MiMeDB: Showing metabocard for Isomaltose (MMDBc0000223)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:40:21 UTC

Update Date

2024-04-30 19:31:34 UTC

Metabolite ID

MMDBc0000223

Metabolite Identification

Common Name

Isomaltose

Description

Isomaltose (CAS: 499-40-1) is a naturally occurring disaccharide composed of two glucose units in an alpha (1-6) glycosidic linkage (PubChem). A deficiency of sucrase-isomaltase, an integral protein of the small intestine brush-border membrane responsible for catalyzing the hydrolysis of dietary sucrose and some of the products of starch digestion, results in osmotic diarrhea when the disaccharide is ingested because absorption cannot occur until after hydrolysis produces the component monosaccharides (OMIM: 222800 ). It is particularly suitable as a non-cariogenic sucrose replacement and is favourable in products for diabetics and prediabetic dispositions (Wikipedia ).

Structure

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

HMDB0002923
     RDKit          3D
Isomaltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.6259    1.2505    0.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4278    1.9364   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3024    0.9620   -0.5392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1171    1.6001   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    0.9969   -0.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143   -0.2446   -0.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648   -0.8294   -1.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -0.8321   -0.5467 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -1.6702   -1.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -1.9334   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4169   -2.6584   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189   -0.7010   -0.3329 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2364   -0.6145    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.5001   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7154    0.5653   -2.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.5319   -0.4728 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2285    1.0566    0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006    1.0212    1.4196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4036    0.9008    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4233   -0.1881    1.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0870   -0.2037    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201   -0.2183    0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1714   -1.3839   -0.4095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    0.8084   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.6585   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    2.4654    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150    0.5983   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    1.7640   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910   -0.6098   -2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049   -1.9567   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -1.2650    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4550   -2.5867    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -2.5169   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3844   -0.7745   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2984    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.4158   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600   -0.1179   -2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7345    1.2435   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890    0.3873    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0419    1.9616    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    0.0542    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408   -1.0834    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -0.2902    3.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3772   -0.2886    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -1.4133   -1.0034 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  6
  5 28  1  1
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 11 33  1  0
 12 34  1  1
 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  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END


  Mrv1652303192023122D          

 23 24  0  0  0  0            999 V2000
 9998.8937 9998.8296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6084 9999.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.037110000.0673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4700 9999.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0371 9996.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4700 9997.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.463410001.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.748310001.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4634 9998.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0330 9998.8296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.033010000.4803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.463410000.4796    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.749010000.0671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.7490 9999.2421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.4634 9998.8297    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.1778 9999.2421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.177810000.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0385 9999.2414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3241 9998.8289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3241 9998.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0385 9997.5915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.7530 9998.0039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7530 9998.8289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 17  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16  1  1  6  0  0  0
 12  7  1  1  0  0  0
 13 11  1  6  0  0  0
 14 10  1  1  0  0  0
 15  9  1  6  0  0  0
 19  2  1  6  0  0  0
 18  3  1  1  0  0  0
 23  4  1  6  0  0  0
 22  6  1  1  0  0  0
 21  5  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000223

> <DATABASE_NAME>
MIME

> <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-BTLHAWITSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.045311106176957

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-6-({[(2S,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>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.11e+02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002923
     RDKit          3D
Isomaltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.6259    1.2505    0.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4278    1.9364   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3024    0.9620   -0.5392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1171    1.6001   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    0.9969   -0.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143   -0.2446   -0.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648   -0.8294   -1.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -0.8321   -0.5467 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -1.6702   -1.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -1.9334   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4169   -2.6584   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189   -0.7010   -0.3329 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2364   -0.6145    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.5001   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7154    0.5653   -2.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.5319   -0.4728 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2285    1.0566    0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006    1.0212    1.4196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4036    0.9008    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4233   -0.1881    1.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0870   -0.2037    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201   -0.2183    0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1714   -1.3839   -0.4095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    0.8084   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.6585   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    2.4654    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150    0.5983   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    1.7640   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910   -0.6098   -2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049   -1.9567   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -1.2650    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4550   -2.5867    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -2.5169   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3844   -0.7745   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2984    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.4158   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600   -0.1179   -2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7345    1.2435   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890    0.3873    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0419    1.9616    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    0.0542    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408   -1.0834    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -0.2902    3.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3772   -0.2886    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -1.4133   -1.0034 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  6
  5 28  1  1
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 11 33  1  0
 12 34  1  1
 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  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-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    HMDB0002923
HETATM    1  O1  UNL     1      -5.626   1.250   0.025  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.428   1.936  -0.164  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.302   0.962  -0.539  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.117   1.600  -0.731  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.018   0.997  -0.024  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.814  -0.245  -0.414  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.165  -0.829  -1.047  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.583  -0.832  -0.547  1.00  0.00           C  
HETATM    9  O4  UNL     1       2.364  -1.670  -1.364  1.00  0.00           O  
HETATM   10  C6  UNL     1       3.609  -1.933  -0.846  1.00  0.00           C  
HETATM   11  O5  UNL     1       4.417  -2.658  -1.714  1.00  0.00           O  
HETATM   12  C7  UNL     1       4.319  -0.701  -0.333  1.00  0.00           C  
HETATM   13  O6  UNL     1       4.236  -0.615   1.044  1.00  0.00           O  
HETATM   14  C8  UNL     1       3.670   0.500  -0.929  1.00  0.00           C  
HETATM   15  O7  UNL     1       3.715   0.565  -2.297  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.220   0.532  -0.473  1.00  0.00           C  
HETATM   17  O8  UNL     1       2.228   1.057   0.802  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.501   1.021   1.420  1.00  0.00           C  
HETATM   19  O9  UNL     1      -0.404   0.901   2.251  1.00  0.00           O  
HETATM   20  C11 UNL     1      -2.423  -0.188   1.538  1.00  0.00           C  
HETATM   21  O10 UNL     1      -3.087  -0.204   2.757  1.00  0.00           O  
HETATM   22  C12 UNL     1      -3.320  -0.218   0.358  1.00  0.00           C  
HETATM   23  O11 UNL     1      -3.171  -1.384  -0.410  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.851   0.808  -0.823  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.607   2.659  -1.006  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.218   2.465   0.787  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.615   0.598  -1.568  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.242   1.764  -0.127  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.191  -0.610  -2.174  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.105  -1.957  -1.096  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.616  -1.265   0.450  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.455  -2.587   0.041  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.236  -2.517  -2.653  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.384  -0.774  -0.680  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.110  -0.298   1.375  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.150   1.416  -0.528  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.260  -0.118  -2.719  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.734   1.244  -1.161  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.189   0.387   1.521  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.042   1.962   1.648  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.474   0.054   2.789  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.741  -1.083   1.468  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.383  -0.290   3.457  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.377  -0.289   0.764  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.987  -1.413  -1.003  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

HMDB0002923
     RDKit          3D
Isomaltose
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.6259    1.2505    0.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4278    1.9364   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3024    0.9620   -0.5392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1171    1.6001   -0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    0.9969   -0.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143   -0.2446   -0.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648   -0.8294   -1.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -0.8321   -0.5467 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -1.6702   -1.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -1.9334   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4169   -2.6584   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189   -0.7010   -0.3329 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2364   -0.6145    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.5001   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7154    0.5653   -2.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.5319   -0.4728 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2285    1.0566    0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006    1.0212    1.4196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4036    0.9008    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4233   -0.1881    1.5382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0870   -0.2037    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201   -0.2183    0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1714   -1.3839   -0.4095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    0.8084   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.6585   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    2.4654    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150    0.5983   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    1.7640   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910   -0.6098   -2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049   -1.9567   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -1.2650    0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4550   -2.5867    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -2.5169   -2.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3844   -0.7745   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2984    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.4158   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600   -0.1179   -2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7345    1.2435   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890    0.3873    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0419    1.9616    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    0.0542    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408   -1.0834    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -0.2902    3.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3772   -0.2886    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -1.4133   -1.0034 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  6
  5 28  1  1
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 11 33  1  0
 12 34  1  1
 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  1
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

Synonyms

Value	Source
6-O-alpha-D-Glucopyranosyl-D-glucose	HMDB
6-O-alpha-D-Glucopyranosyl-beta-D-glucopyranose	HMDB
6-O-Α-D-glucopyranosyl-D-glucose	HMDB
6-O-Α-D-glucopyranosyl-β-D-glucopyranose	HMDB
D-Isomaltose	HMDB
beta-D-Isomaltose	HMDB
beta-Isomaltose	HMDB
Β-D-isomaltose	HMDB
Β-isomaltose	HMDB
Isomaltose	HMDB

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

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

Traditional Name

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

CAS Registry Number

37169-69-0

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-BTLHAWITSA-N

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

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	511 g/L	ALOGPS
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	31.05 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-0wmi-1962000000-d9a6a2ac051471ab8d06	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-0w29-1952000000-2b5f1147c92a3429ee12	2014-06-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-01ox-1709000000-e1aedea040f248898825	2019-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9501000000-dfecff3e8858cc005d12	2019-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-1e5c79ae513f06c8d563	2019-05-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-0209000000-7959f78227a7a5ad2e03	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fv-4954000000-b770df15d17722e22d68	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kbv-9340000000-ecfae98627db56099495	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0029000000-ed9511fe35d9af9ada39	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pi3-6294000000-cffe78babaec65350402	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-341f45dca0cdd3356a31	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2019-05-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, D₂O, experimental)		2019-05-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2019-05-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191960	Sucrase-isomaltase, intestinal	Enzyme	P14410	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0002533	Water	D-Glucose	Sucrase-isomaltase (alpha-glucosidase)		VMH	17194452
MMDBr0008104	Water	D-Glucose	Not Available		VMH	30371894
MMDBr0014492	cyclobis-(1->3)-alpha-D-isomaltosyl	Isomaltose	1,3-alpha-isomaltosidase	Hydrolysis	RHEA	34755880
MMDBr0025430	Water	D-Glucose	Isomaltose glucohydrolase	Hydrolysis of bond	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Kidney disease		Association	Human Blood	HMDB	10649708

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	50	Human feces; Human ; Human stool; Human saliva; Human mucosa; Human supragingival plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria	Bacteroidetes	11	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Firmicutes	137	Human feces; Human pleural fluid plaque; Human ; Pig ; Human saliva	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	68.98	24.26	uM	Adult (>18 years old)	Both	Kidney disease	HMDB	10649708
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0002923

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isomaltose

METLIN ID

Not Available

PubChem Compound

10357

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Kuriyama M, Hiwatari R, Osame M, Igata A: Leucocyte alpha-1,4- and alpha-1,6-glucosidase activities towards oligosaccharides in late onset glycogenosis type II. Tohoku J Exp Med. 1990 Aug;161(4):343-51. doi: 10.1620/tjem.161.343. [PubMed:2256108 ]
Vitek V, Vitek K: Chromatography of sugars in body fluids. IV. Separation of isomaltose and lactose in urine by paper chromatography. Biochem Med. 1973 Feb;7(1):119-27. doi: 10.1016/0006-2944(73)90107-5. [PubMed:4684081 ]
Guddat S, Thevis M, Schanzer W: Identification and quantification of the plasma volume expander dextran in human urine by liquid chromatography-tandem mass spectrometry of enzymatically derived isomaltose. Biomed Chromatogr. 2005 Dec;19(10):743-50. doi: 10.1002/bmc.509. [PubMed:15856492 ]

Showing metabocard for Isomaltose (MMDBc0000223)

MOL for #<Metabolite:0x00007f56094e70a8>

3D MOL for #<Metabolite:0x00007f56094e70a8>

3D SDF for #<Metabolite:0x00007f56094e70a8>

3D-SDF for #<Metabolite:0x00007f56094e70a8>

PDB for #<Metabolite:0x00007f56094e70a8>

3D PDB for #<Metabolite:0x00007f56094e70a8>

SMILES for #<Metabolite:0x00007f56094e70a8>

INCHI for #<Metabolite:0x00007f56094e70a8>

Structure for #<Metabolite:0x00007f56094e70a8>

3D Structure for #<Metabolite:0x00007f56094e70a8>