NP-MRD: Showing NP-Card for coniferyl alcohol; ferulic acid (NP0221776)

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Record Information

Version

2.0

Created at

2022-09-05 23:26:15 UTC

Updated at

2022-09-05 23:26:15 UTC

NP-MRD ID

NP0221776

Secondary Accession Numbers

None

Natural Product Identification

Common Name

coniferyl alcohol; ferulic acid

Description

coniferyl alcohol; ferulic acid is found in Ligusticum porteri.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062201262D          

 27 27  0  0  0  0            999 V2000
   -1.2758    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    1.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8676   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8676   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -2.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    2.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112    1.7769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112    0.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256    0.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256   -0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401   -1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7546   -1.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691   -1.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967   -0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    0.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822    0.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  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  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END


  Mrv1652309062201262D          

 27 27  0  0  0  0            999 V2000
   -1.2758    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    1.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8676   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8676   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820   -2.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    2.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112    1.7769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112    0.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256    0.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3256   -0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401   -1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7546   -1.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691   -1.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6112   -0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967   -0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    0.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822    0.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  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  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221776

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\CO)=CC=C1O.COC1=CC(\C=C\C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4.C10H12O3/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13;1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-6,11H,1H3,(H,12,13);2-5,7,11-12H,6H2,1H3/b5-3+;3-2+

> <INCHI_KEY>
AUZFESQAWAUUFI-TWGSUPDTSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
19.2918567670106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol

> <JCHEM_LOGP>
1.6748496726666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.982312921511172

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7673485922827705

> <JCHEM_PKA_STRONGEST_BASIC>
-4.89396153310966

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
51.50400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
coniferyl alcohol; ferulic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.382   4.455   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.048   3.685   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.048   2.145   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.286   1.375   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.286  -0.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.619  -0.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.619  -2.475   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.953  -3.245   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.287  -2.475   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.953  -4.785   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.048  -0.935   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.382  -0.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.382   1.375   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.715   2.145   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.141   4.087   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.474   3.317   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.474   1.777   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.808   1.007   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.808  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.142  -1.303   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.142  -2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.475  -3.613   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.809  -2.843   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.474  -1.303   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.141  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.141   1.007   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.807   1.777   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   17   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol

Traditional Name

coniferyl alcohol; ferulic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\CO)=CC=C1O.COC1=CC(\C=C\C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C10H10O4.C10H12O3/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13;1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-6,11H,1H3,(H,12,13);2-5,7,11-12H,6H2,1H3/b5-3+;3-2+

InChI Key

AUZFESQAWAUUFI-TWGSUPDTSA-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
Ligusticum porteri	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	1.67	ChemAxon
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	51.5 m³·mol⁻¹	ChemAxon
Polarizability	19.29 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for coniferyl alcohol; ferulic acid (NP0221776)

MOL for NP0221776 (coniferyl alcohol; ferulic acid)

3D MOL for NP0221776 (coniferyl alcohol; ferulic acid)

3D SDF for NP0221776 (coniferyl alcohol; ferulic acid)

3D-SDF for NP0221776 (coniferyl alcohol; ferulic acid)

PDB for NP0221776 (coniferyl alcohol; ferulic acid)

3D PDB for NP0221776 (coniferyl alcohol; ferulic acid)

SMILES for NP0221776 (coniferyl alcohol; ferulic acid)

INCHI for NP0221776 (coniferyl alcohol; ferulic acid)

Structure for NP0221776 (coniferyl alcohol; ferulic acid)

3D Structure for NP0221776 (coniferyl alcohol; ferulic acid)