NP-MRD: Showing NP-Card for Maltitoll (NP0334716)

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Record Information

Version

2.0

Created at

2024-09-10 19:39:21 UTC

Updated at

2024-09-10 19:39:21 UTC

NP-MRD ID

NP0334716

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Maltitoll

Description

Maltitol, also known as amalti syrup or amalty MR 100, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Maltitol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Maltitoll was first documented in 2020 (PMID: 33505609). Based on a literature review a significant number of articles have been published on Maltitol (PMID: 34350847) (PMID: 34596259) (PMID: 34320987) (PMID: 34256099) (PMID: 34200706) (PMID: 34175633).

Structure

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

HMDB0002928
     RDKit          3D
Maltitol
 47 47  0  0  0  0  0  0  0  0999 V2000
    4.5901   -1.4280   -0.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915   -0.2664    0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -0.3307    1.2464 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9470   -1.5087    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161   -0.6932    0.6177 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -1.2240    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    0.4618    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1160   -0.1185   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    0.1944    0.6790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7966    0.9878   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    0.3144   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7273    1.3712   -1.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7817    0.6994   -1.9436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -0.4225    0.2956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7664   -1.7615   -0.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0362   -0.4090    1.6802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9981    0.9402    2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -0.9049    1.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7712   -2.0816    0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    1.3553   -0.8756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482    2.3901   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030    0.7084   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    0.1226   -2.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968   -1.8010   -0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974    0.5881   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5997   -0.1836    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    0.4752    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -2.2403    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2491   -1.5173   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.5206    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669    1.1236    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    0.9069    1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222   -0.3405   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1585    2.0528   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    1.9298   -2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -0.2787   -1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.0370    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -2.2700    0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.0397    2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    1.4477    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.0589    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -2.8890    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124    1.9625   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506    3.1357   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929   -0.0548   -2.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935    1.5176   -2.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030    0.6951   -2.4702 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18  9  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  1
  9 32  1  1
 11 33  1  6
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  1
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  1
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
M  END


  Mrv1652305052017392D          

 23 23  0  0  1  0            999 V2000
   12.4843  -10.3049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7732   -9.8865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4843  -11.0996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0621  -10.3049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7732  -11.5179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2372  -11.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0621  -11.0996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3509   -9.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7732  -12.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3509  -11.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6398  -10.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2005   -9.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7715   -9.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0571   -8.6577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3439   -8.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0582   -9.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2005   -9.0702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6294   -9.0704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6294   -9.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9148   -8.6577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9148   -7.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4860   -8.6577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4860   -7.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  4  7  1  0  0  0  0
  4  8  1  1  0  0  0
  5  9  1  1  0  0  0
  7 10  1  6  0  0  0
  8 11  1  0  0  0  0
  5  7  1  0  0  0  0
  1 12  1  6  0  0  0
 13 22  1  0  0  0  0
 22 17  1  0  0  0  0
 17 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 15  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 17 12  1  6  0  0  0
 18 19  1  6  0  0  0
 20 21  1  6  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0334716

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1

> <INCHI_KEY>
VQHSOMBJVWLPSR-WUJBLJFYSA-N

> <FORMULA>
C12H24O11

> <MOLECULAR_WEIGHT>
344.3124

> <EXACT_MASS>
344.13186161

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
31.839460903434208

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,5,6-pentol

> <ALOGPS_LOGP>
-3.18

> <JCHEM_LOGP>
-5.500854494333333

> <ALOGPS_LOGS>
0.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.710069436426757

