NP-MRD: Showing NP-Card for 2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol (NP0319842)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 21:05:17 UTC

Updated at

2022-09-11 21:05:17 UTC

NP-MRD ID

NP0319842

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

Description

2-[(4,5-Dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-dodecahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol 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-[(4,5-Dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-dodecahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251512352D          

 42 46  0  0  0  0            999 V2000
   -4.3879    0.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9533   -0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287   -0.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -0.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.9281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141    0.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7387    0.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587    1.9284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151    2.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649    0.5517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.8765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440   -1.8107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -2.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -2.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500    0.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494   -2.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -1.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -2.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1678   -1.0311    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
  5  6  1  0  0  0  0
  6  7  1  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
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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
 18 19  1  0  0  0  0
 19 20  1  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  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 94 98  0  0  0  0  0  0  0  0999 V2000
    7.5772    1.5214    1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5777    1.0829    0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8379    1.2486   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4271    0.4463    0.0989 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1957    0.3328    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568    0.0814   -0.0586 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4399    1.2529   -0.9757 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6831    0.8950   -2.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2064    0.8640   -1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    0.8893   -0.4900 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3628    0.6310   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1765    1.6175    0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4403    0.9554   -1.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0338   -0.7107    0.1156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2152   -0.7306    0.8873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -1.7126    0.5132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0961   -2.7400    1.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -3.9110    1.0140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4698   -4.8467    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -4.2952   -0.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7336   -3.8601    0.0854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4715   -4.6876   -1.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365   -2.5400   -0.4475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7706   -2.3280   -1.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175   -1.3561    0.3455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7093   -0.2198   -0.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5660    0.7083    0.2514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7295    0.6885   -0.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397    1.4453    0.0555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3307    0.7418    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2216    2.8168    0.4092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0968    2.9758    1.7970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8959    3.0886   -0.2493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0256    2.9430   -1.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9042    2.0413    0.2385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3809    2.4164    1.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.4149    1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -1.3600    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    0.0894    0.4140 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7491    0.7070    1.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267    1.1441   -1.1437 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1448    0.3023   -2.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4498    1.9891    2.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7079    1.4235    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0411    0.3895   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127    1.3742    0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7364    2.2022   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7145   -0.6117   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124   -0.4756    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0780    1.2971    1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542   -0.8373   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1194    2.2184   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.6081   -3.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522   -0.0941   -2.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311    1.8049   -2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179   -0.0118   -2.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0077    1.9609   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.1097    1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8982    2.3375    0.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6704    2.2726    1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    0.9064   -2.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106    2.0232   -1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    0.3600   -1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2052   -1.4543   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739   -2.2001   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9413   -4.4843    1.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -5.1418    1.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9387   -5.7754    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -4.8196   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6313   -4.3146    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2113   -5.2993   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2288   -2.3800   -0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -1.5275   -1.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516   -1.3290    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828    0.3538    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5497    1.5448   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3343   -0.3353    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7602    0.9497    2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3436    1.1750    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9210    3.6291    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663    3.9635    1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5325    4.0896   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4280    2.2251   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0726    2.0872   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    1.6503    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8734   -1.1072    2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6489   -2.5021    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -2.0152    0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955   -1.6554   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615    0.2583    2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499    1.8061    1.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8164    0.6528    2.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4113    2.1297   -1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2198   -0.6346   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 18  1  0
 18 19  1  0
 19 20  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  1
 39  6  1  0
  6  5  1  0
  5  4  1  0
  4 41  1  0
 41 42  1  0
 41  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 27 35  1  0
 35 36  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 16 25  1  0
 11 14  1  0
 10 39  1  0
  7  6  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 29 76  1  6
 27 75  1  1
 25 74  1  1
 23 72  1  6
 24 73  1  0
 21 70  1  1
 22 71  1  0
 18 66  1  1
 19 67  1  0
 19 68  1  0
 20 69  1  0
 16 65  1  6
 14 64  1  6
 37 86  1  0
 37 87  1  0
 38 88  1  0
 38 89  1  0
 40 90  1  0
 40 91  1  0
 40 92  1  0
  6 51  1  6
  5 49  1  0
  5 50  1  0
  4 48  1  6
 41 93  1  6
 42 94  1  0
  7 52  1  1
  8 53  1  0
  8 54  1  0
  9 55  1  0
  9 56  1  0
 10 57  1  1
 12 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 13 63  1  0
  3 45  1  0
  3 46  1  0
  3 47  1  0
  1 43  1  0
  1 44  1  0
 35 84  1  6
 36 85  1  0
 33 82  1  6
 34 83  1  0
 31 80  1  6
 32 81  1  0
M  END


