NP-MRD: Showing NP-Card for n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid (NP0296372)

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Record Information

Version

2.0

Created at

2022-09-10 05:54:30 UTC

Updated at

2022-09-10 05:54:30 UTC

NP-MRD ID

NP0296372

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid

Description

N-[(2S)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzene-1-carboximidic acid belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid is found in Streptomyces hygroscopicus. Based on a literature review very few articles have been published on N-[(2S)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzene-1-carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    3.3258   -1.2945    1.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578   -0.2086    1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3979    0.0093    1.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198    0.5609    0.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016    1.5850   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745    1.2403   -1.2919 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7835    2.5190   -2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684    2.9930   -2.7567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    0.7260   -0.5565 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -0.3329   -0.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -0.9745   -2.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983   -0.8834   -0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -2.0273   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4128   -2.5758    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -1.9444    1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782   -0.8025    1.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1849   -0.2909    0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504    0.8578    1.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2686   -2.2546    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272   -1.4284    2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3986   -1.0059    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    1.9462   -1.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    2.4993    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4502    0.4697   -2.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771    3.2305   -1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636    2.2143   -2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    3.5115   -3.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243   -1.0213   -2.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616   -2.5282   -1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9011   -3.4702   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169   -2.3364    1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6242   -0.2885    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927    1.3054    2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  6
  7 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END


  Mrv1652309102207542D          

 18 18  0  0  1  0            999 V2000
   -1.8414   -4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -3.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0461   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -2.6961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -2.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296372

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@H](CO)N=C(O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO5/c1-8(15)18-7-9(6-14)13-12(17)10-4-2-3-5-11(10)16/h2-5,9,14,16H,6-7H2,1H3,(H,13,17)/t9-/m0/s1

> <INCHI_KEY>
NGQHCSMZAYNZLC-VIFPVBQESA-N

> <FORMULA>
C12H15NO5

> <MOLECULAR_WEIGHT>
253.254

> <EXACT_MASS>
253.095022587

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.16453855482657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(2S)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzene-1-carboximidic acid

> <JCHEM_LOGP>
1.3342894376666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.70471076294027

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.495383233993356

> <JCHEM_PKA_STRONGEST_BASIC>
2.2747138690469173

> <JCHEM_POLAR_SURFACE_AREA>
99.35000000000001

> <JCHEM_REFRACTIVITY>
63.942000000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.437  -9.034   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.437  -6.366   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.127  -7.700   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.357  -6.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.183  -6.366   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.953  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.183  -9.034   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.953  -5.033   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.493  -5.033   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.263  -6.366   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.263  -3.699   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.493  -2.365   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.263  -1.032   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.803  -1.032   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.573  -2.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.803  -3.699   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.573  -5.033   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
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   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
N-[(2S)-1-(Acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzene-1-carboximidate	Generator

Chemical Formula

C₁₂H₁₅NO₅

Average Mass

253.2540 Da

Monoisotopic Mass

253.09502 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H](CO)N=C(O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C12H15NO5/c1-8(15)18-7-9(6-14)13-12(17)10-4-2-3-5-11(10)16/h2-5,9,14,16H,6-7H2,1H3,(H,13,17)/t9-/m0/s1

InChI Key

NGQHCSMZAYNZLC-VIFPVBQESA-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
Streptomyces hygroscopicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

163014610

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid (NP0296372)

MOL for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

3D MOL for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

3D SDF for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

3D-SDF for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

PDB for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

3D PDB for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

SMILES for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

INCHI for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

Structure for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)

3D Structure for NP0296372 (n-[(2s)-1-(acetyloxy)-3-hydroxypropan-2-yl]-2-hydroxybenzenecarboximidic acid)