NP-MRD: Showing NP-Card for beta-gentiobiose (NP0002696)

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Record Information

Version

2.0

Created at

2020-11-23 19:38:10 UTC

Updated at

2021-08-12 19:51:53 UTC

NP-MRD ID

NP0002696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-gentiobiose

Provided By

BMRB

Description

Beta-D-Glcp-(1->6)-beta-D-Glcp is also known as b-D-GLC-(1->6)-b-D-GLC or beta-gentiobiose. beta-gentiobiose is found in Gentiana andrewsii, Gentiana macrophylla and Gentianopsis grandis. Based on a literature review very few articles have been published on beta-D-Glcp-(1->6)-beta-D-Glcp.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


     RDKit          2D

 45 46  0  0  0  0  0  0  0  0999 V2000
    4.0832   -3.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1549   -2.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2265   -0.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385   -0.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5686    1.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0981   -0.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    1.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0064    1.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    2.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9325    1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5792   -1.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0672   -1.2477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1161   -1.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    1.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817    3.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    2.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063    0.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680   -0.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498   -4.4119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332   -2.4803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -2.1549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701   -1.1386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543   -0.9416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519    1.7334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453   -1.0072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1899   -1.4809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2681    2.2873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3348    4.0533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3577   -0.3127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4205    1.3786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6508   -2.5564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469   -2.6311    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544   -2.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -3.9660    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470    1.9901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200    3.9688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4529    3.2814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1180    2.1087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5573    1.2912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3054   -1.3476    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  8  1  0
  1 24  1  0
  2 25  1  1
  2 26  1  0
  3 27  1  6
  5 28  1  6
  7 29  1  1
  7 30  1  0
  8 31  1  1
 10 32  1  1
 11 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

NP0002696
     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.9871   -3.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.2071   -2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5333   -0.1733   -1.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3068   -0.7327   -1.4945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161   -0.8782   -0.3654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4670    0.0308   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -0.6421   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9273    0.2820   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9598    1.0488    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121    0.9981    1.4256 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1777   -0.1312    2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734    1.1228    0.6288 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6627    2.4311    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4138    0.2020   -0.5633 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5035   -0.6632   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494   -0.6047   -0.5995 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9941   -1.2373   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.8163    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1432   -1.9389    0.9711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.4328    1.0578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4879    1.3916    1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4285    1.0000   -0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6030    1.7111   -0.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4905   -1.6870   -2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1572    0.6029   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4417    0.8821   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.8998   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -1.8949   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -1.1971   -1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -1.4309    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8965    0.9405   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    1.8751    2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126   -0.4570    2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    0.8070    1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614    2.3544   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5076    0.7937   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2674   -1.4866   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.3185    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117   -2.1570   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -0.9289    1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404   -2.7063    1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0922    0.2125    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673    1.9443    2.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6279    1.6849   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    2.0130   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  8  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  7 29  1  0
  7 30  1  0
  8 31  1  6
 10 32  1  1
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END


     RDKit          2D

 45 46  0  0  0  0  0  0  0  0999 V2000
    4.0832   -3.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1549   -2.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2265   -0.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385   -0.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5686    1.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0981   -0.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    1.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0064    1.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    2.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9325    1.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5792   -1.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0672   -1.2477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1161   -1.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    1.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817    3.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    2.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063    0.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680   -0.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498   -4.4119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332   -2.4803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -2.1549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701   -1.1386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543   -0.9416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519    1.7334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453   -1.0072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1899   -1.4809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2681    2.2873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3348    4.0533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3577   -0.3127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4205    1.3786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6508   -2.5564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469   -2.6311    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544   -2.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -3.9660    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470    1.9901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200    3.9688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4529    3.2814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1180    2.1087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5573    1.2912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3054   -1.3476    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  8  1  0
  1 24  1  0
  2 25  1  1
  2 26  1  0
  3 27  1  6
  5 28  1  6
  7 29  1  1
  7 30  1  0
  8 31  1  1
 10 32  1  1
 11 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END
> <DATABASE_ID>
NP0002696