  Mrv1533004251512352D          

 42 46  0  0  0  0            999 V2000
   -4.3879    0.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9533   -0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287   -0.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -0.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.9281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141    0.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7387    0.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587    1.9284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151    2.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649    0.5517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.8765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440   -1.8107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -2.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -2.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500    0.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494   -2.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -1.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -2.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432   -1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1678   -1.0311    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
  5  6  1  0  0  0  0
  6  7  1  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
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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
 18 19  1  0  0  0  0
 19 20  1  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  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  2 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319842

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(CO)OC2OC2CCC3(C)C4CC(C(O)C4CCC3C2(C)C)C(C)=C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H52O11/c1-13(2)16-11-17-15(22(16)34)7-8-19-30(4,5)20(9-10-31(17,19)6)41-29-27(25(37)23(35)18(12-32)40-29)42-28-26(38)24(36)21(33)14(3)39-28/h14-29,32-38H,1,7-12H2,2-6H3

> <INCHI_KEY>
ZWGAUEYLMVXHDY-UHFFFAOYSA-N

> <FORMULA>
C31H52O11

> <MOLECULAR_WEIGHT>
600.746

> <EXACT_MASS>
600.350962494

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
65.31550806156874

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-dodecahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
0.8234334893333326

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.7201497734243

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.100264586680593

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6411251865265893

> <JCHEM_POLAR_SURFACE_AREA>
178.53

> <JCHEM_REFRACTIVITY>
149.28740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -8.191   0.789   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.379  -0.520   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.840  -0.471   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.029  -1.780   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.490  -1.732   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.762  -0.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.573   0.934   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.112   0.886   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.845   2.291   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.656   3.600   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.306   2.339   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.578   3.696   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.962   3.744   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.494   1.030   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.222  -0.327   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.411  -1.636   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.128  -1.588   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.856  -0.231   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.395  -0.183   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.207  -1.492   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.935  -0.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.746  -1.444   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.740  -0.268   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.166  -0.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.053  -2.386   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.229  -3.380   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.557  -2.753   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.829  -4.110   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.290  -4.158   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.479  -2.849   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.939  -2.897   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.934  -4.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.660  -3.754   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.475  -0.039   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.832  -0.767   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.427   1.501   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.757  -3.138   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.946  -4.447   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -7.296  -3.186   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -8.024  -4.543   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.107  -1.877   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -9.647  -1.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   41                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   37                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   30                                             
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   34                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   22   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   20   31                                                  
CONECT   31   30   17   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   24   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    4   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    2   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₅₂O₁₁

Average Mass

600.7460 Da

Monoisotopic Mass

600.35096 Da

IUPAC Name

2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-dodecahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

Traditional Name

2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2OC2CCC3(C)C4CC(C(O)C4CCC3C2(C)C)C(C)=C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C31H52O11/c1-13(2)16-11-17-15(22(16)34)7-8-19-30(4,5)20(9-10-31(17,19)6)41-29-27(25(37)23(35)18(12-32)40-29)42-28-26(38)24(36)21(33)14(3)39-28/h14-29,32-38H,1,7-12H2,2-6H3

InChI Key

ZWGAUEYLMVXHDY-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

Not Available

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
Disaccharide
Glycosyl compound
O-glycosyl compound
Monoterpenoid
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Primary alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	0.15	ALOGPS
logP	0.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.1	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	149.29 m³·mol⁻¹	ChemAxon
Polarizability	65.32 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

56671338

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol (NP0319842)

MOL for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

3D MOL for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

3D SDF for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

3D-SDF for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

PDB for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

3D PDB for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

SMILES for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

INCHI for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

Structure for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)

3D Structure for NP0319842 (2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol)