NP-MRD: Showing NP-Card for Lansic acid (NP0080685)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 01:41:03 UTC

Updated at

2022-04-29 01:41:03 UTC

NP-MRD ID

NP0080685

Secondary Accession Numbers

None

Natural Product 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. Lansic acid is found in Lansium domesticum . Lansic acid was first documented in 2011 (PMID: 21401117). Based on a literature review very few articles have been published on lansic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292203412D          

 34 35  0  0  1  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  2  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
    1.4289   -4.1250    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0416   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -0.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287    0.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -0.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6737   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -5.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343   -4.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 13  1  6  0  0  0
  6 14  1  6  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 31  1  6  0  0  0
  1 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 80 81  0  0  0  0  0  0  0  0999 V2000
    5.8944   -1.1835   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -1.5469   -1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250   -2.9381   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176   -0.7162   -1.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5767    0.2890   -2.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483    0.7452   -2.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.0380   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8849    2.2342   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -0.0132   -0.1913 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6618   -0.0906    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773   -0.3636    0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7640    0.3568    0.0349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7802    0.5252   -1.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222   -0.2838   -2.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    1.6083   -1.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1469    2.4013   -0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    1.6015    0.3544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2032    1.7470    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6512    2.4373    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2662    1.2821   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2525    0.1387    0.3874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9326   -0.5745   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5808   -0.4216    1.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2293   -1.7282    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7543   -2.9540    1.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6127   -3.0533    0.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2203   -4.2162    1.9938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.1407    0.1024 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5409    1.3445    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -0.6953    1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701   -0.7902    2.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4382    0.4469    2.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599    0.6874    1.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0209    1.4550    3.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7705   -1.7922   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -0.1933   -2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7829   -3.0897   -0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789   -3.6685   -1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -3.1234    0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7649   -1.4522   -1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.1079   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8722   -0.2804   -3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539    1.6133   -3.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5746   -0.0687   -2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089    2.9501   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994    2.4853   -0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.9767   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    0.7949    1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -0.9700    1.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.5033    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1937   -0.2789    1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6398    1.4687    0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -1.1044   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -0.7582   -3.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7475    0.4093   -3.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    1.8471   -2.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9487    3.0080   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    3.1664   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684    2.0062    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9188    2.8286    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7027    2.5945    1.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858    1.0828   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8203    0.4065    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0974    2.0838   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876    0.0181   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -0.8291   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3799   -1.5148   -1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    0.3972    2.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7516   -0.3989    1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476   -1.7935    3.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -1.9781    2.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1420   -4.9916    1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435    1.7894    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    1.9230   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6453    1.3998    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931   -1.7038    1.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -0.0644    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4844   -1.1911    3.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -1.5178    1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695    1.2339    3.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  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 20  1  0
 18 19  2  3
 17 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
  9 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 34  1  0
 32 33  2  0
 28  4  1  0
 21 12  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  1 35  1  0
  1 36  1  0
  4 40  1  6
  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  6
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  1
 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  1
 20 62  1  0
 20 63  1  0
 20 64  1  0
 19 60  1  0
 19 61  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


  Mrv1652304292203412D          

 34 35  0  0  1  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  2  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
    1.4289   -4.1250    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0416   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -0.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287    0.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -0.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -1.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6737   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -5.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343   -4.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 13  1  6  0  0  0
  6 14  1  6  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 31  1  6  0  0  0
  1 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080685

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1CCC(=C)[C@H](CC[C@H]2C(C)=CC[C@@H](C(C)=C)[C@]2(C)CCC(O)=O)[C@@]1(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)/t23-,24-,25-,26-,29-,30-/m0/s1

> <INCHI_KEY>
SYTWWAZKYVYTTQ-SUAVODKESA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.694

> <EXACT_MASS>
470.339609961

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.095860682377705

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1S,2S,6S)-2-{2-[(1S,5S,6S)-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-[(1S,2S,6S)-2-{2-[(1S,5S,6S)-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

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.944  -3.260   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.760  -1.954   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.037  -0.595   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.854   0.711   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.498  -0.541   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.390  -3.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.991  -6.570   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.464  -8.017   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.454  -9.197   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.927 -10.644   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.971  -8.929   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.011  -6.570   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2    7   32                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   14                                                  
CONECT    7    6    1    8   13                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7                                                            
CONECT   14    6   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18   23   31                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   16   30                                                  
CONECT   30   29                                                            
CONECT   31   17                                                            
CONECT   32    1   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Value	Source
3,4;21,22-bisseco-4(23),7,14(27),22(29)-onoceratetraene-3,21-dioic acid	ChEBI
3,4;21,22-bisseco-4(23),7,14(27),22(29)-onoceratetraene-3,21-dioate	Generator
Lansate	Generator

Chemical Formula

C₃₀H₄₆O₄

Average Mass

470.6940 Da

Monoisotopic Mass

470.33961 Da

IUPAC Name

3-[(1S,2S,6S)-2-{2-[(1S,5S,6S)-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-[(1S,2S,6S)-2-{2-[(1S,5S,6S)-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

Not Available

SMILES

CC(=C)[C@@H]1CCC(=C)[C@H](CC[C@H]2C(C)=CC[C@@H](C(C)=C)[C@]2(C)CCC(O)=O)[C@@]1(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)/t23-,24-,25-,26-,29-,30-/m0/s1

InChI Key

SYTWWAZKYVYTTQ-SUAVODKESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lansium domesticum	Plant	KNApSAcK

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

dicarboxylic acid (CHEBI:67482 )
triterpenoid (CHEBI:67482 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	55.1 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00046072

Chemspider ID

10268048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21635003

PDB ID

Not Available

ChEBI ID

67482

Good Scents ID

Not Available

References

General References

Dong SH, Zhang CR, Dong L, Wu Y, Yue JM: Onoceranoid-type triterpenoids from Lansium domesticum. J Nat Prod. 2011 May 27;74(5):1042-8. doi: 10.1021/np100943x. Epub 2011 Mar 14. [PubMed:21401117 ]

Showing NP-Card for Lansic acid (NP0080685)

MOL for NP0080685 (Lansic acid)

3D MOL for NP0080685 (Lansic acid)

3D SDF for NP0080685 (Lansic acid)

3D-SDF for NP0080685 (Lansic acid)

PDB for NP0080685 (Lansic acid)

3D PDB for NP0080685 (Lansic acid)

SMILES for NP0080685 (Lansic acid)

INCHI for NP0080685 (Lansic acid)

Structure for NP0080685 (Lansic acid)

3D Structure for NP0080685 (Lansic acid)