NP-MRD: Showing NP-Card for 2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile (NP0175074)

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Record Information

Version

2.0

Created at

2022-09-03 12:27:07 UTC

Updated at

2022-09-03 12:27:08 UTC

NP-MRD ID

NP0175074

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile

Description

2-Phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. 2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile is found in Gerbera jamesonii. Based on a literature review very few articles have been published on 2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    2.4225    1.6924   -2.8960 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0641    1.3295   -1.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5724    0.8651   -0.5337 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6020   -0.0803   -0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545    0.2429   -0.2419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6715    0.4110   -1.3509 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2226    1.8184   -1.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9258    1.9537   -2.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6354   -0.5674   -1.3861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4022   -0.6512   -0.2521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8474   -1.9893   -0.1527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633   -0.3282    1.0071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1050   -1.1282    2.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -0.7154    0.7750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2222   -2.0237    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497    0.2242    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605   -0.6723    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324   -1.2777    1.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -0.9828    1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412   -0.0891    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501    0.5061   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2503    1.7554    0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    1.2430    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    0.2905   -2.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086    2.1293   -0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246    2.4918   -1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4291    2.8203   -2.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -0.0553   -0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003   -2.2520   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624    0.7072    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0379   -1.3839    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -0.6632    1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8159   -2.6060    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6879   -0.9308    1.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6218   -1.9846    2.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917   -1.4324    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1430    0.1334   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    1.1998   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  3  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  5  6  1  0
 21 16  1  0
  8 27  1  0
  7 25  1  0
  7 26  1  0
  6 24  1  6
 10 28  1  6
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  1
 15 33  1  0
  5 23  1  1
  3 22  1  1
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv1652309032214272D          

 21 22  0  0  0  0            999 V2000
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175074

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(O)C(O)C(O)C1OC(C#N)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-13-10(7-16)21-14(19)12(18)11(13)17/h1-5,9-14,16-19H,7H2

> <INCHI_KEY>
BMXNUTUYWQWEFA-UHFFFAOYSA-N

> <FORMULA>
C14H17NO6

> <MOLECULAR_WEIGHT>
295.291

> <EXACT_MASS>
295.105587271

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.680121794334273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile

> <ALOGPS_LOGP>
-0.57

> <JCHEM_LOGP>
-0.8170511343333331

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.8857185925227

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30530516592129

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981348112993711

> <JCHEM_POLAR_SURFACE_AREA>
123.17000000000002

> <JCHEM_REFRACTIVITY>
70.0964

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  N   UNK     0       4.001  -3.850   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
CONECT   16    3   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇NO₆

Average Mass

295.2910 Da

Monoisotopic Mass

295.10559 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OCC1OC(O)C(O)C(O)C1OC(C#N)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-13-10(7-16)21-14(19)12(18)11(13)17/h1-5,9-14,16-19H,7H2

InChI Key

BMXNUTUYWQWEFA-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Gerbera jamesonii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Benzylether
Monocyclic benzene moiety
Oxane
Benzenoid
Hemiacetal
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Carbonitrile
Nitrile
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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

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

Not Available

METLIN ID

Not Available

PubChem Compound

163088157

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile (NP0175074)

MOL for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

3D MOL for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

3D SDF for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

3D-SDF for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

PDB for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

3D PDB for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

SMILES for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

INCHI for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

Structure for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)

3D Structure for NP0175074 (2-phenyl-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}acetonitrile)