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.099718922094596

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974505917782067

> <JCHEM_POLAR_SURFACE_AREA>
200.52999999999997

> <JCHEM_REFRACTIVITY>
70.81689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.77e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
maltitol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002928
     RDKit          3D
Maltitol
 47 47  0  0  0  0  0  0  0  0999 V2000
    4.5901   -1.4280   -0.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915   -0.2664    0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -0.3307    1.2464 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9470   -1.5087    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161   -0.6932    0.6177 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -1.2240    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    0.4618    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1160   -0.1185   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    0.1944    0.6790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7966    0.9878   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    0.3144   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7273    1.3712   -1.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7817    0.6994   -1.9436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -0.4225    0.2956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7664   -1.7615   -0.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0362   -0.4090    1.6802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9981    0.9402    2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -0.9049    1.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7712   -2.0816    0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    1.3553   -0.8756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482    2.3901   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030    0.7084   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    0.1226   -2.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968   -1.8010   -0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974    0.5881   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5997   -0.1836    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    0.4752    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -2.2403    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2491   -1.5173   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.5206    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669    1.1236    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    0.9069    1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222   -0.3405   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1585    2.0528   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    1.9298   -2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -0.2787   -1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.0370    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -2.2700    0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.0397    2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    1.4477    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.0589    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -2.8890    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124    1.9625   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506    3.1357   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929   -0.0548   -2.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935    1.5176   -2.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030    0.6951   -2.4702 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18  9  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  1
  9 32  1  1
 11 33  1  6
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  1
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  1
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0      23.304 -19.236   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      21.977 -18.455   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      23.304 -20.719   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.649 -19.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.977 -21.500   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      24.709 -21.500   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      20.649 -20.719   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.322 -18.455   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      21.977 -23.062   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      19.322 -21.500   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.994 -19.236   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      24.641 -18.471   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      21.973 -16.931   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      20.640 -16.161   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      28.642 -16.161   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      29.975 -16.931   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      24.641 -16.931   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.308 -16.931   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      27.308 -18.471   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      25.974 -16.161   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      25.974 -14.621   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      23.307 -16.161   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      23.307 -14.621   0.000  0.00  0.00           O+0
CONECT    1    2    3   12                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7    8                                                  
CONECT    5    3    9    7                                                  
CONECT    6    3                                                            
CONECT    7    4   10    5                                                  
CONECT    8    4   11                                                       
CONECT    9    5                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    1   17                                                       
CONECT   13   22   14                                                       
CONECT   14   13                                                            
CONECT   15   18   16                                                       
CONECT   16   15                                                            
CONECT   17   22   20   12                                                  
CONECT   18   20   15   19                                                  
CONECT   19   18                                                            
CONECT   20   17   18   21                                                  
CONECT   21   20                                                            
CONECT   22   13   17   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0002928
HETATM    1  O1  UNL     1       4.590  -1.428  -0.605  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.592  -0.266   0.152  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.517  -0.331   1.246  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.947  -1.509   1.963  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.216  -0.693   0.618  1.00  0.00           C  
HETATM    6  O3  UNL     1       1.446  -1.224   1.743  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.327   0.462   0.217  1.00  0.00           C  
HETATM    8  O4  UNL     1       0.116  -0.119  -0.100  1.00  0.00           O  
HETATM    9  C5  UNL     1      -0.957   0.194   0.679  1.00  0.00           C  
HETATM   10  O5  UNL     1      -1.797   0.988  -0.096  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.836   0.314  -0.700  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.727   1.371  -1.330  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.782   0.699  -1.944  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.710  -0.423   0.296  1.00  0.00           C  
HETATM   15  O7  UNL     1      -3.766  -1.762  -0.085  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.036  -0.409   1.680  1.00  0.00           C  
HETATM   17  O8  UNL     1      -2.998   0.940   2.063  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.623  -0.905   1.405  1.00  0.00           C  
HETATM   19  O9  UNL     1      -1.771  -2.082   0.698  1.00  0.00           O  
HETATM   20  C11 UNL     1       1.837   1.355  -0.876  1.00  0.00           C  
HETATM   21  O10 UNL     1       0.848   2.390  -1.086  1.00  0.00           O  
HETATM   22  C12 UNL     1       2.103   0.708  -2.182  1.00  0.00           C  
HETATM   23  O11 UNL     1       0.983   0.123  -2.762  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.497  -1.801  -0.741  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.497   0.588  -0.514  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.600  -0.184   0.623  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.537   0.475   1.948  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.078  -2.240   1.318  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.249  -1.517  -0.092  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.505  -0.521   2.453  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.267   1.124   1.113  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.570   0.907   1.470  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.522  -0.341  -1.539  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.158   2.053  -0.578  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.194   1.930  -2.128  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.673  -0.279  -1.920  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.726  -0.037   0.366  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.422  -2.270   0.460  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.570  -1.040   2.386  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.781   1.448   1.713  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.193  -1.059   2.417  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.493  -2.889   1.185  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.712   1.963  -0.574  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.251   3.136  -1.558  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.893  -0.055  -2.177  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.493   1.518  -2.869  1.00  0.00           H  
HETATM   47  H24 UNL     1       0.203   0.695  -2.470  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4    5   27
CONECT    4   28
CONECT    5    6    7   29
CONECT    6   30
CONECT    7    8   20   31
CONECT    8    9
CONECT    9   10   18   32
CONECT   10   11
CONECT   11   12   14   33
CONECT   12   13   34   35
CONECT   13   36
CONECT   14   15   16   37
CONECT   15   38
CONECT   16   17   18   39
CONECT   17   40
CONECT   18   19   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44
CONECT   22   23   45   46
CONECT   23   47
END

HMDB0002928
     RDKit          3D
Maltitol
 47 47  0  0  0  0  0  0  0  0999 V2000
    4.5901   -1.4280   -0.6047 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5915   -0.2664    0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -0.3307    1.2464 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9470   -1.5087    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161   -0.6932    0.6177 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -1.2240    1.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    0.4618    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1160   -0.1185   -0.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    0.1944    0.6790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7966    0.9878   -0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    0.3144   -0.7000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7273    1.3712   -1.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7817    0.6994   -1.9436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -0.4225    0.2956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7664   -1.7615   -0.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0362   -0.4090    1.6802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9981    0.9402    2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -0.9049    1.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7712   -2.0816    0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    1.3553   -0.8756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482    2.3901   -1.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030    0.7084   -2.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827    0.1226   -2.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968   -1.8010   -0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974    0.5881   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5997   -0.1836    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    0.4752    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -2.2403    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2491   -1.5173   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048   -0.5206    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669    1.1236    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    0.9069    1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5222   -0.3405   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1585    2.0528   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    1.9298   -2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730   -0.2787   -1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7261   -0.0370    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223   -2.2700    0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.0397    2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    1.4477    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.0589    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -2.8890    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124    1.9625   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506    3.1357   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929   -0.0548   -2.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935    1.5176   -2.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030    0.6951   -2.4702 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18  9  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  4 28  1  0
  5 29  1  6
  6 30  1  0
  7 31  1  1
  9 32  1  1
 11 33  1  6
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 16 39  1  1
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  1
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}hexane-1,2,3,5,6-pentol	ChEBI
4-O-alpha-D-Glucopyranosyl-D-glucitol	ChEBI
alpha-D-GLC-(1->4)-D-GLC-ol	ChEBI
alpha-D-GLCP-(1->4)-D-GLC-ol	ChEBI
alpha-D-Glucosyl-(1->4)-D-glucitol	ChEBI
D-Maltitol	ChEBI
WURCS=2.0/2,2,1/[H2122H][a2122h-1a_1-5]/1-2/a4-b1	ChEBI
4-O-a-D-Glucopyranosyl-D-glucitol	Generator
4-O-Α-D-glucopyranosyl-D-glucitol	Generator
a-D-GLC-(1->4)-D-GLC-ol	Generator
Α-D-GLC-(1->4)-D-GLC-ol	Generator
a-D-GLCP-(1->4)-D-GLC-ol	Generator
Α-D-GLCP-(1->4)-D-GLC-ol	Generator
a-D-Glucosyl-(1->4)-D-glucitol	Generator
Α-D-glucosyl-(1->4)-D-glucitol	Generator
4-O-alpha-delta-Glucopyranosyl-delta-glucitol	HMDB
Amalti syrup	HMDB
Amalty MR 100	HMDB
D-4-O-alpha-D-Glucopyranosylglucitol	HMDB
delta-4-O-alpha-delta-Glucopyranosylglucitol	HMDB
delta-Maltitol	HMDB
Malbit	HMDB
Malti MR	HMDB
Maltisorb	HMDB
Maltit	HMDB
Maltitol	HMDB

Chemical Formula

C₁₂H₂₄O₁₁

Average Mass

344.3124 Da

Monoisotopic Mass

344.13186 Da

IUPAC Name

(2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,5,6-pentol

Traditional Name

maltitol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1

InChI Key

VQHSOMBJVWLPSR-WUJBLJFYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 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

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Sugar alcohol
Oxane
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

alpha-D-glucoside (CHEBI:68428 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.2	ALOGPS
logP	-5.5	ChemAxon
logS	0.04	ALOGPS
pKa (Strongest Acidic)	12.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	200.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	70.82 m³·mol⁻¹	ChemAxon
Polarizability	31.84 Å³	ChemAxon
Number of Rings	1	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

HMDB0002928

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020369

KNApSAcK ID

Not Available

Chemspider ID

432001

KEGG Compound ID

Not Available

BioCyc ID

CPD-3609

BiGG ID

Not Available

Wikipedia Link

Maltitol

METLIN ID

3484

PubChem Compound

493591

PDB ID

Not Available

ChEBI ID

68428

Good Scents ID

rw1057311

References

General References

Lin J, Oliver AG, Meredith RJ, Carmichael I, Serianni AS: Isopropyl 3-deoxy-alpha-D-ribo-hexopyranoside (isopropyl 3-deoxy-alpha-D-glucopyranoside): evaluating trends in structural parameters. Acta Crystallogr C Struct Chem. 2021 Aug 1;77(Pt 8):490-495. doi: 10.1107/S205322962100749X. Epub 2021 Jul 27. [PubMed:34350847 ]
Kim SH, Park S, Hong JH: Sweetness profiles of glycosyl rebaudioside A and binary mixtures with sugar alcohols in aqueous solution and a lemonade model system. J Sci Food Agric. 2022 Mar 30;102(5):2110-2119. doi: 10.1002/jsfa.11552. Epub 2021 Oct 14. [PubMed:34596259 ]
Bruzzone C, Gil-Redondo R, Seco M, Barragan R, de la Cruz L, Cannet C, Schafer H, Fang F, Diercks T, Bizkarguenaga M, Gonzalez-Valle B, Lain A, Sanz-Parra A, Coltell O, de Letona AL, Spraul M, Lu SC, Buguianesi E, Embade N, Anstee QM, Corella D, Mato JM, Millet O: A molecular signature for the metabolic syndrome by urine metabolomics. Cardiovasc Diabetol. 2021 Jul 28;20(1):155. doi: 10.1186/s12933-021-01349-9. [PubMed:34320987 ]
Matsui K, Nakagawa T, Okumura T, Yamane M, Tokunaga Y, Yokota S: Potential pharmacokinetic interaction between orally administered drug and osmotically active excipients in pediatric polypharmacy. Eur J Pharm Sci. 2021 Oct 1;165:105934. doi: 10.1016/j.ejps.2021.105934. Epub 2021 Jul 10. [PubMed:34256099 ]
Chourasia KN, Lal MK, Tiwari RK, Dev D, Kardile HB, Patil VU, Kumar A, Vanishree G, Kumar D, Bhardwaj V, Meena JK, Mangal V, Shelake RM, Kim JY, Pramanik D: Salinity Stress in Potato: Understanding Physiological, Biochemical and Molecular Responses. Life (Basel). 2021 Jun 10;11(6):545. doi: 10.3390/life11060545. [PubMed:34200706 ]
Tolve R, Tchuenbou-Magaia FL, Verderese D, Simonato B, Puggia D, Galgano F, Zamboni A, Favati F: Physico-chemical and sensory acceptability of no added sugar chocolate spreads fortified with multiple micronutrients. Food Chem. 2021 Dec 1;364:130386. doi: 10.1016/j.foodchem.2021.130386. Epub 2021 Jun 17. [PubMed:34175633 ]
Jung J, Kim S, Park S, Hong JH: Sweetness profiles of glycosylated rebaudioside A and its binary mixtures with allulose and maltitol. Food Sci Biotechnol. 2021 Feb 16;30(3):423-432. doi: 10.1007/s10068-020-00873-w. eCollection 2021 Mar. [PubMed:33868753 ]
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Showing NP-Card for Maltitoll (NP0334716)

MOL for NP0334716 (Maltitoll)

3D MOL for NP0334716 (Maltitoll)

3D SDF for NP0334716 (Maltitoll)

3D-SDF for NP0334716 (Maltitoll)

PDB for NP0334716 (Maltitoll)

3D PDB for NP0334716 (Maltitoll)

SMILES for NP0334716 (Maltitoll)

INCHI for NP0334716 (Maltitoll)

Structure for NP0334716 (Maltitoll)

3D Structure for NP0334716 (Maltitoll)