Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:57:43 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036786

Secondary Accession Numbers

HMDB36786

Metabolite Identification

Common Name

Lansic acid

Description

Lansic acid, also known as lansate, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on Lansic acid.

Structure

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


  Mrv0541 05061309202D          

 34 35  0  0  0  0            999 V2000
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    5.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    5.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808    6.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808    4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    5.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986    5.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    6.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    3.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327    7.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    6.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620    3.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327    2.9605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  2  0  0  0  0
 20  4  1  0  0  0  0
 21  5  2  0  0  0  0
 21  9  1  0  0  0  0
 22  6  1  0  0  0  0
 22 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 12  1  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 21  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 23  1  0  0  0  0
 29 25  1  0  0  0  0
 30  8  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  2  0  0  0  0
 32 27  1  0  0  0  0
 33 28  2  0  0  0  0
 34 28  1  0  0  0  0
M  END

HMDB0036786
     RDKit          3D
Lansic acid
 80 81  0  0  0  0  0  0  0  0999 V2000
    3.4530   -2.5995    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2502   -1.3822    1.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.2514    3.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707   -0.1814    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5211   -0.4667   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -0.7483   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214   -0.0302   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079    0.5301   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210   -0.0189   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795    0.3346   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5071   -0.6218   -1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.3990   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2972   -1.6193   -2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -1.4436   -3.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887   -2.6948   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -2.8245   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8272   -1.5342    0.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.6762    1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7501   -2.6379    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691   -0.7094    2.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9719   -0.3773   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -0.7903   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517    0.9309   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4430    1.8800    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037    3.0563    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264    3.6800    0.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2789    3.4414    2.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.7548    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    1.3212    1.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    1.9521   -0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0900    2.7184    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    3.8825   -0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3495    4.0744   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703    4.7215    0.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115   -3.4451    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387   -2.8676    0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -2.0501    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800   -0.3103    3.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.5144    2.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480    0.3699    1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553   -1.3687    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    0.3315   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -1.8129   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355   -0.3858   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    1.0550   -2.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8756    0.4905   -3.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.1053   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3715   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    0.3328    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069   -1.6939   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.6794   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    0.5127   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -1.7856   -4.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826   -1.9318   -4.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.3673   -4.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -3.5874   -2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6014   -3.2430   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -3.6373   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850   -1.2575    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214   -3.4473    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4855   -2.6370    2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -0.2194    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244   -0.0334    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -1.3342    3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -0.7565   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620    0.0119   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -1.7679   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    1.4989   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    0.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    1.5704    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7038    2.3398   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1298    3.7523    2.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.7730    2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472    0.6719    2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    2.2156    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    1.6518   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029    2.6250   -0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582    2.1658    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484    3.1933    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    5.1706    1.4698 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  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  9 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 28  4  1  0
 21 12  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 34 80  1  0
M  END


  Mrv0541 05061309202D          

 34 35  0  0  0  0            999 V2000
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    5.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    5.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808    6.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1808    4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    5.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986    5.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    6.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    3.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327    7.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    6.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620    3.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9327    2.9605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  2  0  0  0  0
 20  4  1  0  0  0  0
 21  5  2  0  0  0  0
 21  9  1  0  0  0  0
 22  6  1  0  0  0  0
 22 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 12  1  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 21  1  0  0  0  0
 26 14  1  0  0  0  0
 26 22  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 23  1  0  0  0  0
 29 25  1  0  0  0  0
 30  8  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  2  0  0  0  0
 32 27  1  0  0  0  0
 33 28  2  0  0  0  0
 34 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036786

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC(=C)C(CCC2C(C)=CCC(C(C)=C)C2(C)CCC(O)=O)C1(C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O4/c1-19(2)23-11-9-21(5)25(29(23,7)17-15-27(31)32)13-14-26-22(6)10-12-24(20(3)4)30(26,8)18-16-28(33)34/h10,23-26H,1,3,5,9,11-18H2,2,4,6-8H3,(H,31,32)(H,33,34)

> <INCHI_KEY>
SYTWWAZKYVYTTQ-UHFFFAOYSA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.6838

> <EXACT_MASS>
470.33960996

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
55.18946766830627

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{2-[6-(2-carboxyethyl)-2,6-dimethyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl]ethyl}-1-methyl-3-methylidene-6-(prop-1-en-2-yl)cyclohexyl)propanoic acid

> <ALOGPS_LOGP>
6.35

> <JCHEM_LOGP>
6.919794826333334

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.91781871363391

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.315758722305947

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
138.96529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.00e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{2-[6-(2-carboxyethyl)-2,6-dimethyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl]ethyl}-1-methyl-3-methylidene-6-(prop-1-en-2-yl)cyclohexyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036786
     RDKit          3D
Lansic acid
 80 81  0  0  0  0  0  0  0  0999 V2000
    3.4530   -2.5995    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2502   -1.3822    1.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.2514    3.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707   -0.1814    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5211   -0.4667   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -0.7483   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214   -0.0302   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079    0.5301   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210   -0.0189   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795    0.3346   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5071   -0.6218   -1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.3990   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2972   -1.6193   -2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -1.4436   -3.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887   -2.6948   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -2.8245   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8272   -1.5342    0.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.6762    1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7501   -2.6379    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691   -0.7094    2.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9719   -0.3773   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -0.7903   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517    0.9309   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4430    1.8800    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037    3.0563    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264    3.6800    0.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2789    3.4414    2.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.7548    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    1.3212    1.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    1.9521   -0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0900    2.7184    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    3.8825   -0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3495    4.0744   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703    4.7215    0.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115   -3.4451    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387   -2.8676    0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -2.0501    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800   -0.3103    3.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.5144    2.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480    0.3699    1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553   -1.3687    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    0.3315   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -1.8129   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355   -0.3858   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    1.0550   -2.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8756    0.4905   -3.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.1053   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3715   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    0.3328    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069   -1.6939   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.6794   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    0.5127   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -1.7856   -4.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826   -1.9318   -4.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.3673   -4.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -3.5874   -2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6014   -3.2430   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -3.6373   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850   -1.2575    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214   -3.4473    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4855   -2.6370    2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -0.2194    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244   -0.0334    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -1.3342    3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -0.7565   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620    0.0119   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -1.7679   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    1.4989   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    0.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    1.5704    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7038    2.3398   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1298    3.7523    2.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.7730    2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472    0.6719    2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    2.2156    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    1.6518   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029    2.6250   -0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582    2.1658    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484    3.1933    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    5.1706    1.4698 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  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  9 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 28  4  1  0
 21 12  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 34 80  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       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.657  10.420   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.657   9.600   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.204  11.867   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.204   8.153   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.677  10.420   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.677   9.600   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.214  13.047   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.214   6.973   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.741  14.494   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.302  12.779   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.302   7.241   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.741   5.526   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   20                                                            
CONECT    5   21                                                            
CONECT    6   22                                                            
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   11   21                                                       
CONECT   10   12   22                                                       
CONECT   11    9   23                                                       
CONECT   12   10   24                                                       
CONECT   13   14   25                                                       
CONECT   14   13   26                                                       
CONECT   15   17   27                                                       
CONECT   16   18   28                                                       
CONECT   17   15   29                                                       
CONECT   18   16   30                                                       
CONECT   19    1    2   23                                                  
CONECT   20    3    4   24                                                  
CONECT   21    5    9   25                                                  
CONECT   22    6   10   26                                                  
CONECT   23   11   19   29                                                  
CONECT   24   12   20   30                                                  
CONECT   25   13   21   29                                                  
CONECT   26   14   22   30                                                  
CONECT   27   15   31   32                                                  
CONECT   28   16   33   34                                                  
CONECT   29    7   17   23   25                                             
CONECT   30    8   18   24   26                                             
CONECT   31   27                                                            
CONECT   32   27                                                            
CONECT   33   28                                                            
CONECT   34   28                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

COMPND    HMDB0036786
HETATM    1  C1  UNL     1       3.453  -2.599   1.266  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.250  -1.382   1.678  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.538  -1.251   3.008  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.671  -0.181   0.973  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.521  -0.467  -0.234  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.839  -0.748  -1.519  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.521  -0.030  -1.661  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.208   0.530  -2.787  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.721  -0.019  -0.416  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.280   0.335  -0.537  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.507  -0.622  -1.362  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.930  -0.399  -1.636  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.297  -1.619  -2.511  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.277  -1.444  -3.956  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.589  -2.695  -1.819  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.597  -2.825  -0.345  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.827  -1.534   0.368  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.869  -1.676   1.387  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.750  -2.638   1.466  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.969  -0.709   2.556  1.00  0.00           C  
HETATM   21  C21 UNL     1      -2.972  -0.377  -0.583  1.00  0.00           C  
HETATM   22  C22 UNL     1      -4.308  -0.790  -1.361  1.00  0.00           C  
HETATM   23  C23 UNL     1      -3.352   0.931  -0.058  1.00  0.00           C  
HETATM   24  C24 UNL     1      -2.443   1.880   0.585  1.00  0.00           C  
HETATM   25  C25 UNL     1      -3.304   3.056   1.002  1.00  0.00           C  
HETATM   26  O1  UNL     1      -4.026   3.680   0.198  1.00  0.00           O  
HETATM   27  O2  UNL     1      -3.279   3.441   2.328  1.00  0.00           O  
HETATM   28  C26 UNL     1       2.533   0.755   0.567  1.00  0.00           C  
HETATM   29  C27 UNL     1       1.761   1.321   1.703  1.00  0.00           C  
HETATM   30  C28 UNL     1       3.151   1.952  -0.159  1.00  0.00           C  
HETATM   31  C29 UNL     1       4.090   2.718   0.708  1.00  0.00           C  
HETATM   32  C30 UNL     1       4.680   3.883  -0.030  1.00  0.00           C  
HETATM   33  O3  UNL     1       4.349   4.074  -1.213  1.00  0.00           O  
HETATM   34  O4  UNL     1       5.570   4.721   0.591  1.00  0.00           O  
HETATM   35  H1  UNL     1       3.112  -3.445   1.877  1.00  0.00           H  
HETATM   36  H2  UNL     1       3.939  -2.868   0.360  1.00  0.00           H  
HETATM   37  H3  UNL     1       2.983  -2.050   3.688  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.780  -0.310   3.525  1.00  0.00           H  
HETATM   39  H5  UNL     1       1.485  -1.514   2.949  1.00  0.00           H  
HETATM   40  H6  UNL     1       4.348   0.370   1.700  1.00  0.00           H  
HETATM   41  H7  UNL     1       5.155  -1.369   0.026  1.00  0.00           H  
HETATM   42  H8  UNL     1       5.319   0.331  -0.352  1.00  0.00           H  
HETATM   43  H9  UNL     1       3.637  -1.813  -1.648  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.536  -0.386  -2.334  1.00  0.00           H  
HETATM   45  H11 UNL     1       1.282   1.055  -2.933  1.00  0.00           H  
HETATM   46  H12 UNL     1       2.876   0.490  -3.634  1.00  0.00           H  
HETATM   47  H13 UNL     1       1.725  -1.105  -0.079  1.00  0.00           H  
HETATM   48  H14 UNL     1       0.244   1.372  -0.892  1.00  0.00           H  
HETATM   49  H15 UNL     1      -0.125   0.333   0.517  1.00  0.00           H  
HETATM   50  H16 UNL     1      -0.307  -1.694  -1.005  1.00  0.00           H  
HETATM   51  H17 UNL     1       0.008  -0.679  -2.380  1.00  0.00           H  
HETATM   52  H18 UNL     1      -2.043   0.513  -2.281  1.00  0.00           H  
HETATM   53  H19 UNL     1      -3.215  -1.786  -4.450  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.383  -1.932  -4.447  1.00  0.00           H  
HETATM   55  H21 UNL     1      -2.180  -0.367  -4.199  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.851  -3.587  -2.400  1.00  0.00           H  
HETATM   57  H23 UNL     1      -1.601  -3.243  -0.017  1.00  0.00           H  
HETATM   58  H24 UNL     1      -3.300  -3.637  -0.106  1.00  0.00           H  
HETATM   59  H25 UNL     1      -1.885  -1.257   0.971  1.00  0.00           H  
HETATM   60  H26 UNL     1      -4.821  -3.447   0.791  1.00  0.00           H  
HETATM   61  H27 UNL     1      -5.486  -2.637   2.274  1.00  0.00           H  
HETATM   62  H28 UNL     1      -4.936  -0.219   2.515  1.00  0.00           H  
HETATM   63  H29 UNL     1      -3.124  -0.033   2.518  1.00  0.00           H  
HETATM   64  H30 UNL     1      -3.884  -1.334   3.504  1.00  0.00           H  
HETATM   65  H31 UNL     1      -4.041  -0.757  -2.412  1.00  0.00           H  
HETATM   66  H32 UNL     1      -5.062   0.012  -1.213  1.00  0.00           H  
HETATM   67  H33 UNL     1      -4.641  -1.768  -1.062  1.00  0.00           H  
HETATM   68  H34 UNL     1      -3.825   1.499  -0.962  1.00  0.00           H  
HETATM   69  H35 UNL     1      -4.279   0.864   0.601  1.00  0.00           H  
HETATM   70  H36 UNL     1      -1.879   1.570   1.440  1.00  0.00           H  
HETATM   71  H37 UNL     1      -1.704   2.340  -0.137  1.00  0.00           H  
HETATM   72  H38 UNL     1      -4.130   3.752   2.822  1.00  0.00           H  
HETATM   73  H39 UNL     1       2.420   1.773   2.484  1.00  0.00           H  
HETATM   74  H40 UNL     1       1.047   0.672   2.197  1.00  0.00           H  
HETATM   75  H41 UNL     1       1.138   2.216   1.367  1.00  0.00           H  
HETATM   76  H42 UNL     1       3.594   1.652  -1.125  1.00  0.00           H  
HETATM   77  H43 UNL     1       2.303   2.625  -0.406  1.00  0.00           H  
HETATM   78  H44 UNL     1       4.958   2.166   1.101  1.00  0.00           H  
HETATM   79  H45 UNL     1       3.548   3.193   1.578  1.00  0.00           H  
HETATM   80  H46 UNL     1       5.425   5.171   1.470  1.00  0.00           H  
CONECT    1    2    2   35   36
CONECT    2    3    4
CONECT    3   37   38   39
CONECT    4    5   28   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8    8    9
CONECT    8   45   46
CONECT    9   10   28   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   21   52
CONECT   13   14   15   15
CONECT   14   53   54   55
CONECT   15   16   56
CONECT   16   17   57   58
CONECT   17   18   21   59
CONECT   18   19   19   20
CONECT   19   60   61
CONECT   20   62   63   64
CONECT   21   22   23
CONECT   22   65   66   67
CONECT   23   24   68   69
CONECT   24   25   70   71
CONECT   25   26   26   27
CONECT   27   72
CONECT   28   29   30
CONECT   29   73   74   75
CONECT   30   31   76   77
CONECT   31   32   78   79
CONECT   32   33   33   34
CONECT   34   80
END

