NP-MRD: Showing NP-Card for 2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0215733)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 15:26:54 UTC

Updated at

2022-09-05 15:26:54 UTC

NP-MRD ID

NP0215733

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

1-O-beta-D-Glucopyranosyl-2,3-di-O-palmitoylglycerol belongs to the class of organic compounds known as glycosyldiacylglycerols. These are diacylglycerols that carry a saccharide moiety linked to the glycerol. 1-O-beta-D-Glucopyranosyl-2,3-di-O-palmitoylglycerol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1-O-beta-D-Glucopyranosyl-2,3-di-O-palmitoylglycerol has been detected, but not quantified in, fruits. 2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Panax ginseng. This could make 1-O-beta-D-glucopyranosyl-2,3-di-O-palmitoylglycerol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061304512D          

 42 46  0  0  0  0            999 V2000
   -0.5428    3.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2042    0.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    0.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829    1.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    1.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 20  2  1  0  0  0  0
 20  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 12  1  0  0  0  0
 22  8  2  0  0  0  0
 22 18  1  0  0  0  0
 23 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24  9  1  0  0  0  0
 25 10  1  0  0  0  0
 25 21  1  0  0  0  0
 26 11  1  0  0  0  0
 26 24  1  0  0  0  0
 27 14  1  0  0  0  0
 27 24  1  0  0  0  0
 28 19  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33  5  1  0  0  0  0
 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34  6  1  0  0  0  0
 34 16  1  0  0  0  0
 34 25  1  0  0  0  0
 34 26  1  0  0  0  0
 35  7  1  0  0  0  0
 35 17  1  0  0  0  0
 35 20  1  0  0  0  0
 36 19  1  0  0  0  0
 37 29  1  0  0  0  0
 38 30  1  0  0  0  0
 39 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 23  1  0  0  0  0
 41 32  1  0  0  0  0
 42 28  1  0  0  0  0
 42 32  1  0  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
   -9.0160   -2.0338    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3811   -1.2725    1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7533    0.0307    1.3444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9255    0.8962    2.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2266   -0.1164    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902   -0.9626    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822   -1.2780   -0.2959 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5354   -2.1863   -1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5618   -0.1744   -0.3858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3651    0.6403    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8701    0.9853    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4895    0.8324   -0.4976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0491    0.9014   -0.7930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5334    2.0630    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628    2.1951   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    1.0981   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469    1.2635   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634    0.0287   -0.5647 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2413    0.3245   -0.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2137    0.0299   -1.0660 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0340   -0.9817   -0.5724 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0446   -0.5356    0.2437 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1497   -1.5303    1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4424   -2.7997    0.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8041    0.8242    0.8188 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9212    1.1392    1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7550    1.8350   -0.2959 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1055    3.0122    0.1007 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0068    1.2502   -1.4612 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9057    0.8480   -2.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3145   -1.0775    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627   -1.3094   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0513   -0.1639    0.0981 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9438   -0.3315    1.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7232   -0.3628   -0.6277 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0026   -1.5132   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.5303   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1605   -0.4741   -0.8505 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0217   -0.6281   -2.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3870    0.6552    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8584    0.8611    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7818    2.0197   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1308   -1.7749   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4621   -2.9717    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3310   -1.6404    2.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6191    0.4052    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8980   -0.5738    2.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8782    0.9254    1.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553   -0.4302   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5319   -1.9163    0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1265   -1.9804    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2689   -3.0145   -1.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5847   -2.5405   -1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206   -1.6255   -2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9294    0.5775   -1.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    0.2003    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8377    1.6657    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118    2.0424    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    0.3739    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    1.6292   -1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    1.2948   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159    2.9886   -0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098    2.0278    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016    3.1477   -0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900    1.7206   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5881    2.0457    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0770   -0.3790   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520   -0.3798   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0316   -0.5156   -0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9426   -1.1887    2.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1779   -1.4868    1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0047   -2.9648    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9171    0.8638    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9149    2.1274    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8048    2.0596   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468    2.8561    0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2873    1.9786   -1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628    0.1429   -2.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3196   -0.8150    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -1.9776    0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432   -2.2606    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.3013   -1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654   -1.3810    1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7771    0.2848    2.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029   -0.0374    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0560   -0.6719   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426   -1.6649    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3896   -2.4682   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -1.4418    0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8119   -2.5714   -0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -0.4220   -2.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511    0.1573   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5497   -1.5770   -2.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3354    0.0144   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1015    0.5902    1.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1725    1.9192    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5124    0.2617   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0792    2.0129   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5509    2.7818   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867    2.4058    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
 41 40  1  0
 40 42  1  0
 40  3  1  0
  3  4  1  1
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
  3  2  1  0
  2  1  2  3
 38  9  1  0
 29 20  1  0
 38 12  1  0
 35 13  1  0
 33 16  1  0
 41 95  1  0
 41 96  1  0
 41 97  1  0
 40 94  1  0
 42 98  1  0
 42 99  1  0
 42100  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  6 50  1  0
  7 51  1  1
  8 52  1  0
  8 53  1  0
  8 54  1  0
  9 55  1  6
 10 56  1  0
 10 57  1  0
 11 58  1  0
 11 59  1  0
 12 60  1  6
 13 61  1  6
 14 62  1  0
 14 63  1  0
 15 64  1  0
 17 65  1  0
 17 66  1  0
 18 67  1  6
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 34 85  1  0
 35 86  1  6
 36 87  1  0
 36 88  1  0
 37 89  1  0
 37 90  1  0
 39 91  1  0
 39 92  1  0
 39 93  1  0
 20 68  1  6
 22 69  1  6
 23 70  1  0
 23 71  1  0
 24 72  1  0
 25 73  1  1
 26 74  1  0
 27 75  1  6
 28 76  1  0
 29 77  1  6
 30 78  1  0
  2 45  1  0
  1 43  1  0
  1 44  1  0
M  END


  Mrv0541 05061304512D          

 42 46  0  0  0  0            999 V2000
   -0.5428    3.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2042    0.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    0.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941    2.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9511    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    1.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1390    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829    1.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3905    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7663    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    1.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 20  2  1  0  0  0  0
 20  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 12  1  0  0  0  0
 22  8  2  0  0  0  0
 22 18  1  0  0  0  0
 23 13  1  0  0  0  0
 23 18  1  0  0  0  0
 24  9  1  0  0  0  0
 25 10  1  0  0  0  0
 25 21  1  0  0  0  0
 26 11  1  0  0  0  0
 26 24  1  0  0  0  0
 27 14  1  0  0  0  0
 27 24  1  0  0  0  0
 28 19  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33  5  1  0  0  0  0
 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34  6  1  0  0  0  0
 34 16  1  0  0  0  0
 34 25  1  0  0  0  0
 34 26  1  0  0  0  0
 35  7  1  0  0  0  0
 35 17  1  0  0  0  0
 35 20  1  0  0  0  0
 36 19  1  0  0  0  0
 37 29  1  0  0  0  0
 38 30  1  0  0  0  0
 39 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 23  1  0  0  0  0
 41 32  1  0  0  0  0
 42 28  1  0  0  0  0
 42 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215733

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(O)(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C35H58O7/c1-7-35(40,20(2)3)17-12-21(4)25-10-11-26-24-9-8-22-18-23(13-15-33(22,5)27(24)14-16-34(25,26)6)41-32-31(39)30(38)29(37)28(19-36)42-32/h7-8,20-21,23-32,36-40H,1,9-19H2,2-6H3

> <INCHI_KEY>
MRNRLEVLPFVWRY-UHFFFAOYSA-N

> <FORMULA>
C35H58O7

> <MOLECULAR_WEIGHT>
590.8308

> <EXACT_MASS>
590.41825421

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
69.68702422551009

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({14-[5-hydroxy-5-(propan-2-yl)hept-6-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.688307124999999

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200090025428626

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210561282115911

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8669237879038975

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
163.6746

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[14-(5-hydroxy-5-isopropylhept-6-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.013   6.285   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.381   1.709   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.023   1.344   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.558   4.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.229   5.340   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.493   4.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.575   2.040   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.808   2.289   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.059   2.311   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.536   3.760   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.020   4.031   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.028   2.854   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.551   1.405   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.018   3.815   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      19.568   3.218   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      17.529   4.937   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      14.497   5.479   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.512   3.125   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -3.544   3.604   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      16.067   1.134   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   20                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   33                                                            
CONECT    6   34                                                            
CONECT    7    1   35                                                       
CONECT    8    9   22                                                       
CONECT    9    8   24                                                       
CONECT   10   11   25                                                       
CONECT   11   10   26                                                       
CONECT   12   17   21                                                       
CONECT   13   15   23                                                       
CONECT   14   16   27                                                       
CONECT   15   13   33                                                       
CONECT   16   14   34                                                       
CONECT   17   12   35                                                       
CONECT   18   22   23                                                       
CONECT   19   28   36                                                       
CONECT   20    2    3   35                                                  
CONECT   21    4   12   25                                                  
CONECT   22    8   18   33                                                  
CONECT   23   13   18   41                                                  
CONECT   24    9   26   27                                                  
CONECT   25   10   21   34                                                  
CONECT   26   11   24   34                                                  
CONECT   27   14   24   33                                                  
CONECT   28   19   29   42                                                  
CONECT   29   28   30   37                                                  
CONECT   30   29   31   38                                                  
CONECT   31   30   32   39                                                  
CONECT   32   31   41   42                                                  
CONECT   33    5   15   22   27                                             
CONECT   34    6   16   25   26                                             
CONECT   35    7   17   20   40                                             
CONECT   36   19                                                            
CONECT   37   29                                                            
CONECT   38   30                                                            
CONECT   39   31                                                            
CONECT   40   35                                                            
CONECT   41   23   32                                                       
CONECT   42   28   32                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
1-O-b-D-Glucopyranosyl-2,3-di-O-palmitoylglycerol	Generator
1-O-Β-D-glucopyranosyl-2,3-di-O-palmitoylglycerol	Generator

Chemical Formula

C₃₅H₅₈O₇

Average Mass

590.8308 Da

Monoisotopic Mass

590.41825 Da

IUPAC Name

2-({14-[5-hydroxy-5-(propan-2-yl)hept-6-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[14-(5-hydroxy-5-isopropylhept-6-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC(C)C(O)(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O)C=C

InChI Identifier

InChI=1S/C35H58O7/c1-7-35(40,20(2)3)17-12-21(4)25-10-11-26-24-9-8-22-18-23(13-15-33(22,5)27(24)14-16-34(25,26)6)41-32-31(39)30(38)29(37)28(19-36)42-32/h7-8,20-21,23-32,36-40H,1,9-19H2,2-6H3

InChI Key

MRNRLEVLPFVWRY-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
Panax ginseng	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosyldiacylglycerols. These are diacylglycerols that carry a saccharide moiety linked to the glycerol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Glycosylglycerols

Direct Parent

Glycosyldiacylglycerols

Alternative Parents

Substituents

Glycosyldiacylglycerol
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Carbonyl group
Alcohol
Organooxygen 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	4.31	ALOGPS
logP	4.69	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	163.67 m³·mol⁻¹	ChemAxon
Polarizability	69.69 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0031680

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008340

KNApSAcK ID

Not Available

Chemspider ID

8638063

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10462651

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0215733)

MOL for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0215733 (2-{[1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)