NP-MRD: Showing NP-Card for (1S)-(4-Acetylphenyl)-1,2-ethanediol (NP0007008)

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Record Information

Version

2.0

Created at

2020-12-09 03:55:18 UTC

Updated at

2021-07-15 16:56:24 UTC

NP-MRD ID

NP0007008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1S)-(4-Acetylphenyl)-1,2-ethanediol

Provided By

NPAtlas

Description

ZINC221003176 belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (1S)-(4-Acetylphenyl)-1,2-ethanediol is found in Boletus edulis. Based on a literature review very few articles have been published on ZINC221003176.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242118373D          

 25 25  0  0  0  0            999 V2000
   -4.1406   -0.2847    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0138    0.4066    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    1.0999    1.9548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513    0.3103    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3911   -0.4530   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -0.5534   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9662    0.0745   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3410   -0.0169   -1.0570 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7621   -1.2785   -1.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534    0.4922   -0.0522 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3464   -0.3677    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094    0.8371    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    0.9407    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5554    0.2868   -0.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8691   -1.3154   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9708   -0.4238    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -0.9688   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604   -1.1506   -2.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056    0.6168   -1.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -1.7645   -2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609    1.5443    0.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583    0.3385   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013   -1.2928    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4540    1.3834    1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8053    1.5391    1.9203 H   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  4  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 18  1  0  0  0  0
  8 19  1  6  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 10 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]([H])(O[H])C1=C([H])C([H])=C(C([H])=C1[H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O3/c1-7(12)8-2-4-9(5-3-8)10(13)6-11/h2-5,10-11,13H,6H2,1H3/t10-/m1/s1

> <INCHI_KEY>
VFYMSAONOBWBNN-SNVBAGLBSA-N

> <FORMULA>
C10H12O3

> <MOLECULAR_WEIGHT>
180.203

> <EXACT_MASS>
180.078644246

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.847239527701326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4-[(1S)-1,2-dihydroxyethyl]phenyl}ethan-1-one

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
0.13320862533333352

> <ALOGPS_LOGS>
-1.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.421646825276603

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.562137674282301

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9977899754394004

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
49.23920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4-[(1S)-1,2-dihydroxyethyl]phenyl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.141  -0.285   0.281  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.014   0.407   0.939  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.236   1.100   1.955  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.651   0.310   0.447  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.391  -0.453  -0.676  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.091  -0.553  -1.157  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.966   0.075  -0.569  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.341  -0.017  -1.057  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.762  -1.278  -1.396  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.353   0.492  -0.052  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.346  -0.368   1.037  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.709   0.837   0.552  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.595   0.941   1.038  0.00  0.00           C+0
HETATM   14  H   UNK     0      -4.555   0.287  -0.577  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.869  -1.315  -0.061  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.971  -0.424   1.003  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.196  -0.969  -1.176  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.060  -1.151  -2.022  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.406   0.617  -1.987  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.196  -1.765  -2.022  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.261   1.544   0.187  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.358   0.339  -0.546  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.301  -1.293   0.669  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.454   1.383   1.110  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.805   1.539   1.920  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10   19                                             
CONECT    9    8   20                                                       
CONECT   10    8   11   21   22                                             
CONECT   11   10   23                                                       
CONECT   12    7   13   24                                                  
CONECT   13   12    4   25                                                  
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    5                                                            
CONECT   18    6                                                            
CONECT   19    8                                                            
CONECT   20    9                                                            
CONECT   21   10                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂O₃

Average Mass

180.2030 Da

Monoisotopic Mass

180.07864 Da

IUPAC Name

1-{4-[(1S)-1,2-dihydroxyethyl]phenyl}ethan-1-one

Traditional Name

1-{4-[(1S)-1,2-dihydroxyethyl]phenyl}ethanone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H12O3/c1-7(12)8-2-4-9(5-3-8)10(13)6-11/h2-5,10-11,13H,6H2,1H3/t10-/m1/s1

InChI Key

VFYMSAONOBWBNN-SNVBAGLBSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boletus edulis	NPAtlas	17440922

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Aryl alkyl ketone
Benzoyl
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
1,2-diol
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Alcohol
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
logP	0.12	ALOGPS
logP	0.13	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	13.56	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.24 m³·mol⁻¹	ChemAxon
Polarizability	18.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016997

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78441423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129411969

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (1S)-(4-Acetylphenyl)-1,2-ethanediol (NP0007008)

MOL for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

3D MOL for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

3D SDF for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

3D-SDF for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

PDB for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

3D PDB for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

SMILES for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

INCHI for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

Structure for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)

3D Structure for NP0007008 ((1S)-(4-Acetylphenyl)-1,2-ethanediol)