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Showing metabocard for (S)-4-Hydroxymandelonitrile (HMDB0060318)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 00:53:18 UTC
Update Date2023-02-21 17:29:51 UTC
HMDB IDHMDB0060318
Secondary Accession Numbers
  • HMDB60318
Metabolite Identification
Common Name(S)-4-Hydroxymandelonitrile
Description(S)-4-Hydroxymandelonitrile belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position (S)-4-Hydroxymandelonitrile is an extremely weak basic (essentially neutral) compound (based on its pKa) (S)-4-Hydroxymandelonitrile exists in all living organisms, ranging from bacteria to humans. Outside of the human body, (S)-4-Hydroxymandelonitrile has been detected, but not quantified in, several different foods, such as common thymes, grapefruit/pummelo hybrids, celeriacs, nopals, and apples. This could make (S)-4-hydroxymandelonitrile a potential biomarker for the consumption of these foods. A 4-hydroxymandelonitrile that has (S)-configuration.
Structure
Data?1677000591
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060318 ((S)-4-Hydroxymandelonitrile)


  Mrv1652306262017482D          

 11 11  0  0  0  0            999 V2000
10000.0295 9999.7818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7437 9999.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.029510000.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.5694 9999.3689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1686 9998.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3137 9999.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5994 9999.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8848 9999.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8848 9998.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5993 9998.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3137 9998.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  6  0  0  0
  2  4  3  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  1  6  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

HMDB0060318
     RDKit          3D
(S)-4-Hydroxymandelonitrile
 18 18  0  0  0  0  0  0  0  0999 V2000
    3.3359   -1.7267   -0.1969 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643   -0.7835    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    0.4336    0.4726 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5355    1.4959   -0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936    0.2164    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1087   -1.0557    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -1.3104   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.2765   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.4979   -0.5023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    0.9960   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.2504    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279    0.6772    1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    1.3779   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -1.8837    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -2.3116   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1104   -0.6660    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.8087   -0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525    2.2560    0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
  3 12  1  1
  4 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
Download

3D SDF for HMDB0060318 ((S)-4-Hydroxymandelonitrile)


  Mrv1652306262017482D          

 11 11  0  0  0  0            999 V2000
10000.0295 9999.7818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7437 9999.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.029510000.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.5694 9999.3689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1686 9998.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3137 9999.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5994 9999.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8848 9999.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8848 9998.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5993 9998.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3137 9998.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  6  0  0  0
  2  4  3  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  1  6  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060318

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H](C#N)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1

> <INCHI_KEY>
HOOOPXDSCKBLFG-MRVPVSSYSA-N

> <FORMULA>
C8H7NO2

> <MOLECULAR_WEIGHT>
149.1467

> <EXACT_MASS>
149.047678473

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.527119351226446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile

> <ALOGPS_LOGP>
0.73

> <JCHEM_LOGP>
0.6502191896666667

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.969083556572523

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.455437104895557

> <JCHEM_PKA_STRONGEST_BASIC>
-4.195778758403649

> <JCHEM_POLAR_SURFACE_AREA>
64.25

> <JCHEM_REFRACTIVITY>
39.664

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-4-hydroxymandelonitrile

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

HMDB0060318
     RDKit          3D
(S)-4-Hydroxymandelonitrile
 18 18  0  0  0  0  0  0  0  0999 V2000
    3.3359   -1.7267   -0.1969 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643   -0.7835    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    0.4336    0.4726 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5355    1.4959   -0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936    0.2164    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1087   -1.0557    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -1.3104   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.2765   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.4979   -0.5023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    0.9960   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.2504    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279    0.6772    1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    1.3779   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -1.8837    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179   -2.3116   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1104   -0.6660    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.8087   -0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525    2.2560    0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
  3 12  1  1
  4 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
Download

PDB for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

HEADER    PROTEIN                                 26-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JUN-20         0                                  
HETATM    1  C   UNK     0    8666.7228666.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.0558665.489   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8666.7228667.801   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0    8669.5968665.489   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0    8661.3818663.177   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.3868665.489   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.0528666.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.7188665.489   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.7188663.949   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.0528663.179   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.3868663.949   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1    4                                                       
CONECT    3    1                                                            
CONECT    4    2                                                            
CONECT    5    9                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    5                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

COMPND    HMDB0060318
HETATM    1  N1  UNL     1       3.336  -1.727  -0.197  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.764  -0.783   0.106  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.043   0.434   0.473  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.535   1.496  -0.267  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.594   0.216   0.220  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.109  -1.056   0.013  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.230  -1.310  -0.226  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.143  -0.277  -0.265  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.498  -0.498  -0.502  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.653   0.996  -0.056  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.318   1.250   0.182  1.00  0.00           C  
HETATM   12  H1  UNL     1       2.228   0.677   1.547  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.469   1.378  -1.236  1.00  0.00           H  
HETATM   14  H3  UNL     1       0.822  -1.884   0.041  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.618  -2.312  -0.390  1.00  0.00           H  
HETATM   16  H5  UNL     1      -4.110  -0.666   0.303  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.383   1.809  -0.089  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.053   2.256   0.343  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    5   12
CONECT    4   13
CONECT    5    6    6   11
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8    9   10
CONECT    9   16
CONECT   10   11   11   17
CONECT   11   18
END
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SMILES for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

O[C@H](C#N)C1=CC=C(O)C=C1
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INCHI for HMDB0060318 ((S)-4-Hydroxymandelonitrile)

InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2s)-2-Hydroxy-2-(4-hydroxyphenyl)acetonitrileHMDB
(S)-4-HydroxymandelonitrileHMDB
(alphaS)-alpha,4-DihydroxybenzeneacetonitrileHMDB
(p-Hydroxyphenyl)glycolonitrileHMDB
(αS)-α,4-DihydroxybenzeneacetonitrileHMDB
2-Hydroxy-2-(4-hydroxyphenyl)acetonitrileHMDB
4-HydroxymandelonitrileHMDB
alpha,4-DihydroxybenzeneacetonitrileHMDB
p-HydroxymandelonitrileHMDB
α,4-DihydroxybenzeneacetonitrileHMDB
Chemical FormulaC8H7NO2
Average Molecular Weight149.1467
Monoisotopic Molecular Weight149.047678473
IUPAC Name(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile
Traditional Name(S)-4-hydroxymandelonitrile
CAS Registry Number71807-09-5
SMILES
O[C@H](C#N)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1
InChI KeyHOOOPXDSCKBLFG-MRVPVSSYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Cyanohydrin
  • Secondary alcohol
  • Alpha-hydroxynitrile
  • Carbonitrile
  • Nitrile
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.37 g/LALOGPS
logP0.73ALOGPS
logP0.65ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.46ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area64.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.66 m³·mol⁻¹ChemAxon
Polarizability14.53 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.01931661259
DarkChem[M-H]-129.31931661259
DeepCCS[M+H]+131.3130932474
DeepCCS[M-H]-128.46830932474
DeepCCS[M-2H]-164.58830932474
DeepCCS[M+Na]+139.5230932474
AllCCS[M+H]+132.232859911
AllCCS[M+H-H2O]+127.732859911
AllCCS[M+NH4]+136.432859911
AllCCS[M+Na]+137.632859911
AllCCS[M-H]-129.332859911
AllCCS[M+Na-2H]-130.532859911
AllCCS[M+HCOO]-132.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.74 minutes32390414
Predicted by Siyang on May 30, 20229.6473 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.05 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1138.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid323.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid107.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid192.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid80.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid319.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid369.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)124.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid700.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid240.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid967.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid219.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid265.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate513.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA256.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water150.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(S)-4-HydroxymandelonitrileO[C@H](C#N)C1=CC=C(O)C=C12853.0Standard polar33892256
(S)-4-HydroxymandelonitrileO[C@H](C#N)C1=CC=C(O)C=C11550.7Standard non polar33892256
(S)-4-HydroxymandelonitrileO[C@H](C#N)C1=CC=C(O)C=C11662.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(S)-4-Hydroxymandelonitrile,1TMS,isomer #1C[Si](C)(C)O[C@H](C#N)C1=CC=C(O)C=C11650.1Semi standard non polar33892256
(S)-4-Hydroxymandelonitrile,1TMS,isomer #2C[Si](C)(C)OC1=CC=C([C@H](O)C#N)C=C11613.0Semi standard non polar33892256
(S)-4-Hydroxymandelonitrile,2TMS,isomer #1C[Si](C)(C)OC1=CC=C([C@@H](C#N)O[Si](C)(C)C)C=C11616.9Semi standard non polar33892256
(S)-4-Hydroxymandelonitrile,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H](C#N)C1=CC=C(O)C=C11840.2Semi standard non polar33892256
(S)-4-Hydroxymandelonitrile,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O)C#N)C=C11863.4Semi standard non polar33892256
(S)-4-Hydroxymandelonitrile,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H](C#N)O[Si](C)(C)C(C)(C)C)C=C12029.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (S)-4-Hydroxymandelonitrile GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ea-5900000000-6538407adac4dbf594812017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (S)-4-Hydroxymandelonitrile GC-MS (2 TMS) - 70eV, Positivesplash10-00di-6390000000-cdcf23aa995a00e123992017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (S)-4-Hydroxymandelonitrile GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (S)-4-Hydroxymandelonitrile GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 10V, Positive-QTOFsplash10-0udi-0900000000-8d18ca886b11f2e1a6af2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 20V, Positive-QTOFsplash10-0ul0-0900000000-eda120a2586f45ee27742017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 40V, Positive-QTOFsplash10-001i-9600000000-fb013dbb1102e6113c0f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 10V, Negative-QTOFsplash10-0002-0900000000-4bf6f066f0b1f5c626992017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 20V, Negative-QTOFsplash10-0005-4900000000-516e37d7bcc227b9a8702017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 40V, Negative-QTOFsplash10-0006-9200000000-eaeec5caa1f533a4fec82017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 10V, Positive-QTOFsplash10-001i-0900000000-1110a2d595b48655bb972021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 20V, Positive-QTOFsplash10-001i-1900000000-20665c18a5d4a26d59b22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 40V, Positive-QTOFsplash10-0o7i-9500000000-6d08239997b19564f0b32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 10V, Negative-QTOFsplash10-0002-3900000000-cbfb779fb6b352e17a782021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 20V, Negative-QTOFsplash10-0007-6900000000-a5e50beda851d4ab34a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (S)-4-Hydroxymandelonitrile 40V, Negative-QTOFsplash10-0002-1900000000-8cfe5edb3f9296d4f7a72021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03430
Phenol Explorer Compound IDNot Available
FooDB IDFDB030165
KNApSAcK IDNot Available
Chemspider ID389105
KEGG Compound IDC03742
BioCyc IDCPD-648
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440104
PDB IDNot Available
ChEBI ID16660
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details
1. Cytosolic beta-glucosidase
General function:
Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:
Glycosidase probably involved in the intestinal absorption and metabolism of dietary flavonoid glycosides. Able to hydrolyze a broad variety of glycosides including phytoestrogens, flavonols, flavones, flavanones and cyanogens. Possesses beta-glycosylceramidase activity and may be involved in a nonlysosomal catabolic pathway of glycosylceramide.
Gene Name:
GBA3
Uniprot ID:
Q9H227
Molecular weight:
Not Available
Reactions
Dhurrin + Water → (S)-4-Hydroxymandelonitrile + D-Glucosedetails