NP-MRD: Showing NP-Card for 2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid (NP0298449)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 09:42:35 UTC

Updated at

2022-09-10 09:42:36 UTC

NP-MRD ID

NP0298449

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid

Description

2-[5-Methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. 2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid is found in Streptomyces griseus. 2-[5-Methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161503272D          

 40 40  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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 O   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
    1.4289   -4.1250    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
    2.1434   -5.3625    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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END

     RDKit          3D

100100  0  0  0  0  0  0  0  0999 V2000
   10.7077   -0.5364    1.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2063   -0.7334    1.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6632    0.5735    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1655    0.4432    0.7352 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7267    1.8178    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4573    0.1258    1.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705   -0.8823    2.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1005   -0.8893    3.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802   -1.9705    1.3757 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1376   -2.1909    0.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571   -1.9096    0.8880 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8207   -1.9612    1.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.6965    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221    0.1519    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    1.3694   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1565    1.3573   -1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714    0.1787   -2.1269 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9919    0.2298   -3.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3438    0.0110   -2.7953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2088   -1.3143   -3.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943    0.0643   -2.0341 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6262   -0.8470   -0.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225    1.2693   -1.9487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8572    2.5265   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281    1.0525   -1.1901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4191    0.6645    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607    0.0865   -1.8163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0873    0.4643   -3.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9660    0.1481   -1.0037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6820   -0.2002    0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -0.4687    1.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4665   -0.1254    2.4976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1085    1.3241    2.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3122   -0.9470    2.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7262   -1.7750    2.2197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250   -0.8052    4.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0287    0.1947    0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3262   -0.3964   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0431   -0.6976   -1.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7860   -2.1672   -1.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1503   -1.4673    2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1464   -0.2871    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8178    0.3174    2.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963   -0.9663    2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1101   -1.5251    0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1966    0.7730    0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8412    1.3817    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9574   -0.2808   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    1.9912   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6603    1.8218   -0.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991    2.5770    0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6068    0.8488    2.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -0.0451    3.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6121   -1.8330    3.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093   -0.7702    4.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -2.9283    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675   -3.0649   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7141   -2.8435    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -2.0553    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452   -1.1028    2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -2.8805    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668   -0.4992   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0324   -0.0153    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396    1.4192   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5226    2.2371    0.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9809    2.2898   -1.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4602    1.2632   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790   -0.7657   -1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6077    0.8133   -3.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3752    0.7745   -3.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3806   -2.1729   -2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273   -1.2716   -4.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473   -1.3099   -4.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156   -0.5953   -2.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -0.5770   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875    1.5829   -3.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7561    3.2356   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656    3.0705   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5274    2.4370   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191    2.0644   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -0.3036    0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241   -0.9069   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4998   -0.4951   -3.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    0.7400   -3.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9147    1.1663   -3.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2934    1.2107   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9546   -1.5747    1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -0.3573    3.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7332    1.9924    2.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0241    1.4238    2.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3005    1.5896    3.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4633   -1.1356    4.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8546   -0.0365    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9319    1.3005    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9098   -1.3164   -0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9832    0.3000   -1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2419   -0.3848   -2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8699   -2.4381   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6931   -2.5710   -2.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6244   -2.7335   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 36  1  0
 34 35  2  0
 39 29  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  6
  5 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  8 53  1  0
  8 54  1  0
  8 55  1  0
  9 56  1  1
 10 57  1  0
 11 58  1  6
 12 59  1  0
 12 60  1  0
 12 61  1  0
 13 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  0
 16 67  1  0
 17 68  1  1
 18 69  1  0
 19 70  1  6
 20 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  6
 22 75  1  0
 23 76  1  6
 24 77  1  0
 24 78  1  0
 24 79  1  0
 25 80  1  1
 26 81  1  0
 27 82  1  6
 28 83  1  0
 28 84  1  0
 28 85  1  0
 29 86  1  1
 31 87  1  1
 37 93  1  0
 37 94  1  0
 38 95  1  0
 38 96  1  0
 39 97  1  6
 40 98  1  0
 40 99  1  0
 40100  1  0
 32 88  1  1
 33 89  1  0
 33 90  1  0
 33 91  1  0
 36 92  1  0
M  END


  Mrv1533004161503272D          

 40 40  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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 O   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
    1.4289   -4.1250    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
    2.1434   -5.3625    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
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0298449

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(C)C=C(C)C(O)C(C)C=CCCC(O)C(C)C(O)C(C)C(O)C(C)C1OC(CCC1C)C(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)

> <INCHI_KEY>
XMCIULDTDFJACK-UHFFFAOYSA-N

> <FORMULA>
C33H60O7

> <MOLECULAR_WEIGHT>
568.836

> <EXACT_MASS>
568.433904272

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
68.02098309305572

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
5.709965738666666

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.155254958115567

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.445573242996482

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1467275927628213

> <JCHEM_POLAR_SURFACE_AREA>
127.45

> <JCHEM_REFRACTIVITY>
162.3914000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      20.005 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34                                                            
CONECT   36   31   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   80    0
END

View in JSmol

Synonyms

Value	Source
2-[5-Methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoate	Generator

Chemical Formula

C₃₃H₆₀O₇

Average Mass

568.8360 Da

Monoisotopic Mass

568.43390 Da

IUPAC Name

2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid

Traditional Name

2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(C)C=C(C)C(O)C(C)C=CCCC(O)C(C)C(O)C(C)C(O)C(C)C1OC(CCC1C)C(C)C(O)=O

InChI Identifier

InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)

InChI Key

XMCIULDTDFJACK-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Streptomyces griseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Long chain fatty alcohol
Fatty alcohol
Oxane
Fatty acyl
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	4.83	ALOGPS
logP	5.71	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	162.39 m³·mol⁻¹	ChemAxon
Polarizability	68.02 Å³	ChemAxon
Number of Rings	1	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

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid (NP0298449)

MOL for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

3D MOL for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

3D SDF for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

3D-SDF for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

PDB for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

3D PDB for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

SMILES for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

INCHI for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

Structure for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)

3D Structure for NP0298449 (2-[5-methyl-6-(3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)oxan-2-yl]propanoic acid)