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Showing NP-Card for methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate (NP0307386)

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Record Information
Version2.0
Created at2022-09-11 00:28:55 UTC
Updated at2022-09-11 00:28:55 UTC
NP-MRD IDNP0307386
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate
DescriptionMethyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate is found in Rhizophora apiculata. Based on a literature review very few articles have been published on methyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)


  Mrv1652309112202282D          

 16 16  0  0  1  0            999 V2000
    0.0000   -3.3000    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  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  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
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
M  END
Download

3D MOL for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -4.1039    0.9978    2.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8531    0.7651    0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325    0.4738   -0.4541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6963    0.7614   -1.1852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -0.9699   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0521   -1.3064    0.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378   -0.9749    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1639   -1.5177    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899   -1.2240    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215   -0.3788    0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345   -0.0620   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193   -0.5542    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234    0.7903   -0.9919 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032    1.0782   -1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1565    0.1650   -0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1984   -0.1399   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203    1.2089    3.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    1.1315   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8498    1.7322   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0574   -1.2785   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0474   -1.5736   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2480   -2.1839    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -1.6405    1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956    0.3460   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    2.0815   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    1.1185   -2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484    0.8392   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957    0.3147   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  1  0
  2  1  3  0
  7 16  1  0
 16 15  2  0
 15 10  1  0
 14 24  1  0
 14 25  1  0
 14 26  1  0
  9 23  1  0
  8 22  1  0
  5 20  1  0
  5 21  1  0
  3 18  1  6
  4 19  1  0
  1 17  1  0
 16 28  1  0
 15 27  1  0
M  END
Download

3D SDF for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)


  Mrv1652309112202282D          

 16 16  0  0  1  0            999 V2000
    0.0000   -3.3000    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  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  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
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307386

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O4/c1-3-10(13)8-16-11-6-4-9(5-7-11)12(14)15-2/h1,4-7,10,13H,8H2,2H3/t10-/m0/s1

> <INCHI_KEY>
XHEHRJGOTYDGPW-JTQLQIEISA-N

> <FORMULA>
C12H12O4

> <MOLECULAR_WEIGHT>
220.224

> <EXACT_MASS>
220.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.891413136521596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate

> <JCHEM_LOGP>
1.416799618333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.930667759734408

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7039259218921687

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
58.089200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)

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PDB for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)
HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15    7                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

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3D PDB for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)
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SMILES for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)
COC(=O)C1=CC=C(OC[C@@H](O)C#C)C=C1
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INCHI for NP0307386 (methyl 4-{[(2s)-2-hydroxybut-3-yn-1-yl]oxy}benzoate)
InChI=1S/C12H12O4/c1-3-10(13)8-16-11-6-4-9(5-7-11)12(14)15-2/h1,4-7,10,13H,8H2,2H3/t10-/m0/s1
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View in JSmol
Synonyms
ValueSource
Methyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoic acidGenerator
Chemical FormulaC12H12O4
Average Mass220.2240 Da
Monoisotopic Mass220.07356 Da
IUPAC Namemethyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate
Traditional Namemethyl 4-{[(2S)-2-hydroxybut-3-yn-1-yl]oxy}benzoate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=CC=C(OC[C@@H](O)C#C)C=C1
InChI Identifier
InChI=1S/C12H12O4/c1-3-10(13)8-16-11-6-4-9(5-7-11)12(14)15-2/h1,4-7,10,13H,8H2,2H3/t10-/m0/s1
InChI KeyXHEHRJGOTYDGPW-JTQLQIEISA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Rhizophora apiculataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentBenzoic acid esters  
Alternative Parents
Substituents
  • Benzoate ester
    • 

  • Phenoxy compound
    • 

  • Benzoyl
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • Methyl ester
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Acetylide
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Ether
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.42ChemAxon
pKa (Strongest Acidic)12.93ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity58.09 m³·mol⁻¹ChemAxon
Polarizability22.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9152173  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10976972  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]