HMDB0036786
     RDKit          3D
Lansic acid
 80 81  0  0  0  0  0  0  0  0999 V2000
    3.4530   -2.5995    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2502   -1.3822    1.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.2514    3.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707   -0.1814    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5211   -0.4667   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -0.7483   -1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214   -0.0302   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2079    0.5301   -2.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210   -0.0189   -0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795    0.3346   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5071   -0.6218   -1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9297   -0.3990   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2972   -1.6193   -2.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -1.4436   -3.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887   -2.6948   -1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -2.8245   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8272   -1.5342    0.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.6762    1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7501   -2.6379    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9691   -0.7094    2.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9719   -0.3773   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081   -0.7903   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517    0.9309   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4430    1.8800    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3037    3.0563    1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264    3.6800    0.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2789    3.4414    2.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.7548    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    1.3212    1.7029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    1.9521   -0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0900    2.7184    0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    3.8825   -0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3495    4.0744   -1.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5703    4.7215    0.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115   -3.4451    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387   -2.8676    0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -2.0501    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800   -0.3103    3.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.5144    2.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480    0.3699    1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553   -1.3687    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    0.3315   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -1.8129   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355   -0.3858   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    1.0550   -2.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8756    0.4905   -3.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.1053   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3715   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    0.3328    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069   -1.6939   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.6794   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    0.5127   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -1.7856   -4.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826   -1.9318   -4.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -0.3673   -4.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -3.5874   -2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6014   -3.2430   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -3.6373   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850   -1.2575    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214   -3.4473    0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4855   -2.6370    2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -0.2194    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244   -0.0334    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -1.3342    3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411   -0.7565   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620    0.0119   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -1.7679   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8250    1.4989   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    0.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    1.5704    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7038    2.3398   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1298    3.7523    2.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.7730    2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472    0.6719    2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1377    2.2156    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939    1.6518   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029    2.6250   -0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582    2.1658    1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484    3.1933    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    5.1706    1.4698 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  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  9 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 28  4  1  0
 21 12  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 34 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lansate	Generator
3,4;21,22-bisseco-4(23),7,14(27),22(29)-onoceratetraene-3,21-dioic acid	HMDB
3-(2-{2-[6-(2-carboxyethyl)-2,6-dimethyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl]ethyl}-1-methyl-3-methylidene-6-(prop-1-en-2-yl)cyclohexyl)propanoate	Generator

Chemical Formula

C₃₀H₄₆O₄

Average Molecular Weight

470.6838

Monoisotopic Molecular Weight

470.33960996

IUPAC Name

3-(2-{2-[6-(2-carboxyethyl)-2,6-dimethyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl]ethyl}-1-methyl-3-methylidene-6-(prop-1-en-2-yl)cyclohexyl)propanoic acid

Traditional Name

3-(2-{2-[6-(2-carboxyethyl)-2,6-dimethyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl]ethyl}-1-methyl-3-methylidene-6-(prop-1-en-2-yl)cyclohexyl)propanoic acid

CAS Registry Number

19954-99-5

SMILES

CC(=C)C1CCC(=C)C(CCC2C(C)=CCC(C(C)=C)C2(C)CCC(O)=O)C1(C)CCC(O)=O

InChI Identifier

InChI=1S/C30H46O4/c1-19(2)23-11-9-21(5)25(29(23,7)17-15-27(31)32)13-14-26-22(6)10-12-24(20(3)4)30(26,8)18-16-28(33)34/h10,23-26H,1,3,5,9,11-18H2,2,4,6-8H3,(H,31,32)(H,33,34)

InChI Key

SYTWWAZKYVYTTQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Carbocyclic fatty acid
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036786)
Cell membrane (HMDB: HMDB0036786)

Cellular substructure

Extracellular (HMDB: HMDB0036786)
Membrane (HMDB: HMDB0036786)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036786)

Source

Endogenous

Endogenous (HMDB: HMDB0036786)

Plant

Plant (HMDB: HMDB0036786)

Animal

Animal (HMDB: HMDB0036786)

Exogenous

Food

Food (HMDB: HMDB0036786)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036786)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036786)

Cellular process

Cell signaling (HMDB: HMDB0036786)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036786)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036786)

Nutrient

Nutrient (HMDB: HMDB0036786)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036786)

Emulsifier (HMDB: HMDB0036786)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 - 184 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.4e-06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0009 g/L	ALOGPS
logP	6.35	ALOGPS
logP	6.92	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	138.97 m³·mol⁻¹	ChemAxon
Polarizability	55.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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]+	211.19	31661259
DarkChem	[M-H]-	205.078	31661259
DeepCCS	[M+H]+	216.004	30932474
DeepCCS	[M-H]-	213.646	30932474
DeepCCS	[M-2H]-	247.016	30932474
DeepCCS	[M+Na]+	222.244	30932474
AllCCS	[M+H]+	218.4	32859911
AllCCS	[M+H-H2O]+	216.7	32859911
AllCCS	[M+NH4]+	220.1	32859911
AllCCS	[M+Na]+	220.5	32859911
AllCCS	[M-H]-	223.0	32859911
AllCCS	[M+Na-2H]-	225.0	32859911
AllCCS	[M+HCOO]-	227.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lansic acid	CC(=C)C1CCC(=C)C(CCC2C(C)=CCC(C(C)=C)C2(C)CCC(O)=O)C1(C)CCC(O)=O	4640.1	Standard polar	33892256
Lansic acid	CC(=C)C1CCC(=C)C(CCC2C(C)=CCC(C(C)=C)C2(C)CCC(O)=O)C1(C)CCC(O)=O	2944.2	Standard non polar	33892256
Lansic acid	CC(=C)C1CCC(=C)C(CCC2C(C)=CCC(C(C)=C)C2(C)CCC(O)=O)C1(C)CCC(O)=O	3428.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lansic acid,1TMS,isomer #1	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O[Si](C)(C)C)C1(C)CCC(=O)O	3611.6	Semi standard non polar	33892256
Lansic acid,1TMS,isomer #2	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O)C1(C)CCC(=O)O[Si](C)(C)C	3610.6	Semi standard non polar	33892256
Lansic acid,2TMS,isomer #1	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O[Si](C)(C)C)C1(C)CCC(=O)O[Si](C)(C)C	3531.8	Semi standard non polar	33892256
Lansic acid,1TBDMS,isomer #1	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O[Si](C)(C)C(C)(C)C)C1(C)CCC(=O)O	3834.2	Semi standard non polar	33892256
Lansic acid,1TBDMS,isomer #2	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O)C1(C)CCC(=O)O[Si](C)(C)C(C)(C)C	3833.2	Semi standard non polar	33892256
Lansic acid,2TBDMS,isomer #1	C=C(C)C1CCC(=C)C(CCC2C(C)=CCC(C(=C)C)C2(C)CCC(=O)O[Si](C)(C)C(C)(C)C)C1(C)CCC(=O)O[Si](C)(C)C(C)(C)C	3980.6	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 - Lansic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05te-9176700000-afb3c05ba578e976c18f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansic acid GC-MS (2 TMS) - 70eV, Positive	splash10-006y-9172352000-aaab91b4dfdd3ea3f5a4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansic acid 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 - Lansic acid 10V, Positive-QTOF	splash10-0fk9-0000900000-f34dfc4160739a8d469b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 20V, Positive-QTOF	splash10-00n0-0141900000-09834130d74797bef1e7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 40V, Positive-QTOF	splash10-0ar9-2629400000-7058275ea5d04c4ca6b4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 10V, Negative-QTOF	splash10-014i-0000900000-0981b14748bd04711174	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 20V, Negative-QTOF	splash10-014i-1000900000-f16eef66adfaaab8712f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 40V, Negative-QTOF	splash10-0a4i-9000300000-29a0038f58bcd0761424	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 10V, Negative-QTOF	splash10-014i-0000900000-a2dc1aeef0605b2f3eea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 20V, Negative-QTOF	splash10-016r-0004900000-73423d15ba6dbca32b53	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 40V, Negative-QTOF	splash10-07vi-1355900000-7c84b041b70797162887	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 10V, Positive-QTOF	splash10-00di-0105900000-bf347ac3ab31e479a10b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 20V, Positive-QTOF	splash10-0a4i-0309100000-397484f9c6902caf4fd3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansic acid 40V, Positive-QTOF	splash10-0a4i-5923000000-981f017e993376547658	2021-09-22	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

FDB015728

KNApSAcK ID

C00046072

Chemspider ID

35014248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15560072

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857191

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 Lansic acid (HMDB0036786)

MOL for HMDB0036786 (Lansic acid)

3D MOL for HMDB0036786 (Lansic acid)

3D SDF for HMDB0036786 (Lansic acid)

3D-SDF for HMDB0036786 (Lansic acid)

PDB for HMDB0036786 (Lansic acid)

3D PDB for HMDB0036786 (Lansic acid)

SMILES for HMDB0036786 (Lansic acid)

INCHI for HMDB0036786 (Lansic acid)

Structure for HMDB0036786 (Lansic acid)

3D Structure for HMDB0036786 (Lansic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra