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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:33:21 UTC

Update Date

2021-09-23 18:33:21 UTC

HMDB ID

HMDB0302540

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Neohesperidoside

Description

Neohesperidoside, also known as 2-O-alpha-L-rhamnopyranosyl-D-glucopyranose or alpha-L-rhap-(1->2)-beta-D-glcp, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Neohesperidoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Neohesperidoside can be found in lemon, which makes neohesperidoside a potential biomarker for the consumption of this food product. Neohesperidoside is the disaccharide which is present in some flavonoids. It can be found in species of typha, in species of typha angustifolia .

Structure

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


  Mrv1533007131513382D          

 32 33  0  0  1  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  6  0  0  0
  4  2  1  1  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 13  2  1  0  0  0  0
  5 14  1  1  0  0  0
  6 15  1  6  0  0  0
  7 16  1  1  0  0  0
  8 17  1  6  0  0  0
  9 18  1  6  0  0  0
 11 19  1  1  0  0  0
 20  3  1  0  0  0  0
 20 12  1  0  0  0  0
 21  4  1  0  0  0  0
 21 11  1  0  0  0  0
 10 22  1  6  0  0  0
 12 22  1  1  0  0  0
  3 23  1  1  0  0  0
  4 24  1  6  0  0  0
  5 25  1  6  0  0  0
  6 26  1  1  0  0  0
  7 27  1  1  0  0  0
  8 28  1  6  0  0  0
  9 29  1  1  0  0  0
 10 30  1  1  0  0  0
 11 31  1  6  0  0  0
 12 32  1  6  0  0  0
M  END

HMDB0302540
     RDKit          3D
Neohesperidoside
 44 45  0  0  0  0  0  0  0  0999 V2000
   -3.7509    2.0717    1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127    0.7641    0.6903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9423    1.0884    0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -0.0254   -0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2080   -0.1328    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.0371    0.1891 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8770   -1.2086    0.3637 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6561   -2.0898   -0.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -1.0391    0.5284 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8019   -1.7348    1.6679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8158    0.3676    0.6446 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1054    0.9365   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0522    0.0697   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.0907    1.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6875    1.2699    0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7971    2.3081   -0.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543   -1.2316   -0.3984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4148   -2.2429   -1.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.7624   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7573    0.0260   -2.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046    0.0752   -0.2476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8971   -0.7905    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8546    1.9477    1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    2.8842    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474    2.3512    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9125    0.1300    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    0.1693   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    0.2165   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -1.7467    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -1.6081   -1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -1.5063   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312   -2.7165    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    0.3655    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914    1.9263   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    0.9090   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4903    0.5855   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    1.6969    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8804    2.5024   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510   -1.6194    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -2.9112   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.6303   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433   -0.6002   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6928    0.8266   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -1.0197    1.3756 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  4 27  1  6
  6 28  1  6
  7 29  1  1
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  1
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  1
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  6
 22 44  1  0
M  END


  Mrv1533007131513382D          

 32 33  0  0  1  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  6  0  0  0
  4  2  1  1  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 13  2  1  0  0  0  0
  5 14  1  1  0  0  0
  6 15  1  6  0  0  0
  7 16  1  1  0  0  0
  8 17  1  6  0  0  0
  9 18  1  6  0  0  0
 11 19  1  1  0  0  0
 20  3  1  0  0  0  0
 20 12  1  0  0  0  0
 21  4  1  0  0  0  0
 21 11  1  0  0  0  0
 10 22  1  6  0  0  0
 12 22  1  1  0  0  0
  3 23  1  1  0  0  0
  4 24  1  6  0  0  0
  5 25  1  6  0  0  0
  6 26  1  1  0  0  0
  7 27  1  1  0  0  0
  8 28  1  6  0  0  0
  9 29  1  1  0  0  0
 10 30  1  1  0  0  0
 11 31  1  6  0  0  0
 12 32  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0302540

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12-/m0/s1

> <INCHI_KEY>
VSRVRBXGIRFARR-OUEGHFHCSA-N

> <FORMULA>
C12H22O10

> <MOLECULAR_WEIGHT>
326.298

> <EXACT_MASS>
326.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
30.294703415493252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.45

> <JCHEM_LOGP>
-3.6564648969999993

> <ALOGPS_LOGS>
0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.166050943143231

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.269028750173673

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810794307149777

> <JCHEM_POLAR_SURFACE_AREA>
169.29999999999998

> <JCHEM_REFRACTIVITY>
66.79299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neohesperidose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302540
     RDKit          3D
Neohesperidoside
 44 45  0  0  0  0  0  0  0  0999 V2000
   -3.7509    2.0717    1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127    0.7641    0.6903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9423    1.0884    0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -0.0254   -0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2080   -0.1328    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.0371    0.1891 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8770   -1.2086    0.3637 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6561   -2.0898   -0.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -1.0391    0.5284 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8019   -1.7348    1.6679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8158    0.3676    0.6446 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1054    0.9365   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0522    0.0697   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.0907    1.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6875    1.2699    0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7971    2.3081   -0.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543   -1.2316   -0.3984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4148   -2.2429   -1.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.7624   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7573    0.0260   -2.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046    0.0752   -0.2476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8971   -0.7905    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8546    1.9477    1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    2.8842    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474    2.3512    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9125    0.1300    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    0.1693   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    0.2165   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -1.7467    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -1.6081   -1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -1.5063   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312   -2.7165    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    0.3655    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914    1.9263   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    0.9090   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4903    0.5855   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    1.6969    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8804    2.5024   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510   -1.6194    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -2.9112   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.6303   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433   -0.6002   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6928    0.8266   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -1.0197    1.3756 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  4 27  1  6
  6 28  1  6
  7 29  1  1
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  1
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  1
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  6
 22 44  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       8.002   3.080   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      12.003  -3.850   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.335   3.080   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      10.669  -1.540   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.668   0.770   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       9.336  -3.850   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.668  -3.850   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4   13                                                       
CONECT    3    1    5   20   23                                             
CONECT    4    2    6   21   24                                             
CONECT    5    3    7   14   25                                             
CONECT    6    4    8   15   26                                             
CONECT    7    5    9   16   27                                             
CONECT    8    6   10   17   28                                             
CONECT    9    7   12   18   29                                             
CONECT   10    8   11   22   30                                             
CONECT   11   10   19   21   31                                             
CONECT   12    9   20   22   32                                             
CONECT   13    2                                                            
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20    3   12                                                       
CONECT   21    4   11                                                       
CONECT   22   10   12                                                       
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0302540
HETATM    1  C1  UNL     1      -3.751   2.072   1.136  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.113   0.764   0.690  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.942   1.088   0.021  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.156  -0.025  -0.267  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.208  -0.133   0.711  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.074   0.037   0.189  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.877  -1.209   0.364  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.656  -2.090  -0.722  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.334  -1.039   0.528  1.00  0.00           C  
HETATM   10  O4  UNL     1       3.802  -1.735   1.668  1.00  0.00           O  
HETATM   11  C7  UNL     1       3.816   0.368   0.645  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.105   0.937  -0.722  1.00  0.00           C  
HETATM   13  O5  UNL     1       5.052   0.070  -1.316  1.00  0.00           O  
HETATM   14  O6  UNL     1       2.907   1.091   1.370  1.00  0.00           O  
HETATM   15  C9  UNL     1       1.687   1.270   0.780  1.00  0.00           C  
HETATM   16  O7  UNL     1       1.797   2.308  -0.176  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.054  -1.232  -0.398  1.00  0.00           C  
HETATM   18  O8  UNL     1      -1.415  -2.243  -1.095  1.00  0.00           O  
HETATM   19  C11 UNL     1      -3.267  -0.762  -1.202  1.00  0.00           C  
HETATM   20  O9  UNL     1      -2.757   0.026  -2.243  1.00  0.00           O  
HETATM   21  C12 UNL     1      -4.105   0.075  -0.248  1.00  0.00           C  
HETATM   22  O10 UNL     1      -4.897  -0.790   0.480  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.855   1.948   1.287  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.582   2.884   0.400  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.347   2.351   2.150  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.913   0.130   1.594  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.658   0.169  -1.236  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.979   0.216  -0.904  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.478  -1.747   1.249  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.756  -1.608  -1.589  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.910  -1.506  -0.325  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.731  -2.716   1.527  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.775   0.366   1.217  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.591   1.926  -0.678  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.224   0.909  -1.387  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.490   0.585  -2.051  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.004   1.697   1.564  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.880   2.502  -0.541  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.351  -1.619   0.594  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.994  -2.911  -0.473  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.832  -1.630  -1.599  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.543  -0.600  -2.979  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.693   0.827  -0.800  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.494  -1.020   1.376  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4
CONECT    4    5   17   27
CONECT    5    6
CONECT    6    7   15   28
CONECT    7    8    9   29
CONECT    8   30
CONECT    9   10   11   31
CONECT   10   32
CONECT   11   12   14   33
CONECT   12   13   34   35
CONECT   13   36
CONECT   14   15
CONECT   15   16   37
CONECT   16   38
CONECT   17   18   19   39
CONECT   18   40
CONECT   19   20   21   41
CONECT   20   42
CONECT   21   22   43
CONECT   22   44
END

