NP-MRD: Showing NP-Card for Acetoxy-[10]-gingerol (NP0045839)

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Record Information

Version

2.0

Created at

2022-03-17 19:44:04 UTC

Updated at

2022-03-17 19:44:04 UTC

NP-MRD ID

NP0045839

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acetoxy-[10]-gingerol

Description

Acetoxy-[10]-gingerol belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Acetoxy-[10]-gingerol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212172D          

 28 28  0  0  0  0            999 V2000
   -4.3902    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1046    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1046   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3902   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034    0.9429    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6111    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7545    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6124    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191    0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5336    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 23  2  0  0  0  0
 11 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 19 28  1  0  0  0  0
M  END


  Mrv0541 02241212172D          

 28 28  0  0  0  0            999 V2000
   -4.3902    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1046    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1046   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3902   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034    0.9429    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6111    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7545    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6124    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191    0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5336    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8191   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 23  2  0  0  0  0
 11 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 19 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC[C@@H](CC(=O)CCC1=CC(OC)=C(C)C=C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O4/c1-5-6-7-8-9-10-11-12-23(28-20(3)25)18-22(26)16-15-21-14-13-19(2)24(17-21)27-4/h13-14,17,23H,5-12,15-16,18H2,1-4H3/t23-/m0/s1

> <INCHI_KEY>
KRNPXTSKQYTSGR-QHCPKHFHSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.5561

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
47.38303970691426

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-1-(3-methoxy-4-methylphenyl)-3-oxotetradecan-5-yl acetate

> <ALOGPS_LOGP>
6.21

> <JCHEM_LOGP>
6.652906592

> <ALOGPS_LOGS>
-6.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.634801581835177

> <JCHEM_PKA_STRONGEST_BASIC>
-4.818950877209406

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
113.725

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.40e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-1-(3-methoxy-4-methylphenyl)-3-oxotetradecan-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.195   1.760   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.529   0.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.529  -0.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.195  -1.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.861  -0.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.861   0.990   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.528   1.760   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.194   0.990   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.860   1.760   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.527   0.990   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.193   1.760   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.141   0.990   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.474   1.760   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.808   0.990   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.142   1.760   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.475   0.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.809   1.760   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.143   0.990   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.476   1.760   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -10.862   1.760   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -12.196   0.990   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.862  -1.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.860   3.300   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.193   3.300   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.141   4.070   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.141   5.610   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.474   3.300   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.810   0.990   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   28                                                       
CONECT   20    2   21                                                       
CONECT   21   20                                                            
CONECT   22    3                                                            
CONECT   23    9                                                            
CONECT   24   11   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   19                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₈O₄

Average Mass

390.5561 Da

Monoisotopic Mass

390.27701 Da

IUPAC Name

(5S)-1-(3-methoxy-4-methylphenyl)-3-oxotetradecan-5-yl acetate

Traditional Name

(5S)-1-(3-methoxy-4-methylphenyl)-3-oxotetradecan-5-yl acetate

CAS Registry Number

748159-32-2

SMILES

CCCCCCCCC[C@@H](CC(=O)CCC1=CC(OC)=C(C)C=C1)OC(C)=O

InChI Identifier

InChI=1S/C24H38O4/c1-5-6-7-8-9-10-11-12-23(28-20(3)25)18-22(26)16-15-21-14-13-19(2)24(17-21)27-4/h13-14,17,23H,5-12,15-16,18H2,1-4H3/t23-/m0/s1

InChI Key

KRNPXTSKQYTSGR-QHCPKHFHSA-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
Zingiber officinale	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Toluene
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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	6.21	ALOGPS
logP	6.65	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	18.63	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	113.72 m³·mol⁻¹	ChemAxon
Polarizability	47.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001894

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Acetoxy-[10]-gingerol (NP0045839)

MOL for NP0045839 (Acetoxy-[10]-gingerol)

3D MOL for NP0045839 (Acetoxy-[10]-gingerol)

3D SDF for NP0045839 (Acetoxy-[10]-gingerol)

3D-SDF for NP0045839 (Acetoxy-[10]-gingerol)

PDB for NP0045839 (Acetoxy-[10]-gingerol)

3D PDB for NP0045839 (Acetoxy-[10]-gingerol)

SMILES for NP0045839 (Acetoxy-[10]-gingerol)

INCHI for NP0045839 (Acetoxy-[10]-gingerol)

Structure for NP0045839 (Acetoxy-[10]-gingerol)

3D Structure for NP0045839 (Acetoxy-[10]-gingerol)