   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.481   7.290   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.569   6.200   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.057   6.600   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.288  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.298   0.411   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.310  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.747   4.023   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.145   5.509   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.633   5.909   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.632  -1.899   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.966  -1.129   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.298  -1.899   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.298  -3.438   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.632  -4.208   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.632  -5.748   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.964  -6.518   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -8.964  -8.057   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -8.964  -3.438   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.299  -4.208   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.299  -5.748   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -11.633  -6.518   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18   21                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   15                                             
CONECT    6    5    7                                                       
CONECT    7    5    6    8   12                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   33                                                       
CONECT   12    7   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    5   14   21                                                  
CONECT   16   17                                                            
CONECT   17   16   18   23                                                  
CONECT   18    2   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21    2   15   20   22                                             
CONECT   22   21                                                            
CONECT   23   17   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   30                                                       
CONECT   26   27                                                            
CONECT   27   10   12   26   28                                             
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30   25   29   31                                                  
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33   11   32   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   40                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   42                                                  
CONECT   39   38                                                            
CONECT   40   36   41                                                       
CONECT   41   40   42                                                       
CONECT   42   38   41   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

COMPND    HMDB0040807
HETATM    1  C1  UNL     1      10.629  -0.590  -0.862  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.560   0.350  -0.473  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.892   1.800  -0.367  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.294  -0.072  -0.212  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.269   0.903   0.171  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.192   1.101  -0.810  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.293  -0.006  -1.200  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.104  -1.111  -1.864  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.373  -0.569  -0.175  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.594  -1.744  -0.783  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.349  -1.163  -1.308  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.195   0.249  -0.712  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.332   1.217  -1.827  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.740   0.267  -0.278  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.246   1.641   0.150  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.974   1.548   1.062  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.698   0.306   0.657  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.937  -0.050   1.434  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.828   1.184   1.460  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.630  -0.396   2.872  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.586  -1.199   0.732  1.00  0.00           C  
HETATM   22  O1  UNL     1      -4.859  -0.711   0.267  1.00  0.00           O  
HETATM   23  C22 UNL     1      -6.055  -1.137   0.761  1.00  0.00           C  
HETATM   24  O2  UNL     1      -6.025  -2.004   1.670  1.00  0.00           O  
HETATM   25  C23 UNL     1      -7.299  -0.588   0.232  1.00  0.00           C  
HETATM   26  C24 UNL     1      -8.485  -0.945   0.654  1.00  0.00           C  
HETATM   27  C25 UNL     1      -9.755  -0.430   0.162  1.00  0.00           C  
HETATM   28  C26 UNL     1     -10.957  -0.882   0.682  1.00  0.00           C  
HETATM   29  C27 UNL     1     -12.174  -0.415   0.238  1.00  0.00           C  
HETATM   30  C28 UNL     1     -12.240   0.531  -0.751  1.00  0.00           C  
HETATM   31  O3  UNL     1     -13.456   0.997  -1.194  1.00  0.00           O  
HETATM   32  C29 UNL     1     -11.083   1.001  -1.289  1.00  0.00           C  
HETATM   33  O4  UNL     1     -11.040   1.967  -2.305  1.00  0.00           O  
HETATM   34  C30 UNL     1      -9.867   0.524  -0.835  1.00  0.00           C  
HETATM   35  C31 UNL     1      -2.935  -1.855  -0.396  1.00  0.00           C  
HETATM   36  C32 UNL     1      -1.499  -1.546  -0.724  1.00  0.00           C  
HETATM   37  C33 UNL     1      -0.939  -0.920   0.551  1.00  0.00           C  
HETATM   38  C34 UNL     1      -0.185  -1.812   1.247  1.00  0.00           C  
HETATM   39  C35 UNL     1       0.471  -0.658   0.806  1.00  0.00           C  
HETATM   40  C36 UNL     1       1.299  -0.106   1.869  1.00  0.00           C  
HETATM   41  C37 UNL     1       2.720  -0.552   1.562  1.00  0.00           C  
HETATM   42  C38 UNL     1       3.227   0.252   0.336  1.00  0.00           C  
HETATM   43  C39 UNL     1       3.669   1.542   0.874  1.00  0.00           C  
HETATM   44  H1  UNL     1      10.988  -0.287  -1.876  1.00  0.00           H  
HETATM   45  H2  UNL     1      10.283  -1.648  -0.849  1.00  0.00           H  
HETATM   46  H3  UNL     1      11.509  -0.438  -0.186  1.00  0.00           H  
HETATM   47  H4  UNL     1       9.191   2.401  -1.017  1.00  0.00           H  
HETATM   48  H5  UNL     1      10.898   1.996  -0.779  1.00  0.00           H  
HETATM   49  H6  UNL     1       9.810   2.107   0.698  1.00  0.00           H  
HETATM   50  H7  UNL     1       8.181  -1.143  -0.285  1.00  0.00           H  
HETATM   51  H8  UNL     1       6.802   0.528   1.132  1.00  0.00           H  
HETATM   52  H9  UNL     1       7.805   1.873   0.399  1.00  0.00           H  
HETATM   53  H10 UNL     1       5.682   2.106  -0.709  1.00  0.00           H  
HETATM   54  H11 UNL     1       6.794   1.351  -1.803  1.00  0.00           H  
HETATM   55  H12 UNL     1       4.704   0.415  -2.082  1.00  0.00           H  
HETATM   56  H13 UNL     1       6.304  -1.968  -1.228  1.00  0.00           H  
HETATM   57  H14 UNL     1       5.610  -1.427  -2.832  1.00  0.00           H  
HETATM   58  H15 UNL     1       7.051  -0.662  -2.206  1.00  0.00           H  
HETATM   59  H16 UNL     1       4.944  -0.996   0.670  1.00  0.00           H  
HETATM   60  H17 UNL     1       3.511  -2.605  -0.101  1.00  0.00           H  
HETATM   61  H18 UNL     1       4.161  -2.163  -1.668  1.00  0.00           H  
HETATM   62  H19 UNL     1       1.521  -1.837  -1.036  1.00  0.00           H  
HETATM   63  H20 UNL     1       2.308  -1.114  -2.432  1.00  0.00           H  
HETATM   64  H21 UNL     1       3.041   2.045  -1.683  1.00  0.00           H  
HETATM   65  H22 UNL     1       2.493   0.685  -2.814  1.00  0.00           H  
HETATM   66  H23 UNL     1       1.354   1.753  -2.035  1.00  0.00           H  
HETATM   67  H24 UNL     1       0.239   0.052  -1.274  1.00  0.00           H  
HETATM   68  H25 UNL     1      -0.111   2.201  -0.775  1.00  0.00           H  
HETATM   69  H26 UNL     1       1.033   2.305   0.530  1.00  0.00           H  
HETATM   70  H27 UNL     1      -0.811   1.666   2.119  1.00  0.00           H  
HETATM   71  H28 UNL     1      -1.605   2.460   0.811  1.00  0.00           H  
HETATM   72  H29 UNL     1      -2.144   0.644  -0.337  1.00  0.00           H  
HETATM   73  H30 UNL     1      -3.386   2.012   2.003  1.00  0.00           H  
HETATM   74  H31 UNL     1      -4.865   0.925   1.808  1.00  0.00           H  
HETATM   75  H32 UNL     1      -3.972   1.509   0.392  1.00  0.00           H  
HETATM   76  H33 UNL     1      -2.704  -1.487   3.065  1.00  0.00           H  
HETATM   77  H34 UNL     1      -1.659   0.026   3.191  1.00  0.00           H  
HETATM   78  H35 UNL     1      -3.410   0.067   3.505  1.00  0.00           H  
HETATM   79  H36 UNL     1      -3.869  -1.949   1.532  1.00  0.00           H  
HETATM   80  H37 UNL     1      -7.232   0.151  -0.547  1.00  0.00           H  
HETATM   81  H38 UNL     1      -8.517  -1.689   1.437  1.00  0.00           H  
HETATM   82  H39 UNL     1     -10.989  -1.633   1.471  1.00  0.00           H  
HETATM   83  H40 UNL     1     -13.120  -0.772   0.650  1.00  0.00           H  
HETATM   84  H41 UNL     1     -13.606   1.686  -1.912  1.00  0.00           H  
HETATM   85  H42 UNL     1     -11.870   2.380  -2.707  1.00  0.00           H  
HETATM   86  H43 UNL     1      -8.958   0.907  -1.272  1.00  0.00           H  
HETATM   87  H44 UNL     1      -2.933  -2.975  -0.203  1.00  0.00           H  
HETATM   88  H45 UNL     1      -3.559  -1.806  -1.344  1.00  0.00           H  
HETATM   89  H46 UNL     1      -1.568  -0.787  -1.559  1.00  0.00           H  
HETATM   90  H47 UNL     1      -0.936  -2.374  -1.122  1.00  0.00           H  
HETATM   91  H48 UNL     1      -0.475  -1.978   2.331  1.00  0.00           H  
HETATM   92  H49 UNL     1       0.179  -2.802   0.865  1.00  0.00           H  
HETATM   93  H50 UNL     1       1.124  -0.479   2.922  1.00  0.00           H  
HETATM   94  H51 UNL     1       1.383   0.964   1.986  1.00  0.00           H  
HETATM   95  H52 UNL     1       2.731  -1.621   1.405  1.00  0.00           H  
HETATM   96  H53 UNL     1       3.329  -0.234   2.454  1.00  0.00           H  
HETATM   97  H54 UNL     1       3.618   2.413   0.224  1.00  0.00           H  
HETATM   98  H55 UNL     1       3.093   1.881   1.794  1.00  0.00           H  
HETATM   99  H56 UNL     1       4.689   1.451   1.281  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3    4    4
CONECT    3   47   48   49
CONECT    4    5   50
CONECT    5    6   51   52
CONECT    6    7   53   54
CONECT    7    8    9   55
CONECT    8   56   57   58
CONECT    9   10   42   59
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   14   42
CONECT   13   64   65   66
CONECT   14   15   39   67
CONECT   15   16   68   69
CONECT   16   17   70   71
CONECT   17   18   37   72
CONECT   18   19   20   21
CONECT   19   73   74   75
CONECT   20   76   77   78
CONECT   21   22   35   79
CONECT   22   23
CONECT   23   24   24   25
CONECT   25   26   26   80
CONECT   26   27   81
CONECT   27   28   28   34
CONECT   28   29   82
CONECT   29   30   30   83
CONECT   30   31   32
CONECT   31   84
CONECT   32   33   34   34
CONECT   33   85
CONECT   34   86
CONECT   35   36   87   88
CONECT   36   37   89   90
CONECT   37   38   39
CONECT   38   39   91   92
CONECT   39   40
CONECT   40   41   93   94
CONECT   41   42   95   96
CONECT   42   43
CONECT   43   97   98   99
END