HMDB0302540
     RDKit          3D
Neohesperidoside
 44 45  0  0  0  0  0  0  0  0999 V2000
   -3.7509    2.0717    1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127    0.7641    0.6903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9423    1.0884    0.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -0.0254   -0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2080   -0.1328    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.0371    0.1891 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8770   -1.2086    0.3637 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6561   -2.0898   -0.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -1.0391    0.5284 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8019   -1.7348    1.6679 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8158    0.3676    0.6446 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1054    0.9365   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0522    0.0697   -1.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    1.0907    1.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6875    1.2699    0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7971    2.3081   -0.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543   -1.2316   -0.3984 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4148   -2.2429   -1.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.7624   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7573    0.0260   -2.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046    0.0752   -0.2476 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8971   -0.7905    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8546    1.9477    1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5821    2.8842    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474    2.3512    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9125    0.1300    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    0.1693   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    0.2165   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -1.7467    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -1.6081   -1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -1.5063   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312   -2.7165    1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    0.3655    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5914    1.9263   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    0.9090   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4903    0.5855   -2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    1.6969    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8804    2.5024   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510   -1.6194    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -2.9112   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.6303   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433   -0.6002   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6928    0.8266   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4942   -1.0197    1.3756 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  4 27  1  6
  6 28  1  6
  7 29  1  1
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  1
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  1
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  6
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-O-(alpha-L-Rhamnopyranosyl)-beta-D-glucopyranose	ChEBI
2-O-alpha-L-Rhamnopyranosyl-D-glucopyranose	ChEBI
6-Deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-glucopyranose	ChEBI
alpha-L-Rhap-(1->2)-beta-D-GLCP	ChEBI
Neohesperidose	ChEBI
2-O-(a-L-Rhamnopyranosyl)-b-D-glucopyranose	Generator
2-O-(Α-L-rhamnopyranosyl)-β-D-glucopyranose	Generator
2-O-a-L-Rhamnopyranosyl-D-glucopyranose	Generator
2-O-Α-L-rhamnopyranosyl-D-glucopyranose	Generator
6-Deoxy-a-L-mannopyranosyl-(1->2)-b-D-glucopyranose	Generator
6-Deoxy-α-L-mannopyranosyl-(1->2)-β-D-glucopyranose	Generator
a-L-Rhap-(1->2)-b-D-GLCP	Generator
Α-L-rhap-(1->2)-β-D-GLCP	Generator
a-L-Rhamnopyranosyl-(1->2)-b-D-glucopyranose	Generator
Α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranose	Generator

Chemical Formula

C₁₂H₂₂O₁₀

Average Molecular Weight

326.298

Monoisotopic Molecular Weight

326.121296908

IUPAC Name

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

Traditional Name

neohesperidose

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12-/m0/s1

InChI Key

VSRVRBXGIRFARR-OUEGHFHCSA-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

disaccharide (CHEBI:73992 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302540)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2.4	ALOGPS
logP	-3.7	ChemAxon
logS	0.17	ALOGPS
pKa (Strongest Acidic)	11.27	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	169.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.79 m³·mol⁻¹	ChemAxon
Polarizability	30.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	174.201	32859911
AllCCS	[M+H-H2O]+	171.314	32859911
AllCCS	[M+Na]+	177.632	32859911
AllCCS	[M+NH4]+	176.867	32859911
AllCCS	[M-H]-	173.31	32859911
AllCCS	[M+Na-2H]-	173.063	32859911
AllCCS	[M+HCOO]-	172.92	32859911
DeepCCS	[M+H]+	157.992	30932474
DeepCCS	[M-H]-	156.097	30932474
DeepCCS	[M-2H]-	190.093	30932474
DeepCCS	[M+Na]+	164.018	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.3347 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	801.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	241.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	33.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	297.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	263.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	676.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	574.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	71.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	883.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	205.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	575.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	413.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	348.7 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neohesperidoside,3TBDMS,isomer #26	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3216.1	Semi standard non polar	33892256
Neohesperidoside,3TBDMS,isomer #26	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3200.7	Standard non polar	33892256
Neohesperidoside,3TBDMS,isomer #26	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3677.2	Standard polar	33892256
Neohesperidoside,4TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3361.6	Semi standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3403.4	Standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3603.9	Standard polar	33892256
Neohesperidoside,4TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3378.7	Semi standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3438.1	Standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3634.9	Standard polar	33892256
Neohesperidoside,4TBDMS,isomer #31	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3381.0	Semi standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #31	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3408.6	Standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #31	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3576.7	Standard polar	33892256
Neohesperidoside,4TBDMS,isomer #32	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3399.0	Semi standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #32	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3434.5	Standard non polar	33892256
Neohesperidoside,4TBDMS,isomer #32	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3491.8	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #1	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3520.3	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #1	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3602.2	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #1	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3536.1	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3525.3	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3568.2	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #11	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3502.6	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #12	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3525.1	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #12	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3593.7	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #12	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3424.4	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #16	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3547.9	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #16	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3597.2	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #16	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3528.4	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #17	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3550.3	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #17	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3621.9	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #17	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3449.6	Standard polar	33892256
Neohesperidoside,5TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3536.4	Semi standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3606.0	Standard non polar	33892256
Neohesperidoside,5TBDMS,isomer #21	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3433.0	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 10V, Positive-QTOF	splash10-08ir-0904000000-a7ca20cbbcc0b9511c26	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 20V, Positive-QTOF	splash10-03e9-0900000000-6f4d8f1d9498bcca5459	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 40V, Positive-QTOF	splash10-03dl-4900000000-d205c356403342f55435	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 10V, Negative-QTOF	splash10-01t9-4945000000-3601e494300b94057fec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 20V, Negative-QTOF	splash10-03di-2900000000-32e87395eab34d345871	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 40V, Negative-QTOF	splash10-08mm-9700000000-40b6408cc642c2224b02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 10V, Negative-QTOF	splash10-004i-1129000000-256f0a6e7314a23d877d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 20V, Negative-QTOF	splash10-0ki5-9772000000-0930c4fd4c7344fca665	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 40V, Negative-QTOF	splash10-0a4i-9000000000-9440cdcad177f92eb240	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 10V, Positive-QTOF	splash10-052f-0198000000-7d8071787f6d6e9a0149	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 20V, Positive-QTOF	splash10-0imi-3901000000-10caa4057dca225f8e93	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neohesperidoside 40V, Positive-QTOF	splash10-059f-9120000000-60b0b9846b2778bd58fc	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Neohesperidose

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

73992

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1699511

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Neohesperidoside (HMDB0302540)

MOL for HMDB0302540 (Neohesperidoside)

3D MOL for HMDB0302540 (Neohesperidoside)

3D SDF for HMDB0302540 (Neohesperidoside)

3D-SDF for HMDB0302540 (Neohesperidoside)

PDB for HMDB0302540 (Neohesperidoside)

3D PDB for HMDB0302540 (Neohesperidoside)

SMILES for HMDB0302540 (Neohesperidoside)

INCHI for HMDB0302540 (Neohesperidoside)

Structure for HMDB0302540 (Neohesperidoside)

3D Structure for HMDB0302540 (Neohesperidoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra