NP-MRD: Showing NP-Card for (2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate (NP0198604)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 17:05:20 UTC

Updated at

2022-09-04 17:05:20 UTC

NP-MRD ID

NP0198604

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate

Description

(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate 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. (2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate is found in Guioa crenulata. Based on a literature review very few articles have been published on (2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042219052D          

 40 41  0  0  1  0            999 V2000
    2.1434   -0.4125    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  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
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   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
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  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   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  6  0  0  0
  6 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
  5 39  1  0  0  0  0
 39 40  1  6  0  0  0
M  END

     RDKit          3D

 88 89  0  0  0  0  0  0  0  0999 V2000
   -4.8809   -2.1060    4.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190   -1.2403    3.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3123   -0.8510    3.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5103   -0.8608    2.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2339   -0.0316    1.8057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5124   -0.7240    0.5099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7784   -0.1693   -0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -1.0884   -1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0777   -0.5525   -2.1883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3051    0.5373   -1.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2725    0.6518   -2.7139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6181   -0.5160   -2.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -0.6612   -2.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6201   -0.5344   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601   -0.2598   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1086   -0.0070    0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280   -0.1704    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.4209   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -0.3154    0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9235    0.6103    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8986    1.5321   -0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0290    0.7227    1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3228    0.4956    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4356    0.5980    1.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2590   -0.4143    1.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3654   -0.2791    2.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0662   -1.6680    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    1.1380   -4.0641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1707    2.4818   -3.8857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442    0.3452   -4.4702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6393   -0.7699   -5.2345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9195   -0.1251   -3.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7454    0.9406   -2.9778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8178   -0.7414    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5381    0.4029    0.2781 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.7880    0.0527    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8290    1.6021    0.7824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1145    2.2337   -0.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    1.2615    1.9732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7917    1.2144    3.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5345   -2.9354    4.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014   -1.5482    5.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398   -2.5322    5.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1503    0.1985    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1787   -1.7737    0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2258   -1.4325   -0.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449   -1.9760   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4104   -1.3739   -2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    1.4859   -2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069   -0.0970   -3.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8759   -1.7473   -3.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994   -0.7168   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986   -0.7587   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    1.0357   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779   -0.1041    1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137    0.8772    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.8867    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0966    0.2709   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061   -1.4529   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -0.9876    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6494    2.3527   -0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9191    2.0732   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1998    1.0667   -1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010   -0.0162    2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897    1.7268    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3311   -0.5003    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3620    1.2609   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5524    1.5370    2.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5876    0.7695    3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2015   -0.8786    3.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2948   -0.6879    2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1773   -1.4775    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8816   -2.4088    1.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0842   -2.1332    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0850    1.0701   -4.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199    2.8735   -3.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612    0.9740   -5.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304   -1.3607   -5.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5255   -0.9898   -3.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.0806   -3.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9520    0.6750   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4917   -0.5175    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3374    0.9475    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5432   -0.6488    1.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6095    2.3396    1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561    3.2211   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2878    2.1343    2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6410    1.7057    2.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 35  1  0
 35 34  1  0
 34  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 11 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 37 35  1  0
 32  9  1  0
 36 82  1  0
 36 83  1  0
 36 84  1  0
 35 81  1  6
  6 45  1  1
  8 46  1  0
  8 47  1  0
  9 48  1  6
 11 49  1  1
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 21 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 24 68  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  6
 29 76  1  0
 30 77  1  6
 31 78  1  0
 32 79  1  6
 33 80  1  0
  5 44  1  6
  1 41  1  0
  1 42  1  0
  1 43  1  0
 39 87  1  1
 40 88  1  0
 37 85  1  1
 38 86  1  0
M  END


  Mrv1652309042219052D          

 40 41  0  0  1  0            999 V2000
    2.1434   -0.4125    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  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
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   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
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  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   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  6  0  0  0
  6 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
  5 39  1  0  0  0  0
 39 40  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0198604

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC[C@@H]2O[C@@H](OC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](OC(C)=O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O11/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-36-28-26(35)24(33)23(32)21(40-28)15-37-29-27(39-20(6)30)25(34)22(31)19(5)38-29/h9,11,13,19,21-29,31-35H,7-8,10,12,14-15H2,1-6H3/b17-11+,18-13+/t19-,21-,22-,23+,24-,25+,26+,27+,28+,29+/m0/s1

> <INCHI_KEY>
POHNOYDSEMHHEI-GFLGYVDJSA-N

> <FORMULA>
C29H48O11

> <MOLECULAR_WEIGHT>
572.692

> <EXACT_MASS>
572.319662366

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
63.276373330889705

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate

> <JCHEM_LOGP>
2.108461656666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.723417717631193

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.099188105939819

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6129044773777617

> <JCHEM_POLAR_SURFACE_AREA>
164.37

> <JCHEM_REFRACTIVITY>
147.41910000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -4.620   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  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -22.673  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   39                                                  
CONECT    6    5    7   34                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   32                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   11   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    9   33                                                  
CONECT   33   32                                                            
CONECT   34    6   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    5   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

View in JSmol

Synonyms

Value	Source
(2R,3R,4R,5R,6S)-4,5-Dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetic acid	Generator

Chemical Formula

C₂₉H₄₈O₁₁

Average Mass

572.6920 Da

Monoisotopic Mass

572.31966 Da

IUPAC Name

(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate

Traditional Name

(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC[C@@H]2O[C@@H](OC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](OC(C)=O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C29H48O11/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-36-28-26(35)24(33)23(32)21(40-28)15-37-29-27(39-20(6)30)25(34)22(31)19(5)38-29/h9,11,13,19,21-29,31-35H,7-8,10,12,14-15H2,1-6H3/b17-11+,18-13+/t19-,21-,22-,23+,24-,25+,26+,27+,28+,29+/m0/s1

InChI Key

POHNOYDSEMHHEI-GFLGYVDJSA-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
Guioa crenulata	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
Farsesane sesquiterpenoid
Sesquiterpenoid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Fatty acyl
Oxane
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.11	ChemAxon
pKa (Strongest Acidic)	12.1	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	147.42 m³·mol⁻¹	ChemAxon
Polarizability	63.28 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

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

162967235

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate (NP0198604)

MOL for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

3D MOL for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

3D SDF for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

3D-SDF for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

PDB for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

3D PDB for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

SMILES for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

INCHI for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

Structure for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)

3D Structure for NP0198604 ((2r,3r,4r,5r,6s)-4,5-dihydroxy-6-methyl-2-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}oxan-2-yl]methoxy}oxan-3-yl acetate)