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
DLRVVLDZNNYCBX-LIZSDCNHSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.297

> <EXACT_MASS>
342.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.51626803420827

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-3.00

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.133081366054801

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.248198780146973

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083422322401

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.33670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.11e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gentiobiose

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002696
     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.9871   -3.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.2071   -2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5333   -0.1733   -1.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3068   -0.7327   -1.4945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161   -0.8782   -0.3654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4670    0.0308   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -0.6421   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9273    0.2820   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9598    1.0488    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121    0.9981    1.4256 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1777   -0.1312    2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734    1.1228    0.6288 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6627    2.4311    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4138    0.2020   -0.5633 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5035   -0.6632   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494   -0.6047   -0.5995 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9941   -1.2373   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.8163    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1432   -1.9389    0.9711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.4328    1.0578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4879    1.3916    1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4285    1.0000   -0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6030    1.7111   -0.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4905   -1.6870   -2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1572    0.6029   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4417    0.8821   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.8998   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -1.8949   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -1.1971   -1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -1.4309    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8965    0.9405   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    1.8751    2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126   -0.4570    2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    0.8070    1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614    2.3544   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5076    0.7937   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2674   -1.4866   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.3185    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117   -2.1570   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -0.9289    1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404   -2.7063    1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0922    0.2125    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673    1.9443    2.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6279    1.6849   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    2.0130   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  8  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  7 29  1  0
  7 30  1  0
  8 31  1  6
 10 32  1  1
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8664.6028664.482   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8665.9368665.251   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8668.6038666.792   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8671.2778665.251   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8668.6038660.626   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8671.2778662.168   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8661.9328669.105   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8660.5978669.875   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8661.9328662.940   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8659.2628664.482   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8659.2628667.563   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8661.9328667.562   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.5988666.792   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.5988665.252   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.9328664.482   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.2658665.252   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8663.2658666.792   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8668.6058665.251   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.2728664.481   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8667.2728662.941   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8668.6058662.171   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8669.9398662.941   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8669.9398664.481   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1   19                                                       
CONECT    3   18                                                            
CONECT    4   23                                                            
CONECT    5   21                                                            
CONECT    6   22                                                            
CONECT    7    8   12                                                       
CONECT    8    7                                                            
CONECT    9   15                                                            
CONECT   10   14                                                            
CONECT   11   13                                                            
CONECT   12   13   17    7                                                  
CONECT   13   12   14   11                                                  
CONECT   14   13   15   10                                                  
CONECT   15   14   16    9                                                  
CONECT   16   15   17    1                                                  
CONECT   17   12   16                                                       
CONECT   18   19   23    3                                                  
CONECT   19   18   20    2                                                  
CONECT   20   19   21                                                       
CONECT   21   22   20    5                                                  
CONECT   22   21   23    6                                                  
CONECT   23   18   22    4                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    NP0002696
HETATM    1  O1  UNL     1      -4.237  -0.987  -3.338  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.134   0.207  -2.598  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.533  -0.173  -1.262  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.307  -0.733  -1.494  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.516  -0.878  -0.365  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.467   0.031  -0.367  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.724  -0.642  -0.427  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.927   0.282  -0.433  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.960   1.049   0.699  1.00  0.00           O  
HETATM   10  C6  UNL     1       3.112   0.998   1.426  1.00  0.00           C  
HETATM   11  O5  UNL     1       3.178  -0.131   2.242  1.00  0.00           O  
HETATM   12  C7  UNL     1       4.373   1.123   0.629  1.00  0.00           C  
HETATM   13  O6  UNL     1       4.663   2.431   0.252  1.00  0.00           O  
HETATM   14  C8  UNL     1       4.414   0.202  -0.563  1.00  0.00           C  
HETATM   15  O7  UNL     1       5.503  -0.663  -0.532  1.00  0.00           O  
HETATM   16  C9  UNL     1       3.149  -0.605  -0.600  1.00  0.00           C  
HETATM   17  O8  UNL     1       2.994  -1.237  -1.850  1.00  0.00           O  
HETATM   18  C10 UNL     1      -2.319  -0.816   0.913  1.00  0.00           C  
HETATM   19  O9  UNL     1      -3.143  -1.939   0.971  1.00  0.00           O  
HETATM   20  C11 UNL     1      -3.119   0.433   1.058  1.00  0.00           C  
HETATM   21  O10 UNL     1      -2.488   1.392   1.855  1.00  0.00           O  
HETATM   22  C12 UNL     1      -3.429   1.000  -0.325  1.00  0.00           C  
HETATM   23  O11 UNL     1      -4.603   1.711  -0.215  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.491  -1.687  -2.679  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.157   0.603  -2.517  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.442   0.882  -3.120  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.260  -0.900  -0.800  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.081  -1.895  -0.413  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.757  -1.197  -1.409  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.828  -1.431   0.346  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.897   0.940  -1.315  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.096   1.875   2.137  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.113  -0.457   2.344  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.220   0.807   1.299  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.261   2.354  -0.558  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.508   0.794  -1.506  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.267  -1.487  -1.022  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.159  -1.319   0.229  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.712  -2.157  -1.655  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.571  -0.929   1.748  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.640  -2.706   1.358  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.092   0.213   1.544  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.167   1.944   2.341  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.628   1.685  -0.614  1.00  0.00           H  
HETATM   45  H22 UNL     1      -4.992   2.013  -1.050  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4   22   27
CONECT    4    5
CONECT    5    6   18   28
CONECT    6    7
CONECT    7    8   29   30
CONECT    8    9   16   31
CONECT    9   10
CONECT   10   11   12   32
CONECT   11   33
CONECT   12   13   14   34
CONECT   13   35
CONECT   14   15   16   36
CONECT   15   37
CONECT   16   17   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
END

NP0002696
     RDKit          3D

45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2367   -0.9871   -3.3378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.2071   -2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5333   -0.1733   -1.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3068   -0.7327   -1.4945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161   -0.8782   -0.3654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4670    0.0308   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241   -0.6421   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9273    0.2820   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9598    1.0488    0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1121    0.9981    1.4256 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1777   -0.1312    2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734    1.1228    0.6288 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6627    2.4311    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4138    0.2020   -0.5633 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5035   -0.6632   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494   -0.6047   -0.5995 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9941   -1.2373   -1.8501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.8163    0.9128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1432   -1.9389    0.9711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.4328    1.0578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4879    1.3916    1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4285    1.0000   -0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6030    1.7111   -0.2150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4905   -1.6870   -2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1572    0.6029   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4417    0.8821   -3.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.8998   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0809   -1.8949   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -1.1971   -1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -1.4309    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8965    0.9405   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    1.8751    2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126   -0.4570    2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202    0.8070    1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614    2.3544   -0.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5076    0.7937   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2674   -1.4866   -1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590   -1.3185    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117   -2.1570   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -0.9289    1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404   -2.7063    1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0922    0.2125    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673    1.9443    2.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6279    1.6849   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    2.0130   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  8  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  6
  7 29  1  0
  7 30  1  0
  8 31  1  6
 10 32  1  1
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
6-O-beta-D-Glucopyranosyl-beta-D-glucopyranose	ChEBI
beta-D-GLC-(1->6)-beta-D-GLC	ChEBI
beta-D-Glucosyl-(1->6)-beta-D-glucose	ChEBI
beta-Gentiobiose	ChEBI
GLCB1-6GLCB	ChEBI
Glcbeta1-6glcbeta	ChEBI
6-O-b-D-Glucopyranosyl-b-D-glucopyranose	Generator
6-O-Β-D-glucopyranosyl-β-D-glucopyranose	Generator
b-D-GLC-(1->6)-b-D-GLC	Generator
Β-D-GLC-(1->6)-β-D-GLC	Generator
b-D-Glucosyl-(1->6)-b-D-glucose	Generator
Β-D-glucosyl-(1->6)-β-D-glucose	Generator
b-Gentiobiose	Generator
Β-gentiobiose	Generator
b-D-GLCP-(1->6)-b-D-GLCP	Generator
Β-D-GLCP-(1->6)-β-D-GLCP	Generator
Amygdalose	PhytoBank, MeSH
D-Gentiobiose	PhytoBank, MeSH
6-O-beta-D-Glucopyranosyl-D-glucose	PhytoBank
6-O-β-D-Glucopyranosyl-D-glucose	PhytoBank
6-(beta-D-Glucosido)-D-glucose	PhytoBank
6-(β-D-Glucosido)-D-glucose	PhytoBank
6-O-beta-D-glucopyranosyl-D-glucopyranose	PhytoBank
6-O-β-D-glucopyranosyl-D-glucopyranose	PhytoBank
beta-D-Glc-(1->6)-D-Glc	PhytoBank
β-D-Glc-(1→6)-D-Glc	PhytoBank
beta-D-Glcp-(1->6)-D-Glcp	PhytoBank
β-D-Glcp-(1→6)-D-Glcp	PhytoBank
beta-D-glucopyranosyl-(1->6)-D-glucose	PhytoBank
β-D-glucopyranosyl-(1→6)-D-glucose	PhytoBank
beta-D-glucosyl-(1->6)-D-glucose	PhytoBank
β-D-glucosyl-(1→6)-D-glucose	PhytoBank
D-Glc(beta1->6)D-Glc	PhytoBank
D-Glc(β1→6)D-Glc	PhytoBank
beta-D-Glc-(1→6)-D-Glc	PhytoBank
beta-D-Glcp-(1→6)-D-Glcp	PhytoBank
beta-D-glucopyranosyl-(1→6)-D-glucose	PhytoBank
beta-D-glucosyl-(1→6)-D-glucose	PhytoBank
D-Glc(beta1→6)D-Glc	PhytoBank

Chemical Formula

C₁₂H₂₂O₁₁

Average Mass

342.2970 Da

Monoisotopic Mass

342.11621 Da

IUPAC Name

(2R,3R,4S,5S,6R)-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

Traditional Name

gentiobiose

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

InChI Key

DLRVVLDZNNYCBX-LIZSDCNHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Averrhoa carambola	KNApSAcK Database	22123792
Gentiana andrewsii	LOTUS Database	35616633
Gentiana macrophylla	LOTUS Database	35616633
Gentiana straminea	KNApSAcK Database	22123792
Gentianopsis grandis	LOTUS Database	35616633
Triticum aestivum	KNApSAcK Database	22123792

Species Where Detected

Species Name	Source	Reference
Phoma medicaginis	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	ALOGPS
logP	-4.7	ChemAxon
logS	0.17	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053253

Chemspider ID

390156

KEGG Compound ID

C08240

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

71422

Good Scents ID

Not Available

References

General References

Showing NP-Card for beta-gentiobiose (NP0002696)

MOL for NP0002696 (beta-gentiobiose)

3D MOL for NP0002696 (beta-gentiobiose)

3D SDF for NP0002696 (beta-gentiobiose)

3D-SDF for NP0002696 (beta-gentiobiose)

PDB for NP0002696 (beta-gentiobiose)

3D PDB for NP0002696 (beta-gentiobiose)

SMILES for NP0002696 (beta-gentiobiose)

INCHI for NP0002696 (beta-gentiobiose)

Structure for NP0002696 (beta-gentiobiose)

3D Structure for NP0002696 (beta-gentiobiose)