NP-MRD: Showing NP-Card for D-Maltose (NP0000857)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2022-01-23 23:58:37 UTC

NP-MRD ID

NP0000857

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-Maltose

Description

D-Maltose, also known as maltose, maltobiose or malt sugar, is a disaccharide formed from two units of glucose joined with an alpha (1→4) bond. Its name comes from malt, combined with the suffix '-ose' which is used in names of sugars. Maltose is a key structural motif of starch. When alpha-amylase breaks down starch, it removes two glucose units at a time, producing maltose. Maltose can be further broken down to glucose by the maltase enzyme, which catalyses the hydrolysis of the glycosidic bond. D-maltose exists in all living species, ranging from bacteria to plants to humans. Within humans, D-maltose participates in a number of enzymatic reactions. In particular, maltose can be converted into glucose; which is mediated by the enzyme maltase-glucoamylase. In addition, maltose can be converted into glucose through its interaction with the enzyme glycogen debranching enzyme. Maltose is found in high concentrations in oriental wheats and in a lower concentrations in sweet potato, grape wines, yellow pond-lilies, sunflowers, and spinach. Maltose is a component of malt, a substance which is obtained in the process of allowing grain to soften in water and germinate. It is also present in highly variable quantities in partially hydrolysed starch products like maltodextrin, corn syrup and acid-thinned starch. Maltose has a sweet taste but is only about 30–60% as sweet as sucrose, depending on the concentration.

Structure

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

HMDB0000163
     RDKit          3D
D-Maltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.8477    1.8134    1.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644    2.0500    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    0.8045    0.1277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6949    0.0215    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945   -0.8383    0.2422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0735   -0.0179   -0.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2573   -0.0656   -0.1929 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7937    1.2653    0.2999 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7239    1.4077    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.5719    2.4788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650    1.5378   -0.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623    0.5100   -0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1113    0.9080   -0.7731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.7764   -0.6919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1903   -1.7504    0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491   -0.4487   -1.3535 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6927   -1.4705   -2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.7869   -0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9704   -2.7013   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013   -1.0152   -1.4241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5418   -1.8527   -2.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637   -0.0897   -0.4653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4505    0.6211   -1.1232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.6381    2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    2.6382    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4038    2.6520   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    1.1142   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.4083    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3713   -0.8102    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162    2.0440   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    1.2742    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    2.4530    2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -0.3437    2.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396    0.3095    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8730    0.3852   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2116   -1.1785   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023   -2.1322    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.4945   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876   -1.1928   -2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.3423    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -3.4503   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065   -0.3446   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016   -1.2911   -2.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704   -0.7408    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.5341   -0.5880 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  1
 13 35  1  0
 14 36  1  6
 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


  Mrv1652304202019412D          

 23 24  0  0  1  0            999 V2000
    8.7262  -12.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551  -13.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7262  -13.1127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8696  -13.5252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0117  -13.5252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0117  -14.3502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5840  -14.7627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2985  -14.3502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7262  -14.7627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8696  -14.3502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2985  -13.5252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4406  -14.3502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0117  -11.8752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551  -12.2877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2972  -13.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2972  -14.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5840  -15.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0130  -14.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7262  -15.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0130  -13.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5840  -13.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4406  -13.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551  -14.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  3  1  1  1  0  0  0
  4  2  1  1  0  0  0
  2 14  1  0  0  0  0
  3  5  1  0  0  0  0
  3 22  1  0  0  0  0
  4 10  1  0  0  0  0
  4 21  1  0  0  0  0
  5 15  1  6  0  0  0
  5  6  1  0  0  0  0
  6 16  1  1  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 17  1  1  0  0  0
  8 11  1  0  0  0  0
  8 18  1  1  0  0  0
  9 19  1  6  0  0  0
  9 12  1  0  0  0  0
 10 23  1  6  0  0  0
 11 21  1  0  0  0  0
 11 20  1  6  0  0  0
 12 22  1  0  0  0  0
 12 23  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0000857

> <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-DKBJLJRDSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.42931831870777

> <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,5S,6S)-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>
12.17368931723461

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000163
     RDKit          3D
D-Maltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.8477    1.8134    1.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644    2.0500    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    0.8045    0.1277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6949    0.0215    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945   -0.8383    0.2422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0735   -0.0179   -0.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2573   -0.0656   -0.1929 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7937    1.2653    0.2999 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7239    1.4077    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.5719    2.4788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650    1.5378   -0.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623    0.5100   -0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1113    0.9080   -0.7731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.7764   -0.6919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1903   -1.7504    0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491   -0.4487   -1.3535 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6927   -1.4705   -2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.7869   -0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9704   -2.7013   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013   -1.0152   -1.4241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5418   -1.8527   -2.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637   -0.0897   -0.4653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4505    0.6211   -1.1232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.6381    2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    2.6382    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4038    2.6520   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    1.1142   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.4083    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3713   -0.8102    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162    2.0440   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    1.2742    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    2.4530    2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -0.3437    2.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396    0.3095    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8730    0.3852   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2116   -1.1785   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023   -2.1322    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.4945   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876   -1.1928   -2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.3423    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -3.4503   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065   -0.3446   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016   -1.2911   -2.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704   -0.7408    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.5341   -0.5880 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  1
 13 35  1  0
 14 36  1  6
 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

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      16.289 -22.937   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.956 -24.477   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.289 -24.477   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.290 -25.247   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.955 -25.247   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.955 -26.787   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.623 -27.557   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.957 -26.787   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.289 -27.557   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.290 -26.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.957 -25.247   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.622 -26.787   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.955 -22.167   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      18.956 -22.937   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      13.621 -24.477   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      13.621 -27.557   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      21.623 -29.097   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.291 -27.557   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      16.289 -29.097   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      24.291 -24.477   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      21.623 -24.477   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      17.622 -25.247   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      18.956 -27.557   0.000  0.00  0.00           O+0
CONECT    1   13    3                                                       
CONECT    2    4   14                                                       
CONECT    3    1    5   22                                                  
CONECT    4    2   10   21                                                  
CONECT    5    3   15    6                                                  
CONECT    6    5   16    9                                                  
CONECT    7    8   10   17                                                  
CONECT    8    7   11   18                                                  
CONECT    9    6   19   12                                                  
CONECT   10    4    7   23                                                  
CONECT   11    8   21   20                                                  
CONECT   12    9   22   23                                                  
CONECT   13    1                                                            
CONECT   14    2                                                            
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19    9                                                            
CONECT   20   11                                                            
CONECT   21    4   11                                                       
CONECT   22    3   12                                                       
CONECT   23   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000163
HETATM    1  O1  UNL     1      -3.848   1.813   1.769  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.964   2.050   0.743  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.396   0.805   0.128  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.695   0.022   1.042  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.895  -0.838   0.242  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.073  -0.018  -0.513  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.257  -0.066  -0.193  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.794   1.265   0.300  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.724   1.408   1.787  1.00  0.00           C  
HETATM   10  O4  UNL     1       2.564   0.572   2.479  1.00  0.00           O  
HETATM   11  O5  UNL     1       3.065   1.538  -0.131  1.00  0.00           O  
HETATM   12  C7  UNL     1       3.962   0.510  -0.049  1.00  0.00           C  
HETATM   13  O6  UNL     1       5.111   0.908  -0.773  1.00  0.00           O  
HETATM   14  C8  UNL     1       3.497  -0.776  -0.692  1.00  0.00           C  
HETATM   15  O7  UNL     1       3.190  -1.750   0.269  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.149  -0.449  -1.353  1.00  0.00           C  
HETATM   17  O8  UNL     1       1.693  -1.470  -2.129  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.739  -1.787  -0.535  1.00  0.00           C  
HETATM   19  O9  UNL     1      -0.970  -2.701  -1.196  1.00  0.00           O  
HETATM   20  C11 UNL     1      -2.701  -1.015  -1.424  1.00  0.00           C  
HETATM   21  O10 UNL     1      -3.542  -1.853  -2.115  1.00  0.00           O  
HETATM   22  C12 UNL     1      -3.464  -0.090  -0.465  1.00  0.00           C  
HETATM   23  O11 UNL     1      -4.451   0.621  -1.123  1.00  0.00           O  
HETATM   24  H1  UNL     1      -3.879   2.638   2.332  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.111   2.638   1.139  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.404   2.652  -0.078  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.671   1.114  -0.652  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.300  -1.408   0.985  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.371  -0.810   0.638  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.116   2.044  -0.135  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.702   1.274   2.196  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.014   2.453   2.031  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.235  -0.344   2.608  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.340   0.310   0.983  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.873   0.385  -0.450  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.212  -1.178  -1.429  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.002  -2.132   0.682  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.345   0.494  -1.925  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.188  -1.193  -2.929  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.366  -2.342   0.208  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.563  -3.450  -1.499  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.106  -0.345  -2.075  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.102  -1.291  -2.708  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.870  -0.741   0.333  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.294   0.534  -0.588  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

HMDB0000163
     RDKit          3D
D-Maltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.8477    1.8134    1.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644    2.0500    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    0.8045    0.1277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6949    0.0215    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945   -0.8383    0.2422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0735   -0.0179   -0.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2573   -0.0656   -0.1929 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7937    1.2653    0.2999 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7239    1.4077    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.5719    2.4788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650    1.5378   -0.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623    0.5100   -0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1113    0.9080   -0.7731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.7764   -0.6919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1903   -1.7504    0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491   -0.4487   -1.3535 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6927   -1.4705   -2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.7869   -0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9704   -2.7013   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013   -1.0152   -1.4241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5418   -1.8527   -2.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637   -0.0897   -0.4653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4505    0.6211   -1.1232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.6381    2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    2.6382    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4038    2.6520   -0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707    1.1142   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.4083    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3713   -0.8102    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162    2.0440   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    1.2742    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    2.4530    2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -0.3437    2.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396    0.3095    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8730    0.3852   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2116   -1.1785   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023   -2.1322    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.4945   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876   -1.1928   -2.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -2.3423    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -3.4503   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065   -0.3446   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016   -1.2911   -2.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704   -0.7408    0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    0.5341   -0.5880 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  1
 13 35  1  0
 14 36  1  6
 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

View in JSmol

Synonyms

Value	Source
4-O-alpha-D-Glucopyranosyl-alpha-D-mannopyranose	ChEBI
4-O-a-D-Glucopyranosyl-a-D-mannopyranose	Generator
4-O-Α-D-glucopyranosyl-α-D-mannopyranose	Generator
1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose	HMDB
1-alpha-delta-Glucopyranosyl-4-alpha-delta-glucopyranose	HMDB
4-(alpha-D-Glucopyranosido)-alpha-glucopyranose	HMDB
4-(alpha-D-Glucosido)-D-glucose	HMDB
4-(alpha-delta-Glucopyranosido)-alpha-glucopyranose	HMDB
4-(alpha-delta-Glucosido)-delta-glucose	HMDB
4-O-a-D-Glucopyranosyl-D-glucose	HMDB
4-O-alpha-D-Glucopyranosyl-D-glucopyranose	HMDB
4-O-alpha-D-Glucopyranosyl-D-glucose	HMDB
4-O-alpha-delta-Glucopyranosyl-delta-glucopyranose	HMDB
4-O-alpha-delta-Glucopyranosyl-delta-glucose	HMDB
Advantose 100	HMDB
alpha-D-GLCP-(1->4)-D-GLCP	HMDB
alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose	HMDB
alpha-D-Glucopyranosyl-(1->4)-D-glucose	HMDB
alpha-delta-GLCP-(1->4)-delta-GLCP	HMDB
alpha-delta-Glucopyranosyl-(1->4)-delta-glucopyranose	HMDB
alpha-delta-Glucopyranosyl-(1->4)-delta-glucose	HMDB
alpha-Malt sugar	HMDB
Cextromaltose	HMDB
D-(+)-Maltose	HMDB
delta-(+)-Maltose	HMDB
delta-Maltose	HMDB
Finetose	HMDB
Finetose F	HMDB
Madoros	HMDB
Malt sugar	HMDB
Maltobiose	HMDB
Maltodiose	HMDB
Maltos	HMDB
Maltose	HMDB
Maltose HH	HMDB
Maltose HHH	HMDB
Maltose solution	HMDB
Malzzucker	HMDB
Martos-10	HMDB
Sunmalt	HMDB
Sunmalt S	HMDB

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

Traditional Name

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

CAS Registry Number

69-79-4

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-DKBJLJRDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, simulated)	Ahselim			2022-01-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, simulated)	v.dorna83@yahoo.com	Not Available	Not Available	2021-08-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Cannabis sativa	CannabisDB	Not Available

Chemical Taxonomy

Description

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

alpha-D-glucosyl-(1->4)-D-mannopyranose (CHEBI:47937 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	102 - 103 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	780 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	586 g/L	ALOGPS
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	31.43 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

HMDB0000163

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

47937

Good Scents ID

rw1099251

References

General References

Lu J, Willis AC, Reid KB: Purification, characterization and cDNA cloning of human lung surfactant protein D. Biochem J. 1992 Jun 15;284 ( Pt 3):795-802. [PubMed:1339284 ]
Rubaltelli FF, Biadaioli R, Pecile P, Nicoletti P: Intestinal flora in breast- and bottle-fed infants. J Perinat Med. 1998;26(3):186-91. [PubMed:9773376 ]
Andrews RK, Suzuki-Inoue K, Shen Y, Tulasne D, Watson SP, Berndt MC: Interaction of calmodulin with the cytoplasmic domain of platelet glycoprotein VI. Blood. 2002 Jun 1;99(11):4219-21. [PubMed:12010829 ]
Hirooka EY, Muller EE, Freitas JC, Vicente E, Yoshimoto Y, Bergdoll MS: Enterotoxigenicity of Staphylococcus intermedius of canine origin. Int J Food Microbiol. 1988 Dec;7(3):185-91. [PubMed:3275321 ]
Daly JJ, Sherman JK, Green L, Hostetler TL: Survival of Trichomonas vaginalis in human semen. Genitourin Med. 1989 Apr;65(2):106-8. [PubMed:2787774 ]
Sherman JK, Hostetler TL, McHenry K, Daly JJ: Cryosurvival of Trichomonas vaginalis during cryopreservation of human semen. Cryobiology. 1991 Jun;28(3):246-50. [PubMed:1864083 ]
van Leeuwen L: New saccharogenic determination of alpha-amylase in serum and urine. Clin Chem. 1979 Feb;25(2):215-7. [PubMed:215341 ]
Miller LJ, Malagelada JR, Taylor WF, Go VL: Intestinal control of human postprandial gastric function: the role of components of jejunoileal chyme in regulating gastric secretion and gastric emptying. Gastroenterology. 1981 Apr;80(4):763-9. [PubMed:7202948 ]
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Showing NP-Card for D-Maltose (NP0000857)

MOL for NP0000857 (D-Maltose)

3D MOL for NP0000857 (D-Maltose)

3D SDF for NP0000857 (D-Maltose)

3D-SDF for NP0000857 (D-Maltose)

PDB for NP0000857 (D-Maltose)

3D PDB for NP0000857 (D-Maltose)

SMILES for NP0000857 (D-Maltose)

INCHI for NP0000857 (D-Maltose)

Structure for NP0000857 (D-Maltose)

3D Structure for NP0000857 (D-Maltose)