HMDB0040807
     RDKit          3D
Caffeoylcycloartenol
 99104  0  0  0  0  0  0  0  0999 V2000
   10.6290   -0.5899   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601    0.3500   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8918    1.7998   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -0.0721   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2686    0.9029    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919    1.1011   -0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -0.0062   -1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1044   -1.1108   -1.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729   -0.5694   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5942   -1.7442   -0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486   -1.1629   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952    0.2487   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.2167   -1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396    0.2673   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.6412    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.5480    1.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6985    0.3055    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371   -0.0505    1.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8277    1.1838    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299   -0.3965    2.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -1.1986    0.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8587   -0.7106    0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -1.1368    0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0253   -2.0043    1.6703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2985   -0.5880    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4852   -0.9454    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7551   -0.4303    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9568   -0.8820    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1741   -0.4150    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2403    0.5305   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4560    0.9974   -1.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0829    1.0007   -1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0404    1.9675   -2.3047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8674    0.5240   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9349   -1.8554   -0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -1.5462   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -0.9203    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -1.8121    1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -0.6581    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2986   -0.1056    1.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205   -0.5519    1.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267    0.2522    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687    1.5424    0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9880   -0.2874   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2825   -1.6485   -0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5088   -0.4384   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1905    2.4008   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8979    1.9957   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8100    2.1071    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1813   -1.1434   -0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8024    0.5281    1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8048    1.8731    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    2.1065   -0.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939    1.3509   -1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041    0.4146   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3044   -1.9682   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095   -1.4270   -2.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0507   -0.6620   -2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.9964    0.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -2.6052   -0.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612   -2.1626   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212   -1.8375   -1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077   -1.1143   -2.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0414    2.0447   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.6846   -2.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    1.7525   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2387    0.0522   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113    2.2012   -0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326    2.3048    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106    1.6663    2.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051    2.4602    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.6438   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3858    2.0119    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.9246    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9723    1.5091    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   -1.4869    3.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    0.0255    3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096    0.0670    3.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.9492    1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2319    0.1512   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5172   -1.6891    1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9893   -1.6326    1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1201   -0.7717    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6064    1.6862   -1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8702    2.3803   -2.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9581    0.9069   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -2.9752   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -1.8057   -1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678   -0.7869   -1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363   -2.3740   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748   -1.9782    2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788   -2.8024    0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238   -0.4786    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3827    0.9645    1.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307   -1.6205    1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287   -0.2345    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.4134    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926    1.8812    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886    1.4508    1.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,7,12,16-Tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	HMDB

