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Showing NP-Card for 3'-Methoxy-[6]-Gingerdiol 3,5-diacetate (NP0049669)

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Record Information
Version2.0
Created at2022-03-17 21:16:12 UTC
Updated at2022-03-17 21:16:12 UTC
NP-MRD IDNP0049669
Secondary Accession NumbersNone
Natural Product Identification
Common Name3'-Methoxy-[6]-Gingerdiol 3,5-diacetate
Description3'-Methoxy-[6]-Gingerdiol 3,5-diacetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. 3'-Methoxy-[6]-Gingerdiol 3,5-diacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3'-Methoxy-[6]-Gingerdiol 3,5-diacetate has been detected, but not quantified in, gingers and herbs and spices. This could make 3'-methoxy-[6]-gingerdiol 3,5-diacetate a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)


  Mrv0541 05061311572D          

 28 28  0  0  0  0            999 V2000
   -4.3650    6.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    5.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7779    5.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442   10.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   10.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    6.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1852    6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    7.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    7.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632    7.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    7.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577    8.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724    8.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2037    7.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945    5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706    8.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7981    6.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    7.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    9.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    9.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    4.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742    6.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540    9.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   10.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    6.0731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871    6.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 22 21  2  0  0  0  0
 23 16  2  0  0  0  0
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 25  4  1  0  0  0  0
 25 21  1  0  0  0  0
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 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
 28 17  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
Download

3D MOL for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)

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3D SDF for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)

  Mrv0541 05061311572D          

 28 28  0  0  0  0            999 V2000
   -4.3650    6.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    5.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7779    5.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442   10.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   10.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    6.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1852    6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    7.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    7.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632    7.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    7.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577    8.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724    8.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2037    7.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945    5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706    8.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7981    6.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    7.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    9.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669    9.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    4.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742    6.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540    9.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   10.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    6.0731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871    6.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 14  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 22 21  2  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25  4  1  0  0  0  0
 25 21  1  0  0  0  0
 26  5  1  0  0  0  0
 26 22  1  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
 28 17  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(CC(CCC1=CC(OC)=C(OC)C=C1)OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O6/c1-6-7-8-9-19(27-16(2)23)15-20(28-17(3)24)12-10-18-11-13-21(25-4)22(14-18)26-5/h11,13-14,19-20H,6-10,12,15H2,1-5H3

> <INCHI_KEY>
QCJKXQWAFFZFLJ-UHFFFAOYSA-N

> <FORMULA>
C22H34O6

> <MOLECULAR_WEIGHT>
394.5018

> <EXACT_MASS>
394.23553882

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.45327191041353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(acetyloxy)-1-(3,4-dimethoxyphenyl)decan-5-yl acetate

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
4.208462419666665

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.588966101956532

> <JCHEM_POLAR_SURFACE_AREA>
71.06000000000002

> <JCHEM_REFRACTIVITY>
107.03299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-1-(3,4-dimethoxyphenyl)decan-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)
Download
PDB for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -8.148  11.977   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.709  10.696   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.319  10.055   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.923  19.879   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.948  20.251   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.559  12.618   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.079  12.191   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.969  13.259   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.689  14.113   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.278  14.753   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.209  14.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.388  15.821   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.428  16.675   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.380  13.899   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.230  10.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.949  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.798  15.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.490  12.831   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.099  13.472   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.018  17.316   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.538  17.743   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.860   8.774   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.059  12.618   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.127  18.384   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.168  19.238   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.120  11.336   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.469  11.977   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   19                                                       
CONECT   10   12   18                                                       
CONECT   11   13   18                                                       
CONECT   12   10   20                                                       
CONECT   13   11   21                                                       
CONECT   14   18   22                                                       
CONECT   15   19   20                                                       
CONECT   16    2   23   27                                                  
CONECT   17    3   24   28                                                  
CONECT   18   10   11   14                                                  
CONECT   19    9   15   27                                                  
CONECT   20   12   15   28                                                  
CONECT   21   13   22   25                                                  
CONECT   22   14   21   26                                                  
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25    4   21                                                       
CONECT   26    5   22                                                       
CONECT   27   16   19                                                       
CONECT   28   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

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3D PDB for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)
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SMILES for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)
CCCCCC(CC(CCC1=CC(OC)=C(OC)C=C1)OC(C)=O)OC(C)=O
Download
INCHI for NP0049669 (3'-Methoxy-[6]-Gingerdiol 3,5-diacetate)
InChI=1S/C22H34O6/c1-6-7-8-9-19(27-16(2)23)15-20(28-17(3)24)12-10-18-11-13-21(25-4)22(14-18)26-5/h11,13-14,19-20H,6-10,12,15H2,1-5H3
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Synonyms
ValueSource
3'-Methoxy-[6]-gingerdiol 3,5-diacetic acidGenerator
Chemical FormulaC22H34O6
Average Mass394.5018 Da
Monoisotopic Mass394.23554 Da
IUPAC Name3-(acetyloxy)-1-(3,4-dimethoxyphenyl)decan-5-yl acetate
Traditional Name3-(acetyloxy)-1-(3,4-dimethoxyphenyl)decan-5-yl acetate
CAS Registry Number143519-18-0
SMILES
CCCCCC(CC(CCC1=CC(OC)=C(OC)C=C1)OC(C)=O)OC(C)=O
InChI Identifier
InChI=1S/C22H34O6/c1-6-7-8-9-19(27-16(2)23)15-20(28-17(3)24)12-10-18-11-13-21(25-4)22(14-18)26-5/h11,13-14,19-20H,6-10,12,15H2,1-5H3
InChI KeyQCJKXQWAFFZFLJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Zingiber officinaleFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohol esters  
Direct ParentFatty alcohol esters  
Alternative Parents
Substituents
  • Fatty alcohol ester
    • 

  • O-dimethoxybenzene
    • 

  • Dimethoxybenzene
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • 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
logP4.81ALOGPS
logP4.21ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area71.06 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity107.03 m³·mol⁻¹ChemAxon
Polarizability44.45 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040569  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020347  
KNApSAcK IDNot Available
Chemspider ID4477910  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5319662  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References