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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:58:20 UTC

Update Date

2022-03-07 02:54:20 UTC

HMDB ID

HMDB0035033

Secondary Accession Numbers

HMDB35033

Metabolite Identification

Common Name

3beta-20(29)-Lupene-3,27-diol

Description

Dehydrocyanaropicrin belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Dehydrocyanaropicrin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061308122D          

 32 36  0  0  0  0            999 V2000
   -0.1912    3.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    3.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693    0.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428   -0.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460    0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    2.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0206    2.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3202    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9771   -0.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467    1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
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 27  5  1  0  0  0  0
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 29  7  1  0  0  0  0
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 29 23  1  0  0  0  0
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 30 21  1  0  0  0  0
 30 29  1  0  0  0  0
 31 18  1  0  0  0  0
 32 24  1  0  0  0  0
M  END

HMDB0035033
     RDKit          3D
3beta-20(29)-Lupene-3,27-diol
 82 86  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 05061308122D          

 32 36  0  0  0  0            999 V2000
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 27 25  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29  7  1  0  0  0  0
 29 15  1  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 18  1  0  0  0  0
 30 21  1  0  0  0  0
 30 29  1  0  0  0  0
 31 18  1  0  0  0  0
 32 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035033

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-19(2)20-10-13-27(5)16-17-30(18-31)21(25(20)27)8-9-23-28(6)14-12-24(32)26(3,4)22(28)11-15-29(23,30)7/h20-25,31-32H,1,8-18H2,2-7H3

> <INCHI_KEY>
XHOGEOQSRLNKKB-UHFFFAOYSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.7168

> <EXACT_MASS>
442.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.593083489460085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
6.167275324333334

> <ALOGPS_LOGS>
-6.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.660972720626912

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.4894333901713

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4949578422018014

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
132.68299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035033
     RDKit          3D
3beta-20(29)-Lupene-3,27-diol
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.8470    1.5143    3.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0572    0.5205    2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2264   -0.8432    2.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1530    0.7642    0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4322    0.0435    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9533   -0.9161   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    0.0119   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5975    1.1399   -1.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.6399   -2.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -0.2799   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9241    0.6884   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818    2.1151   -1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    3.0727   -0.7382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063    0.4818    0.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -0.4733    1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.1958    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164   -0.6970   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -1.0813   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9900   -1.6201   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -2.2148    0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -2.5191    1.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9657   -1.4394    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8842   -1.6849   -0.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -0.0416    0.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4589    0.7507    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094    0.6276    2.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483    0.1135    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.2334   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    1.5985   -0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730    0.4248   -1.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    0.1883   -2.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220    0.0860   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193    2.5217    2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7860    1.3859    4.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2567   -0.8713    3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -0.9330    3.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.6413    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    1.8518    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1636    0.7527   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8345   -0.5207    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524   -1.8229   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6999   -1.0328   -1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871    2.1089   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    1.3598   -2.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6570    0.9856   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2990   -0.5224   -3.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0244   -1.7559   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2443   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767    0.1647   -3.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    2.4211   -2.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    2.3037   -2.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    3.7864   -0.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921    1.4757    0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456   -1.4967    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832   -0.3793    1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509    0.8794    1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -0.7806    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3503   -1.6406   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847   -0.9777   -1.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590   -2.5905   -1.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2593   -1.9963   -2.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -3.1172    0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -2.1585    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249   -3.3867    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0390   -2.9775    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594   -1.4779    1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5241   -2.4068    0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4077    1.8340    0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4744    0.4738   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    0.4222    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671    1.6784    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6708    0.6403    2.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9419    0.1073    3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329    0.4022    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689    1.0006   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    2.1432   -0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793    2.3221   -1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0301    2.2380    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    0.3448   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -0.6777   -3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289    1.0675   -3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795   -0.9917    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 14 32  1  0
 32  4  1  0
 32  7  1  0
 30 11  1  0
 30 17  1  0
 27 18  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  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      -0.357   6.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.244   6.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.329   0.949   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.600  -0.015   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.273   0.406   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.851   4.212   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.409   0.034   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.772   4.258   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.312   4.235   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.987   3.515   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.560   0.199   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.931   4.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.850   1.981   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.391   4.188   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.021   0.223   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.401   0.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.941   0.270   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.481   0.246   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.772   5.621   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.429   4.120   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.981   2.936   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.351   1.521   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.061   2.890   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.681   2.819   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.442   2.960   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.890   1.498   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.651   1.638   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.601   2.866   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.271   1.568   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.731   1.591   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.691  -1.076   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.221   2.796   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   21                                                       
CONECT    9    8   23                                                       
CONECT   10   13   20                                                       
CONECT   11   15   22                                                       
CONECT   12   14   24                                                       
CONECT   13   10   27                                                       
CONECT   14   12   28                                                       
CONECT   15   11   29                                                       
CONECT   16   17   27                                                       
CONECT   17   16   30                                                       
CONECT   18   30   31                                                       
CONECT   19    1    2   20                                                  
CONECT   20   10   19   25                                                  
CONECT   21    8   25   30                                                  
CONECT   22   11   26   28                                                  
CONECT   23    9   28   29                                                  
CONECT   24   12   26   32                                                  
CONECT   25   20   21   27                                                  
CONECT   26    3    4   22   24                                             
CONECT   27    5   13   16   25                                             
CONECT   28    6   14   22   23                                             
CONECT   29    7   15   23   30                                             
CONECT   30   17   18   21   29                                             
CONECT   31   18                                                            
CONECT   32   24                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

COMPND    HMDB0035033
HETATM    1  C1  UNL     1      -3.847   1.514   3.053  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.057   0.521   2.205  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.226  -0.843   2.789  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.153   0.764   0.718  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.432   0.044   0.217  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.953  -0.916  -0.898  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.796   0.012  -1.398  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.598   1.140  -1.922  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.858  -0.640  -2.314  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.438  -0.280  -2.272  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.924   0.688  -1.221  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.182   2.115  -1.688  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.773   3.073  -0.738  1.00  0.00           O  
HETATM   14  C13 UNL     1      -1.706   0.482   0.022  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.090  -0.473   1.026  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.393  -0.196   1.102  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.916  -0.697  -0.226  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.335  -1.081  -0.096  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.990  -1.620  -1.353  1.00  0.00           C  
HETATM   20  C19 UNL     1       2.537  -2.215   0.899  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.976  -2.519   1.159  1.00  0.00           C  
HETATM   22  C21 UNL     1       4.966  -1.439   0.998  1.00  0.00           C  
HETATM   23  O2  UNL     1       5.884  -1.685  -0.059  1.00  0.00           O  
HETATM   24  C22 UNL     1       4.435  -0.042   0.919  1.00  0.00           C  
HETATM   25  C23 UNL     1       5.459   0.751   0.086  1.00  0.00           C  
HETATM   26  C24 UNL     1       4.609   0.628   2.308  1.00  0.00           C  
HETATM   27  C25 UNL     1       3.048   0.114   0.473  1.00  0.00           C  
HETATM   28  C26 UNL     1       2.864   1.233  -0.492  1.00  0.00           C  
HETATM   29  C27 UNL     1       1.425   1.599  -0.776  1.00  0.00           C  
HETATM   30  C28 UNL     1       0.573   0.425  -1.156  1.00  0.00           C  
HETATM   31  C29 UNL     1       0.986   0.188  -2.598  1.00  0.00           C  
HETATM   32  C30 UNL     1      -3.122   0.086  -0.086  1.00  0.00           C  
HETATM   33  H1  UNL     1      -3.719   2.522   2.675  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.786   1.386   4.119  1.00  0.00           H  
HETATM   35  H3  UNL     1      -5.257  -0.871   3.198  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.543  -0.933   3.666  1.00  0.00           H  
HETATM   37  H5  UNL     1      -4.040  -1.641   2.047  1.00  0.00           H  
HETATM   38  H6  UNL     1      -4.241   1.852   0.596  1.00  0.00           H  
HETATM   39  H7  UNL     1      -6.164   0.753  -0.172  1.00  0.00           H  
HETATM   40  H8  UNL     1      -5.835  -0.521   1.064  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.552  -1.823  -0.454  1.00  0.00           H  
HETATM   42  H10 UNL     1      -5.700  -1.033  -1.675  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.487   2.109  -1.402  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.172   1.360  -2.956  1.00  0.00           H  
HETATM   45  H13 UNL     1      -5.657   0.986  -2.116  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.299  -0.522  -3.358  1.00  0.00           H  
HETATM   47  H15 UNL     1      -3.024  -1.756  -2.161  1.00  0.00           H  
HETATM   48  H16 UNL     1      -0.880  -1.244  -2.059  1.00  0.00           H  
HETATM   49  H17 UNL     1      -1.177   0.165  -3.252  1.00  0.00           H  
HETATM   50  H18 UNL     1      -0.546   2.421  -2.558  1.00  0.00           H  
HETATM   51  H19 UNL     1      -2.173   2.304  -2.079  1.00  0.00           H  
HETATM   52  H20 UNL     1      -1.453   3.786  -0.675  1.00  0.00           H  
HETATM   53  H21 UNL     1      -1.692   1.476   0.574  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.246  -1.497   0.566  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.583  -0.379   1.995  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.451   0.879   1.265  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.675  -0.781   1.992  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.350  -1.641  -0.500  1.00  0.00           H  
HETATM   59  H27 UNL     1       3.785  -0.978  -1.757  1.00  0.00           H  
HETATM   60  H28 UNL     1       3.559  -2.590  -1.175  1.00  0.00           H  
HETATM   61  H29 UNL     1       2.259  -1.996  -2.103  1.00  0.00           H  
HETATM   62  H30 UNL     1       2.103  -3.117   0.364  1.00  0.00           H  
HETATM   63  H31 UNL     1       2.016  -2.158   1.828  1.00  0.00           H  
HETATM   64  H32 UNL     1       4.325  -3.387   0.517  1.00  0.00           H  
HETATM   65  H33 UNL     1       4.039  -2.977   2.195  1.00  0.00           H  
HETATM   66  H34 UNL     1       5.659  -1.478   1.888  1.00  0.00           H  
HETATM   67  H35 UNL     1       6.524  -2.407   0.187  1.00  0.00           H  
HETATM   68  H36 UNL     1       5.408   1.834   0.302  1.00  0.00           H  
HETATM   69  H37 UNL     1       5.474   0.474  -0.961  1.00  0.00           H  
HETATM   70  H38 UNL     1       6.463   0.422   0.500  1.00  0.00           H  
HETATM   71  H39 UNL     1       4.267   1.678   2.165  1.00  0.00           H  
HETATM   72  H40 UNL     1       5.671   0.640   2.606  1.00  0.00           H  
HETATM   73  H41 UNL     1       3.942   0.107   3.014  1.00  0.00           H  
HETATM   74  H42 UNL     1       2.433   0.402   1.376  1.00  0.00           H  
HETATM   75  H43 UNL     1       3.469   1.001  -1.384  1.00  0.00           H  
HETATM   76  H44 UNL     1       3.315   2.143  -0.042  1.00  0.00           H  
HETATM   77  H45 UNL     1       1.579   2.322  -1.623  1.00  0.00           H  
HETATM   78  H46 UNL     1       1.030   2.238   0.038  1.00  0.00           H  
HETATM   79  H47 UNL     1       2.108   0.345  -2.715  1.00  0.00           H  
HETATM   80  H48 UNL     1       0.629  -0.678  -3.103  1.00  0.00           H  
HETATM   81  H49 UNL     1       0.629   1.068  -3.177  1.00  0.00           H  
HETATM   82  H50 UNL     1      -3.179  -0.992   0.308  1.00  0.00           H  
CONECT    1    2    2   33   34
CONECT    2    3    4
CONECT    3   35   36   37
CONECT    4    5   32   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   32
CONECT    8   43   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   14   30
CONECT   12   13   50   51
CONECT   13   52
CONECT   14   15   32   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   30   58
CONECT   18   19   20   27
CONECT   19   59   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   24   66
CONECT   23   67
CONECT   24   25   26   27
CONECT   25   68   69   70
CONECT   26   71   72   73
CONECT   27   28   74
CONECT   28   29   75   76
CONECT   29   30   77   78
CONECT   30   31
CONECT   31   79   80   81
CONECT   32   82
END

HMDB0035033
     RDKit          3D
3beta-20(29)-Lupene-3,27-diol
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.8470    1.5143    3.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0572    0.5205    2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2264   -0.8432    2.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1530    0.7642    0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4322    0.0435    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9533   -0.9161   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    0.0119   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5975    1.1399   -1.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.6399   -2.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -0.2799   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9241    0.6884   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818    2.1151   -1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    3.0727   -0.7382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063    0.4818    0.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -0.4733    1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.1958    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164   -0.6970   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -1.0813   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9900   -1.6201   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -2.2148    0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -2.5191    1.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9657   -1.4394    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8842   -1.6849   -0.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -0.0416    0.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4589    0.7507    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094    0.6276    2.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483    0.1135    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.2334   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    1.5985   -0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730    0.4248   -1.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    0.1883   -2.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220    0.0860   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193    2.5217    2.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7860    1.3859    4.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2567   -0.8713    3.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -0.9330    3.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -1.6413    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2414    1.8518    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1636    0.7527   -0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8345   -0.5207    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5524   -1.8229   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6999   -1.0328   -1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871    2.1089   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    1.3598   -2.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6570    0.9856   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2990   -0.5224   -3.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0244   -1.7559   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2443   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1767    0.1647   -3.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    2.4211   -2.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    2.3037   -2.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    3.7864   -0.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921    1.4757    0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456   -1.4967    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832   -0.3793    1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509    0.8794    1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -0.7806    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3503   -1.6406   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7847   -0.9777   -1.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590   -2.5905   -1.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2593   -1.9963   -2.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031   -3.1172    0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -2.1585    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249   -3.3867    0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0390   -2.9775    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594   -1.4779    1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5241   -2.4068    0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4077    1.8340    0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4744    0.4738   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    0.4222    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671    1.6784    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6708    0.6403    2.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9419    0.1073    3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329    0.4022    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689    1.0006   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    2.1432   -0.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793    2.3221   -1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0301    2.2380    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    0.3448   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -0.6777   -3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289    1.0675   -3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795   -0.9917    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 14 32  1  0
 32  4  1  0
 32  7  1  0
 30 11  1  0
 30 17  1  0
 27 18  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3b-20(29)-Lupene-3,27-diol	Generator
3Β-20(29)-lupene-3,27-diol	Generator

Chemical Formula

C₃₀H₅₀O₂

Average Molecular Weight

442.7168

Monoisotopic Molecular Weight

442.381080844

IUPAC Name

2-(hydroxymethyl)-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol

Traditional Name

2-(hydroxymethyl)-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol

CAS Registry Number

58940-21-9

SMILES

CC(=C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12

InChI Identifier

InChI=1S/C30H50O2/c1-19(2)20-10-13-27(5)16-17-30(18-31)21(25(20)27)8-9-23-28(6)14-12-24(32)26(3,4)22(28)11-15-29(23,30)7/h20-25,31-32H,1,8-18H2,2-7H3

InChI Key

XHOGEOQSRLNKKB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Guaiane sesquiterpenoid
Sesquiterpenoid
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Ketone
Carboxylic acid ester
Cyclic ketone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035033)
Cell membrane (HMDB: HMDB0035033)

Cellular substructure

Extracellular (HMDB: HMDB0035033)
Membrane (HMDB: HMDB0035033)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035033)

Source

Endogenous

Endogenous (HMDB: HMDB0035033)

Animal

Animal (HMDB: HMDB0035033)

Exogenous

Food

Food (HMDB: HMDB0035033)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035033)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035033)

Cellular process

Cell signaling (HMDB: HMDB0035033)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035033)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035033)

Nutrient

Nutrient (HMDB: HMDB0035033)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035033)

Emulsifier (HMDB: HMDB0035033)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	214 - 215 °C	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	0.00038 g/L	ALOGPS
logP	5.3	ALOGPS
logP	6.17	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.49	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	2	ChemAxon
Refractivity	132.68 m³·mol⁻¹	ChemAxon
Polarizability	54.59 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	201.19	31661259
DarkChem	[M-H]-	197.925	31661259
DeepCCS	[M-2H]-	246.771	30932474
DeepCCS	[M+Na]+	221.998	30932474
AllCCS	[M+H]+	213.4	32859911
AllCCS	[M+H-H2O]+	211.7	32859911
AllCCS	[M+NH4]+	215.0	32859911
AllCCS	[M+Na]+	215.5	32859911
AllCCS	[M-H]-	209.2	32859911
AllCCS	[M+Na-2H]-	211.1	32859911
AllCCS	[M+HCOO]-	213.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3beta-20(29)-Lupene-3,27-diol	CC(=C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12	2406.9	Standard polar	33892256
3beta-20(29)-Lupene-3,27-diol	CC(=C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12	3413.0	Standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol	CC(=C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12	3740.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3beta-20(29)-Lupene-3,27-diol,1TMS,isomer #1	C=C(C)C1CCC2(C)CCC3(CO[Si](C)(C)C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C12	3633.8	Semi standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol,1TMS,isomer #2	C=C(C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C12	3669.3	Semi standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol,2TMS,isomer #1	C=C(C)C1CCC2(C)CCC3(CO[Si](C)(C)C)C(CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C12	3589.6	Semi standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol,1TBDMS,isomer #1	C=C(C)C1CCC2(C)CCC3(CO[Si](C)(C)C(C)(C)C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C12	3865.8	Semi standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol,1TBDMS,isomer #2	C=C(C)C1CCC2(C)CCC3(CO)C(CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C12	3886.2	Semi standard non polar	33892256
3beta-20(29)-Lupene-3,27-diol,2TBDMS,isomer #1	C=C(C)C1CCC2(C)CCC3(CO[Si](C)(C)C(C)(C)C)C(CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C12	4057.9	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 - 3beta-20(29)-Lupene-3,27-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0032900000-d813dac0c6120dbaae0a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-20(29)-Lupene-3,27-diol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-1020190000-997c7134f3dac981bb63	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-20(29)-Lupene-3,27-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 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 - 3beta-20(29)-Lupene-3,27-diol 10V, Positive-QTOF	splash10-004l-0001900000-b84b01e045fd074cae76	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Positive-QTOF	splash10-056r-0225900000-0ce741e12f529b1cc692	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Positive-QTOF	splash10-014j-1529100000-23dfbfccaa731fbfb84e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 10V, Positive-QTOF	splash10-004l-0001900000-b84b01e045fd074cae76	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Positive-QTOF	splash10-056r-0225900000-0ce741e12f529b1cc692	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Positive-QTOF	splash10-014j-1529100000-23dfbfccaa731fbfb84e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 10V, Negative-QTOF	splash10-0006-0000900000-2ad514ac23b6eeeb7465	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Negative-QTOF	splash10-006x-0001900000-9f61c51b31d0fff522e7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Negative-QTOF	splash10-0005-1009600000-717c7b16d08002836cb0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 10V, Negative-QTOF	splash10-0006-0000900000-2ad514ac23b6eeeb7465	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Negative-QTOF	splash10-006x-0001900000-9f61c51b31d0fff522e7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Negative-QTOF	splash10-0005-1009600000-717c7b16d08002836cb0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 10V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Negative-QTOF	splash10-01ox-0000900000-191e6442494af1f5b957	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 10V, Positive-QTOF	splash10-0006-0004900000-fde9c879444a1915f316	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 20V, Positive-QTOF	splash10-0pkc-1291300000-6fb28ec1aeff40caa510	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-20(29)-Lupene-3,27-diol 40V, Positive-QTOF	splash10-0kha-6962000000-f7606201a34363e12f2c	2021-09-25	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

FDB013635

KNApSAcK ID

C00020513

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71437252

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

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 3beta-20(29)-Lupene-3,27-diol (HMDB0035033)

MOL for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

3D MOL for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

3D SDF for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

3D-SDF for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

PDB for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

3D PDB for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

SMILES for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

INCHI for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

Structure for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

3D Structure for HMDB0035033 (3beta-20(29)-Lupene-3,27-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra