NP-MRD: Showing NP-Card for Lactobionic acid (NP0084164)

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Record Information

Version

2.0

Created at

2022-04-29 04:58:47 UTC

Updated at

2022-04-29 04:58:47 UTC

NP-MRD ID

NP0084164

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lactobionic acid

Description

Lactobionic acid, also known as lactobionate, 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. Lactobionic acid is found in Pogostemon cablin and Triticum aestivum . Lactobionic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652302102020362D          

 33 33  0  0  0  0            999 V2000
   -1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7770    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1895    0.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7770   -0.0809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5230    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9355    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520   -0.0809    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3020    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7605    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9520    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5522    1.0659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8215    1.1639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    1.8783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.7954    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587    2.1605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  1  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
  3 15  1  6  0  0  0
  5 16  1  1  0  0  0
  6 17  1  1  0  0  0
  7 18  1  6  0  0  0
  8 19  1  6  0  0  0
  9 20  1  6  0  0  0
 21 11  2  0  0  0  0
 22 11  1  0  0  0  0
 23  4  1  0  0  0  0
 23 12  1  0  0  0  0
 10 24  1  1  0  0  0
 12 24  1  1  0  0  0
  3 25  1  6  0  0  0
  4 26  1  6  0  0  0
  5 27  1  6  0  0  0
  6 28  1  6  0  0  0
  7 29  1  6  0  0  0
  8 30  1  6  0  0  0
  9 31  1  1  0  0  0
 10 32  1  1  0  0  0
 12 33  1  6  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
    2.2737    0.9909    3.8204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    0.1977    3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -0.0362    3.5403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4823   -0.4825    1.9259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5058   -1.2746    1.4139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476    0.5726    0.9266 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2754    1.3442    0.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.0268   -0.3654 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4268   -0.7333   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7802   -0.1136   -0.4027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3555    0.1954    0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268    1.0144    0.7923 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1030    0.9486    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5125   -0.3176    2.4936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4125    0.7856   -0.2995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5715    0.2048    0.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.0543   -1.4282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9762   -0.8327   -1.9932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7948   -1.0024   -1.0566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3954   -1.6457   -2.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -0.6019   -1.2339 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6434    0.2825   -1.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -0.9300   -2.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1010   -1.4972   -3.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556    0.6122    3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -1.0914    2.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -0.6849    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3841    1.2618    1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1154    2.0666    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1597    0.9600   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518    0.8682   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639    2.0668    0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783    1.6249    2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4025    1.3026    2.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4682   -0.4876    2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    1.7705   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627    0.3569   -0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.5604   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -0.2739   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465   -1.6840   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768   -1.5578   -2.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   -1.5229   -0.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    0.9917   -2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2490   -1.7216   -2.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6653   -0.0242   -3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911   -2.4359   -3.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 21  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  6  1  0
  6  7  1  0
  6  4  1  0
  4  5  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 19 10  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
  8 30  1  6
 10 31  1  6
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  6
 16 37  1  0
 17 38  1  6
 18 39  1  0
 19 40  1  1
 20 41  1  0
  6 28  1  1
  7 29  1  0
  4 26  1  1
  5 27  1  0
  3 25  1  0
M  END


  Mrv1652302102020362D          

 33 33  0  0  0  0            999 V2000
   -1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7770    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1895    0.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7770   -0.0809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5230    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9355    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520   -0.0809    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3020    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7605    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.6336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9520    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5522    1.0659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8215    1.1639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    1.8783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.7954    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587    2.1605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.0809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  1  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
  3 15  1  6  0  0  0
  5 16  1  1  0  0  0
  6 17  1  1  0  0  0
  7 18  1  6  0  0  0
  8 19  1  6  0  0  0
  9 20  1  6  0  0  0
 21 11  2  0  0  0  0
 22 11  1  0  0  0  0
 23  4  1  0  0  0  0
 23 12  1  0  0  0  0
 10 24  1  1  0  0  0
 12 24  1  1  0  0  0
  3 25  1  6  0  0  0
  4 26  1  6  0  0  0
  5 27  1  6  0  0  0
  6 28  1  6  0  0  0
  7 29  1  6  0  0  0
  8 30  1  6  0  0  0
  9 31  1  1  0  0  0
 10 32  1  1  0  0  0
 12 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0084164

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1

> <INCHI_KEY>
JYTUSYBCFIZPBE-AMTLMPIISA-N

> <FORMULA>
C12H22O12

> <MOLECULAR_WEIGHT>
358.2959

> <EXACT_MASS>
358.111126168

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.06368028090015

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.78

> <JCHEM_LOGP>
-5.180579956333334

> <ALOGPS_LOGS>
-0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.102947959919355

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.26137048997941

> <JCHEM_PKA_STRONGEST_BASIC>
-3.52479610734792

> <JCHEM_POLAR_SURFACE_AREA>
217.59999999999997

> <JCHEM_REFRACTIVITY>
70.6843

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lactobionic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0      -2.874   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.954   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.184   2.516   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.954   1.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.184  -0.151   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.976   2.516   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.746   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.644  -0.151   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.564   2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.286   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.874   1.183   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.644   5.184   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -7.494   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.564   5.184   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.494   1.183   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.954  -1.485   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.746   1.183   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.976   5.184   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.874  -1.485   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.056   5.184   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.056   2.516   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.644   2.516   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334   1.183   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -2.104   2.516   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.631   1.990   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -7.133   2.173   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -6.724  -0.151   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.203   3.506   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.516   2.516   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.414  -1.485   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.296   4.033   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.104  -0.151   0.000  0.00  0.00           H+0
CONECT    1    3   13                                                       
CONECT    2    4   14                                                       
CONECT    3    1   10   15   25                                             
CONECT    4    2    5   23   26                                             
CONECT    5    4    6   16   27                                             
CONECT    6    5    9   17   28                                             
CONECT    7    8   10   18   29                                             
CONECT    8    7   11   19   30                                             
CONECT    9    6   12   20   31                                             
CONECT   10    3    7   24   32                                             
CONECT   11    8   21   22                                                  
CONECT   12    9   23   24   33                                             
CONECT   13    1                                                            
CONECT   14    2                                                            
CONECT   15    3                                                            
CONECT   16    5                                                            
CONECT   17    6                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    9                                                            
CONECT   21   11                                                            
CONECT   22   11                                                            
CONECT   23    4   12                                                       
CONECT   24   10   12                                                       
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   12                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Value	Source
4-(beta-D-Galactosido)-D-gluconic acid	ChEBI
4-(b-D-Galactosido)-D-gluconate	Generator
4-(b-D-Galactosido)-D-gluconic acid	Generator
4-(beta-D-Galactosido)-D-gluconate	Generator
4-(Β-D-galactosido)-D-gluconate	Generator
4-(Β-D-galactosido)-D-gluconic acid	Generator
Lactobionate	Generator
Lactobionic acid, monosodium salt	MeSH
Copper lactobionate	MeSH
Ferric lactobionate	MeSH
Lactobionic acid, calcium salt (2:1)	MeSH
Calcium lactobionate anhydrous	MeSH

Chemical Formula

C₁₂H₂₂O₁₂

Average Mass

358.2959 Da

Monoisotopic Mass

358.11113 Da

IUPAC Name

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

Traditional Name

lactobionic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1

InChI Key

JYTUSYBCFIZPBE-AMTLMPIISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pogostemon cablin	LOTUS Database	35616633
Triticum aestivum	Plant	KNApSAcK

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
Gluconic_acid
Disaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Heterocyclic fatty acid
Hydroxy fatty acid
Alpha-hydroxy acid
Fatty acid
Hydroxy acid
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Primary alcohol
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

disaccharide (CHEBI:55481 )

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	-2.8	ALOGPS
logP	-5.2	ChemAxon
logS	-0.24	ALOGPS
pKa (Strongest Acidic)	3.26	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	217.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	70.68 m³·mol⁻¹	ChemAxon
Polarizability	32.06 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Lactobionic_acid

METLIN ID

Not Available

PubChem Compound

7314

PDB ID

Not Available

ChEBI ID

55481

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lactobionic acid (NP0084164)

MOL for NP0084164 (Lactobionic acid)

3D MOL for NP0084164 (Lactobionic acid)

3D SDF for NP0084164 (Lactobionic acid)

3D-SDF for NP0084164 (Lactobionic acid)

PDB for NP0084164 (Lactobionic acid)

3D PDB for NP0084164 (Lactobionic acid)

SMILES for NP0084164 (Lactobionic acid)

INCHI for NP0084164 (Lactobionic acid)

Structure for NP0084164 (Lactobionic acid)

3D Structure for NP0084164 (Lactobionic acid)