NP-MRD: Showing NP-Card for D-(+)-Maltose (NP0002598)

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Record Information

Version

1.0

Created at

2020-11-23 18:24:56 UTC

Updated at

2021-08-19 23:59:12 UTC

NP-MRD ID

NP0002598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-(+)-Maltose

Provided By

BMRB

Description

Beta-maltose is also known as glca1-4GLCB or maltobiose. D-(+)-Maltose is found in Daphnia pulex, Lotus corniculatus and Lotus uliginosus. It was first documented in 1991 (PMID: 1839610). Based on a literature review a significant number of articles have been published on beta-maltose (PMID: 17439666) (PMID: 17984079) (PMID: 10923783) (PMID: 15665241).

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
    3.3247   -3.9668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3424   -0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -1.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9063   -0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    0.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917   -0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    1.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177    1.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610    1.8675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721    1.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6004    1.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1383   -0.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6171   -1.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -2.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4365    2.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064    1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    2.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1583   -0.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0212   -4.7091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212   -2.6585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336   -2.4580    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742   -1.4140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820   -1.3170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823   -1.3113    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1875    2.8640    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977    0.8856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9694    3.0945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9465   -0.2524    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0791    1.3929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -2.4226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1384   -2.5809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681   -1.9495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -3.7531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    2.2732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1420    3.6003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    3.0069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871    1.7424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9669    1.4561    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -1.7756    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
  8 11  1  0
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 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  7  1  0
  1 24  1  0
  2 25  1  1
  2 26  1  0
  3 27  1  6
  5 28  1  1
  7 29  1  6
  8 30  1  1
  9 31  1  6
  9 32  1  0
 10 33  1  0
 12 34  1  1
 13 35  1  0
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 15 37  1  0
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 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

NP0002598
     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    4.8624   -1.8290   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4786   -1.9347   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.5752   -1.0638 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4619   -0.7644   -1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.1890   -0.3914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6120    0.2100   -0.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -0.0900    0.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2582   -1.3310    0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2651   -2.2636    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -2.3727    1.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088   -1.2212   -0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -0.1270   -0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9121   -0.1180    1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.1848   -0.3249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1666    1.5052   -1.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3363    1.1086    0.6081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7833    1.0303    1.9173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440    1.5917   -0.5090 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7499    2.1615   -1.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    1.7338   -0.3671 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0436    2.7135    0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564    0.3562    0.0472 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6381    0.3815    0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -1.9971   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600   -2.4018    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1633   -0.1414   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8437   -0.2724    1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640   -1.9209   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -1.8606    2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501   -3.2919    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -2.9301    1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.0718   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.9984    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    1.9928    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3530    2.0679   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0390    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    0.4337    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    2.1792    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665    2.4978   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.9111   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    3.4050    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.1185    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9313    0.3614    1.1388 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
  8 11  1  0
 11 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  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  6
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
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 15 37  1  0
 16 38  1  1
 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


     RDKit          2D

 45 46  0  0  0  0  0  0  0  0999 V2000
    3.3247   -3.9668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3424   -0.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -1.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9063   -0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    0.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1964    1.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177    1.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610    1.8675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721    1.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6004    1.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1383   -0.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6171   -1.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -2.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4365    2.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064    1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    2.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1583   -0.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3977    0.8856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9694    3.0945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    3.3583    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9465   -0.2524    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0791    1.3929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472   -2.4226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1384   -2.5809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681   -1.9495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -3.7531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    2.2732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1420    3.6003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    3.0069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871    1.7424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9669    1.4561    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -1.7756    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
  8 11  1  0
 11 12  1  0
 12 13  1  0
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 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  7  1  0
  1 24  1  0
  2 25  1  1
  2 26  1  0
  3 27  1  6
  5 28  1  1
  7 29  1  6
  8 30  1  1
  9 31  1  6
  9 32  1  0
 10 33  1  0
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 13 35  1  0
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 23 45  1  0
M  END
> <DATABASE_ID>
NP0002598

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
GUBGYTABKSRVRQ-QUYVBRFLSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.51781843407631

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.173689317234608

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.254374125721942

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-maltose

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002598
     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    4.8624   -1.8290   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4786   -1.9347   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.5752   -1.0638 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4619   -0.7644   -1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.1890   -0.3914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6120    0.2100   -0.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -0.0900    0.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2582   -1.3310    0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2651   -2.2636    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -2.3727    1.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088   -1.2212   -0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -0.1270   -0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9121   -0.1180    1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.1848   -0.3249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1666    1.5052   -1.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3363    1.1086    0.6081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7833    1.0303    1.9173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440    1.5917   -0.5090 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7499    2.1615   -1.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    1.7338   -0.3671 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0436    2.7135    0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564    0.3562    0.0472 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6381    0.3815    0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -1.9971   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600   -2.4018    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174   -2.5847   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -0.1414   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505   -0.0747    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437   -0.2724    1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640   -1.9209   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -1.8606    2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501   -3.2919    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -2.9301    1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.0718   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.9984    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    1.9928    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3530    2.0679   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0390    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    0.4337    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    2.1792    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665    2.4978   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.9111   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    3.4050    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.1185    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9313    0.3614    1.1388 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
  8 11  1  0
 11 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  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  6
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  1
 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

HEADER    PROTEIN                                 23-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-12         0                                  
HETATM    1  C   UNK     0      30.225 -19.426   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.225 -17.883   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      28.894 -20.194   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      31.563 -20.187   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      31.563 -17.115   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      28.894 -17.109   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.563 -20.962   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.894 -19.426   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      31.563 -21.730   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      32.894 -17.883   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      27.563 -17.883   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      26.239 -20.187   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      27.563 -22.504   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.226 -20.187   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      34.226 -17.115   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      24.901 -20.962   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.239 -23.266   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.894 -23.266   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.901 -22.504   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.563 -20.187   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      26.239 -24.808   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      23.563 -23.266   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      22.232 -20.962   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12   13                                                  
CONECT    8    4   14   10                                                  
CONECT    9    4                                                            
CONECT   10    5   15    8                                                  
CONECT   11    6                                                            
CONECT   12    7   16                                                       
CONECT   13    7   17   18                                                  
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16   12   19   20                                                  
CONECT   17   13   21   19                                                  
CONECT   18   13                                                            
CONECT   19   16   22   17                                                  
CONECT   20   16   23                                                       
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    NP0002598
HETATM    1  O1  UNL     1       4.862  -1.829  -0.926  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.479  -1.935  -0.920  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.808  -0.575  -1.064  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.462  -0.764  -1.048  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.724   0.189  -0.391  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.612   0.210  -0.764  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.486  -0.090   0.281  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.258  -1.331   0.008  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.265  -2.264   1.229  1.00  0.00           C  
HETATM   10  O4  UNL     1      -0.942  -2.373   1.708  1.00  0.00           O  
HETATM   11  O5  UNL     1      -3.509  -1.221  -0.454  1.00  0.00           O  
HETATM   12  C7  UNL     1      -4.245  -0.127  -0.212  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.912  -0.118   1.017  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.505   1.185  -0.325  1.00  0.00           C  
HETATM   15  O7  UNL     1      -3.167   1.505  -1.619  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.336   1.109   0.608  1.00  0.00           C  
HETATM   17  O8  UNL     1      -2.783   1.030   1.917  1.00  0.00           O  
HETATM   18  C10 UNL     1       1.244   1.592  -0.509  1.00  0.00           C  
HETATM   19  O9  UNL     1       0.750   2.162  -1.693  1.00  0.00           O  
HETATM   20  C11 UNL     1       2.719   1.734  -0.367  1.00  0.00           C  
HETATM   21  O10 UNL     1       3.044   2.713   0.536  1.00  0.00           O  
HETATM   22  C12 UNL     1       3.256   0.356   0.047  1.00  0.00           C  
HETATM   23  O11 UNL     1       4.638   0.382   0.173  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.256  -1.997  -1.831  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.160  -2.402   0.043  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.117  -2.585  -1.734  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.163  -0.141  -2.020  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.751  -0.075   0.693  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.844  -0.272   1.169  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.664  -1.921  -0.756  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.866  -1.861   2.043  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.550  -3.292   0.926  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.383  -2.930   1.091  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.069  -0.072  -0.986  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.201  -0.998   1.309  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.188   1.993   0.064  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.353   2.068  -1.677  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.748   2.039   0.483  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.197   0.434   2.475  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.757   2.179   0.317  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.467   2.498  -2.277  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.150   1.911  -1.381  1.00  0.00           H  
HETATM   43  H20 UNL     1       3.588   3.405   0.062  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.755   0.119   1.009  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.931   0.361   1.139  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   16   29
CONECT    8    9   11   30
CONECT    9   10   31   32
CONECT   10   33
CONECT   11   12
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

NP0002598
     RDKit          3D

45 46  0  0  0  0  0  0  0  0999 V2000
    4.8624   -1.8290   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4786   -1.9347   -0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8083   -0.5752   -1.0638 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4619   -0.7644   -1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.1890   -0.3914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6120    0.2100   -0.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -0.0900    0.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2582   -1.3310    0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2651   -2.2636    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -2.3727    1.7077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088   -1.2212   -0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -0.1270   -0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9121   -0.1180    1.0170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5048    1.1848   -0.3249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1666    1.5052   -1.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3363    1.1086    0.6081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7833    1.0303    1.9173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440    1.5917   -0.5090 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7499    2.1615   -1.6925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    1.7338   -0.3671 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0436    2.7135    0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564    0.3562    0.0472 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6381    0.3815    0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -1.9971   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600   -2.4018    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174   -2.5847   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -0.1414   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505   -0.0747    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437   -0.2724    1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640   -1.9209   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -1.8606    2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501   -3.2919    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831   -2.9301    1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.0718   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010   -0.9984    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    1.9928    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3530    2.0679   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0390    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    0.4337    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    2.1792    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665    2.4978   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.9111   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    3.4050    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    0.1185    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9313    0.3614    1.1388 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
  8 11  1  0
 11 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  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  6
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  1
 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

View in JSmol

Synonyms

Value	Source
4-(alpha-D-Glucopyranosido)-alpha-glucopyranose	ChEBI
4-O-alpha-D-Glucopyranosyl-beta-D-glucopyranose	ChEBI
4-O-alpha-D-Glucopyranosyl-D-glucose	ChEBI
alpha-D-GLCP-(1->4)-beta-D-GLCP	ChEBI
D-Maltose	ChEBI
Glca1-4GLCB	ChEBI
Glcalpha1-4glcbeta	ChEBI
Maltobiose	ChEBI
4-(a-D-Glucopyranosido)-a-glucopyranose	Generator
4-(Α-D-glucopyranosido)-α-glucopyranose	Generator
4-O-a-D-Glucopyranosyl-b-D-glucopyranose	Generator
4-O-Α-D-glucopyranosyl-β-D-glucopyranose	Generator
4-O-a-D-Glucopyranosyl-D-glucose	Generator
4-O-Α-D-glucopyranosyl-D-glucose	Generator
a-D-GLCP-(1->4)-b-D-GLCP	Generator
Α-D-GLCP-(1->4)-β-D-GLCP	Generator
b-Maltose	Generator
Β-maltose	Generator

Chemical Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965 Da

Monoisotopic Mass

342.11621 Da

IUPAC Name

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

Traditional Name

β-maltose

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

GUBGYTABKSRVRQ-QUYVBRFLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
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	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
Arabidopsis thaliana	KNApSAcK Database	22123792
Capsicum annuum	KNApSAcK Database	22123792
Daphnia pulex	LOTUS Database	35616633
Lotus corniculatus	LOTUS Database	35616633
Lotus uliginosus	LOTUS Database	35616633
Oryza sativa	KNApSAcK Database	22123792
Panax ginseng	KNApSAcK Database	22123792
Prunus avium	KNApSAcK Database	22123792
Solanum lycopersicum L.	KNApSAcK Database	22123792
Triticum aestivum	KNApSAcK Database	22123792

Species Where Detected

Species Name	Source	Reference
Homo sapiens (Urine)	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

maltose (CHEBI:18147 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	102.00 to 103.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	667.93 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	780000 mg/L @ 20 °C (exp)	The Good Scents Company Information System
LogP	-3.391 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.23	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

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Maltose

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

18147

Good Scents ID

rw1099251

References

General References

Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]
Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Yoshii H, Furuta T, Kudo J, Linko P: Crystal transformation from anhydrous alpha-maltose to hydrous beta-maltose and from anhydrous trehalose to hydrous trehalose. Biosci Biotechnol Biochem. 2000 Jun;64(6):1147-52. doi: 10.1271/bbb.64.1147. [PubMed:10923783 ]
Weise SE, Kim KS, Stewart RP, Sharkey TD: beta-Maltose is the metabolically active anomer of maltose during transitory starch degradation. Plant Physiol. 2005 Feb;137(2):756-61. doi: 10.1104/pp.104.055996. Epub 2005 Jan 21. [PubMed:15665241 ]
Zhou BY, Zheng YX: Studies on properties of thermostable beta-amylase from Thermoactinomyces sp.V4. Chin J Biotechnol. 1991;7(2):145-52. [PubMed:1839610 ]

Showing NP-Card for D-(+)-Maltose (NP0002598)

MOL for NP0002598 (D-(+)-Maltose)

3D MOL for NP0002598 (D-(+)-Maltose)

3D SDF for NP0002598 (D-(+)-Maltose)

3D-SDF for NP0002598 (D-(+)-Maltose)

PDB for NP0002598 (D-(+)-Maltose)

3D PDB for NP0002598 (D-(+)-Maltose)

SMILES for NP0002598 (D-(+)-Maltose)

INCHI for NP0002598 (D-(+)-Maltose)

Structure for NP0002598 (D-(+)-Maltose)

3D Structure for NP0002598 (D-(+)-Maltose)