NP-MRD: Showing NP-Card for erlose (NP0162354)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 20:43:31 UTC

Updated at

2022-09-02 20:43:31 UTC

NP-MRD ID

NP0162354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

erlose

Description

Erlose, also known as glucosylsucrose or sucrosylglucose, belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. erlose was first documented in 2021 (PMID: 34682239). Based on a literature review a small amount of articles have been published on erlose (PMID: 35584080) (PMID: 35400464) (PMID: 34382780).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022222432D          

 34 36  0  0  1  0            999 V2000
    4.2397    6.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877    5.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    4.9687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3906    4.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6455    3.5710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0935    2.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2865    3.1294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7345    2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9894    1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374    1.1186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275    2.6878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    3.4724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1344    3.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    3.0309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2385    3.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0455    3.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    2.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2740    1.7613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2110    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1246    0.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990    1.7613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5839    1.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3539    2.5460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1385    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    4.0855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9696    4.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    3.9140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5836    4.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    3.3994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7074    2.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0045    4.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8115    3.8410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    4.7971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3016    5.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 14 13  1  6  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  6  0  0  0
 12 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  1  0  0  0
  5 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    4.4991    2.5770    1.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    1.7839    1.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    0.4637    0.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3217    0.6503   -0.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -0.4769   -0.4288 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4470   -0.3805    0.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -0.1306   -0.2740 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5990    1.1462    0.2125 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5311    2.1058   -0.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611    3.3577   -0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070    0.9034    0.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894    0.4854   -0.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6789    0.0977    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8483    0.7731    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7632    2.2256    0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089    2.8447    0.8187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7751    0.1619    1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7891   -0.3763    0.5787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3429   -1.6683    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4185   -2.6782    1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3336   -0.4792   -0.8559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3844   -0.3820   -1.7540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4415    0.7684   -0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5867    0.7246   -1.9780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324   -0.7425   -0.8043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9368   -1.8252   -0.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -1.2308   -0.1193 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6322   -2.4069   -0.7548 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413   -1.7739   -0.3848 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4798   -2.6719    0.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139   -1.7807    0.1743 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4994   -2.4123   -0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2169   -0.4598    0.4960 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1820   -0.6027    1.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1525    2.9960    0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    1.5868    2.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    2.2844    0.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4871   -0.0731    1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.3359   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4721   -0.0677   -1.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694    1.5820    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5977    2.2698   -1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0138    1.6942   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    3.4365    0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    1.3351   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    2.2907    1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162    2.7988    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3561    3.1205    1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6459    0.3597    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7568   -1.4604    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2074   -1.9421    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1082   -2.9956    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6929   -1.3479   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3250   -1.1785   -2.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1547    1.6261   -1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4986    1.6197   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072   -0.5548   -1.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -1.8651   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020   -1.3706    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -3.1699   -0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650   -2.2494   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149   -3.4040   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7065   -2.4076    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5357   -3.3976   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6385   -0.0314   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6472    0.2608    1.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 13  1  6
 13 12  1  0
 12 11  1  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
  7 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 14 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 18  1  0
 25 12  1  0
 29  5  1  0
 20 52  1  0
 19 50  1  0
 19 51  1  0
 18 49  1  6
 15 46  1  0
 15 47  1  0
 16 48  1  0
 12 45  1  6
  8 41  1  1
  9 42  1  0
  9 43  1  0
 10 44  1  0
  7 40  1  6
  5 39  1  6
  3 38  1  1
  2 36  1  0
  2 37  1  0
  1 35  1  0
 33 65  1  6
 34 66  1  0
 31 63  1  1
 32 64  1  0
 29 61  1  6
 30 62  1  0
 27 59  1  1
 28 60  1  0
 25 57  1  6
 26 58  1  0
 23 55  1  6
 24 56  1  0
 21 53  1  1
 22 54  1  0
M  END


  Mrv1652309022222432D          

 34 36  0  0  1  0            999 V2000
    4.2397    6.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6877    5.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    4.9687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3906    4.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6455    3.5710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0935    2.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2865    3.1294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7345    2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9894    1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374    1.1186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275    2.6878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    3.4724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1344    3.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    3.0309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2385    3.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0455    3.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    2.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2740    1.7613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2110    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1246    0.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990    1.7613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5839    1.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3539    2.5460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1385    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    4.0855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9696    4.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    3.9140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5836    4.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    3.3994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7074    2.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0045    4.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8115    3.8410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7496    4.7971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3016    5.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 14 13  1  6  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  6  0  0  0
 12 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  1  0  0  0
  5 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0162354

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O16/c19-1-5-8(23)10(25)12(27)16(30-5)32-14-7(3-21)31-17(13(28)11(14)26)34-18(4-22)15(29)9(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15+,16-,17-,18+/m1/s1

> <INCHI_KEY>
FVVCFHXLWDDRHG-KKNDGLDKSA-N

> <FORMULA>
C18H32O16

> <MOLECULAR_WEIGHT>
504.438

> <EXACT_MASS>
504.16903495

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.00753520026264

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-3.37

> <JCHEM_LOGP>
-6.299670609333333

> <ALOGPS_LOGS>
0.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.165554978798372

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.70633296091943

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4558260660554474

> <JCHEM_POLAR_SURFACE_AREA>
268.67999999999995

> <JCHEM_REFRACTIVITY>
101.18740000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.26e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erlose

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0       7.914  11.884   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.884  10.739   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.360   9.275   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.329   8.130   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.805   6.666   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.774   5.521   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.268   5.842   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.238   4.697   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.714   3.232   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.683   2.088   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.731   5.017   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.255   6.482   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.251   6.802   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.281   5.658   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.312   6.802   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.818   6.482   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.035   4.752   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.511   3.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.394   2.042   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.233   0.635   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.051   3.288   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.957   2.042   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.527   4.752   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.992   5.228   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.286   7.626   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.810   9.091   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.792   7.306   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.823   8.451   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.311   6.346   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.787   4.881   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.342   7.490   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.848   7.170   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.866   8.955   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.896  10.099   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17   23                                             
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   14   24                                                  
CONECT   24   23                                                            
CONECT   25   12   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    7   28                                                  
CONECT   28   27                                                            
CONECT   29    5   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
Glucosylsucrose	ChEBI
Sucrosylglucose	ChEBI

Chemical Formula

C₁₈H₃₂O₁₆

Average Mass

504.4380 Da

Monoisotopic Mass

504.16903 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

erlose

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C18H32O16/c19-1-5-8(23)10(25)12(27)16(30-5)32-14-7(3-21)31-17(13(28)11(14)26)34-18(4-22)15(29)9(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15+,16-,17-,18+/m1/s1

InChI Key

FVVCFHXLWDDRHG-KKNDGLDKSA-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 oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
C-glycosyl compound
Glycosyl compound
O-glycosyl compound
Ketal
Oxane
Tetrahydrofuran
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Primary alcohol
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

trisaccharide (CHEBI:55512 )

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	-3.4	ALOGPS
logP	-6.3	ChemAxon
logS	0.16	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	268.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.19 m³·mol⁻¹	ChemAxon
Polarizability	46.01 Å³	ChemAxon
Number of Rings	3	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

167889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193471

PDB ID

Not Available

ChEBI ID

55512

Good Scents ID

Not Available

References

General References

Zhang J, Hungerford NL, Yates HSA, Smith TJ, Fletcher MT: How is Trehalulose Formed by Australian Stingless Bees? - An Intermolecular Displacement of Nectar Sucrose. J Agric Food Chem. 2022 Jun 1;70(21):6530-6539. doi: 10.1021/acs.jafc.2c01732. Epub 2022 May 18. [PubMed:35584080 ]
Ma C, Ma B, Li J, Fang Y: Changes in chemical composition and antioxidant activity of royal jelly produced at different floral periods during migratory beekeeping. Food Res Int. 2022 May;155:111091. doi: 10.1016/j.foodres.2022.111091. Epub 2022 Mar 5. [PubMed:35400464 ]
Ernits K, Kjeldsen C, Persson K, Grigor E, Alamae T, Visnapuu T: Structural Insight into a Yeast Maltase-The BaAG2 from Blastobotrys adeninivorans with Transglycosylating Activity. J Fungi (Basel). 2021 Sep 29;7(10):816. doi: 10.3390/jof7100816. [PubMed:34682239 ]
Hungerford NL, Zhang J, Smith TJ, Yates HSA, Chowdhury SA, Carter JF, Carpinelli de Jesus M, Fletcher MT: Feeding Sugars to Stingless Bees: Identifying the Origin of Trehalulose-Rich Honey Composition. J Agric Food Chem. 2021 Sep 8;69(35):10292-10300. doi: 10.1021/acs.jafc.1c02859. Epub 2021 Aug 12. [PubMed:34382780 ]
LOTUS database [Link]

Showing NP-Card for erlose (NP0162354)

MOL for NP0162354 (erlose)

3D MOL for NP0162354 (erlose)

3D SDF for NP0162354 (erlose)

3D-SDF for NP0162354 (erlose)

PDB for NP0162354 (erlose)

3D PDB for NP0162354 (erlose)

SMILES for NP0162354 (erlose)

INCHI for NP0162354 (erlose)

Structure for NP0162354 (erlose)

3D Structure for NP0162354 (erlose)