NP-MRD: Showing NP-Card for Dictagymnin (NP0071133)

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Record Information

Version

2.0

Created at

2022-04-28 16:32:13 UTC

Updated at

2022-04-28 16:32:13 UTC

NP-MRD ID

NP0071133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dictagymnin

Description

Dictagymnin belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Dictagymnin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Dictagymnin has been detected, but not quantified in, herbs and spices. Dictagymnin is found in Clausena anisata, Illicium dunnianum, Illicium fargesii and Tilia tomentosa. This could make dictagymnin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    3.1420    2.0828   -1.9472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    1.5552   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3753    0.5102   -0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.2374   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -0.7268   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9576   -0.9333    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4870   -0.2287    1.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290   -0.3799    1.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7631   -1.2352    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3454   -0.9433    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325   -0.6268   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4451   -0.5736    1.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2406   -0.3299   -1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3620    0.7441    1.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    0.9684    1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774    2.8414   -2.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191    1.7959   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2008    1.8646   -2.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1088    0.7844    0.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -0.4194   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658   -1.2880   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3639   -1.7053   -0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4052   -2.3138    1.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -1.2636    2.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.9863   -0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9993    0.1182    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902   -0.2451    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4665   -1.5944    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1882   -0.8983   -1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6091   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    0.7589   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195    1.3145    2.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2338    1.7249    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  1  0
 11 10  2  3
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 15  1  0
 15 14  2  0
 14  7  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 10 25  1  0
  9 23  1  0
  9 24  1  0
  6 22  1  0
  5 21  1  0
  3 19  1  0
  3 20  1  0
  2 18  1  0
  1 16  1  0
  1 17  1  0
 15 33  1  0
 14 32  1  0
M  END


  Mrv0541 05061310582D          

 15 15  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCOC1=CC=C(CC=C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O/c1-4-5-13-6-8-14(9-7-13)15-11-10-12(2)3/h4,6-10H,1,5,11H2,2-3H3

> <INCHI_KEY>
UCSGFTQHJDOIND-UHFFFAOYSA-N

> <FORMULA>
C14H18O

> <MOLECULAR_WEIGHT>
202.2921

> <EXACT_MASS>
202.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.486247281409426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(3-methylbut-2-en-1-yl)oxy]-4-(prop-2-en-1-yl)benzene

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
4.275391373

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.85984543576118

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
65.92670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(3-methylbut-2-en-1-yl)oxy]-4-(prop-2-en-1-yl)benzene

> <JCHEM_VEBER_RULE>
1

$$$$

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       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4    1    5                                                       
CONECT    5    4   13                                                       
CONECT    6    8   13                                                       
CONECT    7    9   13                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   12                                                       
CONECT   11   10   15                                                       
CONECT   12    2    3   10                                                  
CONECT   13    5    6    7                                                  
CONECT   14    8    9   15                                                  
CONECT   15   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
1-Allyl-4-prenyloxybenzene	HMDB
1-[(3-Methyl-2-butenyl)oxy]-4-(2-propenyl)benzene, 9ci	HMDB

Chemical Formula

C₁₄H₁₈O

Average Mass

202.2921 Da

Monoisotopic Mass

202.13577 Da

IUPAC Name

1-[(3-methylbut-2-en-1-yl)oxy]-4-(prop-2-en-1-yl)benzene

Traditional Name

1-[(3-methylbut-2-en-1-yl)oxy]-4-(prop-2-en-1-yl)benzene

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=CC=C(CC=C)C=C1

InChI Identifier

InChI=1S/C14H18O/c1-4-5-13-6-8-14(9-7-13)15-11-10-12(2)3/h4,6-10H,1,5,11H2,2-3H3

InChI Key

UCSGFTQHJDOIND-UHFFFAOYSA-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
Clausena anisata	LOTUS Database	35616633
Illicium dunnianum	LOTUS Database	35616633
Illicium fargesii	Plant	KNApSAcK
Tilia tomentosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	4.52	ALOGPS
logP	4.28	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	65.93 m³·mol⁻¹	ChemAxon
Polarizability	24.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039274

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018819

KNApSAcK ID

C00030124

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

85845705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dictagymnin (NP0071133)

MOL for NP0071133 (Dictagymnin)

3D MOL for NP0071133 (Dictagymnin)

3D SDF for NP0071133 (Dictagymnin)

3D-SDF for NP0071133 (Dictagymnin)

PDB for NP0071133 (Dictagymnin)

3D PDB for NP0071133 (Dictagymnin)

SMILES for NP0071133 (Dictagymnin)

INCHI for NP0071133 (Dictagymnin)

Structure for NP0071133 (Dictagymnin)

3D Structure for NP0071133 (Dictagymnin)