NP-MRD: Showing NP-Card for 1-Dehydro-[10]-gingerdione (NP0045836)

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Record Information

Version

2.0

Created at

2022-03-17 19:44:01 UTC

Updated at

2022-03-17 19:44:02 UTC

NP-MRD ID

NP0045836

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Dehydro-[10]-gingerdione

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212142D          

 25 25  0  0  0  0            999 V2000
   -5.0384    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7529    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7529    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3239    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3239    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1805    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0371    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4673   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3239   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1805    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0371    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -1.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7620   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724   -2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859   -3.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7828   -3.2375    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  2  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
  3 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 16  2  0  0  0  0
 11 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045836

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC(=O)CC(=O)\C=C\C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h11-15,24H,3-10,16H2,1-2H3/b13-11+

> <INCHI_KEY>
QJDGTTCAEQPSJA-ACCUITESSA-N

> <FORMULA>
C21H30O4

> <MOLECULAR_WEIGHT>
346.4605

> <EXACT_MASS>
346.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.815224357279796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione

> <ALOGPS_LOGP>
5.40

> <JCHEM_LOGP>
6.038845666000001

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.58159669793666

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.5166824959873

> <JCHEM_PKA_STRONGEST_BASIC>
-4.652305848078944

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
101.78419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione

> <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      -9.405   2.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.739   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.739   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.405  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.071   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.071   1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.738   2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.404   1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.070   2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.737   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.403   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.069   1.925   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -12.072  -0.385   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -9.405  -1.925   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -8.071  -2.695   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.070   4.235   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.403   4.235   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.069   0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.403  -0.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.802  -1.872   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.289  -2.271   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.688  -3.759   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.175  -4.157   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.574  -5.645   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.061  -6.043   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   18                                                       
CONECT   13    3                                                            
CONECT   14    4   15                                                       
CONECT   15   14                                                            
CONECT   16    9                                                            
CONECT   17   11                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
(10)-Dehydrogingerdione	MeSH

Chemical Formula

C₂₁H₃₀O₄

Average Mass

346.4605 Da

Monoisotopic Mass

346.21441 Da

IUPAC Name

(1E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione

Traditional Name

(1E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione

CAS Registry Number

136826-50-1

SMILES

CCCCCCCCCC(=O)CC(=O)\C=C\C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h11-15,24H,3-10,16H2,1-2H3/b13-11+

InChI Key

QJDGTTCAEQPSJA-ACCUITESSA-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 hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Methoxyphenol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1,3-diketone
Monocyclic benzene moiety
1,3-dicarbonyl compound
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
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	5.4	ALOGPS
logP	6.04	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	101.78 m³·mol⁻¹	ChemAxon
Polarizability	40.82 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

FDB001891

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

14999388

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1-Dehydro-[10]-gingerdione (NP0045836)

MOL for NP0045836 (1-Dehydro-[10]-gingerdione)

3D MOL for NP0045836 (1-Dehydro-[10]-gingerdione)

3D SDF for NP0045836 (1-Dehydro-[10]-gingerdione)

3D-SDF for NP0045836 (1-Dehydro-[10]-gingerdione)

PDB for NP0045836 (1-Dehydro-[10]-gingerdione)

3D PDB for NP0045836 (1-Dehydro-[10]-gingerdione)

SMILES for NP0045836 (1-Dehydro-[10]-gingerdione)

INCHI for NP0045836 (1-Dehydro-[10]-gingerdione)

Structure for NP0045836 (1-Dehydro-[10]-gingerdione)

3D Structure for NP0045836 (1-Dehydro-[10]-gingerdione)