Chemical Formula

C₃₉H₅₆O₄

Average Molecular Weight

588.8595

Monoisotopic Molecular Weight

588.41786028

IUPAC Name

7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

75884-34-3

SMILES

CC(CCC=C(C)C)C1CCC2(C)C3CCC4C5(CC35CCC12C)CCC(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C4(C)C

InChI Identifier

InChI=1S/C39H56O4/c1-25(2)9-8-10-26(3)28-17-19-37(7)32-15-14-31-35(4,5)33(18-20-38(31)24-39(32,38)22-21-36(28,37)6)43-34(42)16-12-27-11-13-29(40)30(41)23-27/h9,11-13,16,23,26,28,31-33,40-41H,8,10,14-15,17-22,24H2,1-7H3/b16-12+

InChI Key

QKNCKSQAXGWPIK-FOWTUZBSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
Cycloartane-skeleton
9b,19-cyclo-lanostane-skeleton
Triterpenoid
Steroid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Catechol
Styrene
Fatty acid ester
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0040807)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0040807)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040807)

Source

Endogenous

Endogenous (HMDB: HMDB0040807)

Plant

Poaceae (HMDB: HMDB0040807)

Animal

Animal (HMDB: HMDB0040807)

Exogenous

Food

Food (HMDB: HMDB0040807)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0040807)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040807)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040807)

Lipid metabolism pathway (HMDB: HMDB0040807)

Cellular process

Cell signaling (HMDB: HMDB0040807)

Biochemical process

Lipid transport (HMDB: HMDB0040807)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040807)

Molecular messenger

Signaling molecule (HMDB: HMDB0040807)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040807)

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
Water Solubility	4.9e-05 g/L	ALOGPS
logP	7.95	ALOGPS
logP	9.97	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	175.56 m³·mol⁻¹	ChemAxon
Polarizability	72.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	276.999	30932474
DeepCCS	[M+Na]+	252.787	30932474
AllCCS	[M+H]+	254.6	32859911
AllCCS	[M+H-H2O]+	253.6	32859911
AllCCS	[M+NH4]+	255.5	32859911
AllCCS	[M+Na]+	255.8	32859911
AllCCS	[M-H]-	233.4	32859911
AllCCS	[M+Na-2H]-	236.9	32859911
AllCCS	[M+HCOO]-	240.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.44 minutes	32390414
Predicted by Siyang on May 30, 2022	28.0704 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.36 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4102.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	614.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	344.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	232.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	960.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1350.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1284.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	111.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2416.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	875.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2149.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	867.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	719.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	295.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	562.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Caffeoylcycloartenol	CC(CCC=C(C)C)C1CCC2(C)C3CCC4C5(CC35CCC12C)CCC(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C4(C)C	4548.1	Standard polar	33892256
Caffeoylcycloartenol	CC(CCC=C(C)C)C1CCC2(C)C3CCC4C5(CC35CCC12C)CCC(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C4(C)C	4529.3	Standard non polar	33892256
Caffeoylcycloartenol	CC(CCC=C(C)C)C1CCC2(C)C3CCC4C5(CC35CCC12C)CCC(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C4(C)C	4953.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Caffeoylcycloartenol,1TMS,isomer #1	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O)C(O[Si](C)(C)C)=C5)CCC45CC35CCC12C	4861.8	Semi standard non polar	33892256
Caffeoylcycloartenol,1TMS,isomer #2	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O[Si](C)(C)C)C(O)=C5)CCC45CC35CCC12C	4873.8	Semi standard non polar	33892256
Caffeoylcycloartenol,2TMS,isomer #1	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C5)CCC45CC35CCC12C	4877.7	Semi standard non polar	33892256
Caffeoylcycloartenol,1TBDMS,isomer #1	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C5)CCC45CC35CCC12C	5094.3	Semi standard non polar	33892256
Caffeoylcycloartenol,1TBDMS,isomer #2	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C5)CCC45CC35CCC12C	5097.9	Semi standard non polar	33892256
Caffeoylcycloartenol,2TBDMS,isomer #1	CC(C)=CCCC(C)C1CCC2(C)C3CCC4C(C)(C)C(OC(=O)/C=C/C5=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C5)CCC45CC35CCC12C	5303.1	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 - Caffeoylcycloartenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-074r-4412390000-f325d7595ff3855eef3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (1 TMS) - 70eV, Positive	splash10-0002-4041219000-b5b537a4c4d380deb0cf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS ("Caffeoylcycloartenol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caffeoylcycloartenol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - Caffeoylcycloartenol 10V, Positive-QTOF	splash10-01w0-0600590000-c5e92fad5c235e1255b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 20V, Positive-QTOF	splash10-076r-2903520000-15f7f36dbcb4b1e0618d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 40V, Positive-QTOF	splash10-01ba-2309110000-deaa45511b059ec6e6ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 10V, Negative-QTOF	splash10-000i-0200490000-73afbd5a50c9261f4a5c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 20V, Negative-QTOF	splash10-004i-0600930000-33c23fd4ab55e56827a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 40V, Negative-QTOF	splash10-0bvi-1503910000-72beb0e86793b2f26048	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 10V, Positive-QTOF	splash10-0a5j-9112130000-b85ec9b6b0eba530760d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 20V, Positive-QTOF	splash10-0a59-9000010000-b487eace5ce4684bf533	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 40V, Positive-QTOF	splash10-0f72-4892110000-c95a372c33f84de1b187	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 10V, Negative-QTOF	splash10-000i-0000090000-f17e6bb519336edc101f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 20V, Negative-QTOF	splash10-000i-0800190000-11c694847ba47fd06b88	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caffeoylcycloartenol 40V, Negative-QTOF	splash10-001u-3900110000-f7c23306e68e6a564731	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB020623

KNApSAcK ID

Not Available

Chemspider ID

74886488

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14156424

PDB ID

Not Available

ChEBI ID

172136

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1886551

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 Caffeoylcycloartenol (HMDB0040807)

MOL for HMDB0040807 (Caffeoylcycloartenol)

3D MOL for HMDB0040807 (Caffeoylcycloartenol)

3D SDF for HMDB0040807 (Caffeoylcycloartenol)

3D-SDF for HMDB0040807 (Caffeoylcycloartenol)

PDB for HMDB0040807 (Caffeoylcycloartenol)

3D PDB for HMDB0040807 (Caffeoylcycloartenol)

SMILES for HMDB0040807 (Caffeoylcycloartenol)

INCHI for HMDB0040807 (Caffeoylcycloartenol)

Structure for HMDB0040807 (Caffeoylcycloartenol)

3D Structure for HMDB0040807 (Caffeoylcycloartenol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra