NP-MRD: Showing NP-Card for 4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol (NP0311733)

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Record Information

Version

2.0

Created at

2022-09-11 07:55:50 UTC

Updated at

2022-09-11 07:55:50 UTC

NP-MRD ID

NP0311733

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

Description

Asparenyol belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Asparenyol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Asparenyol has been detected, but not quantified in, green vegetables. 4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol is found in Asparagus officinalis. This could make asparenyol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    7.3409   -0.6839    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5505    0.2682    1.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757    0.2919    0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3449    1.2065    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    1.2093    1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888    0.2927    0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573    0.3264    0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.4784   -0.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2340   -1.9022   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9827   -2.3941    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -1.5295   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977   -0.8030   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502    0.0499   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301    0.8155    0.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7329    1.6409    0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5049    1.7288   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6334    2.5715   -0.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1447    0.9727   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0299    0.1458   -1.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -0.6124   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838   -0.6000    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4140   -0.4583    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1643   -1.7254    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -0.5918   -0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667    1.9269    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3360    1.9306    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.5191   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507   -0.0568   -0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0992   -2.5493   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0556   -3.4389    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0161    0.7481    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858    2.2196    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5112    2.1331   -0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7386    1.0226   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -0.4639   -2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798   -1.3543   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267   -1.3396   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv0541 05061312332D          

 21 22  0  0  0  0            999 V2000
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  3  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 13  1  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311733

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O3/c1-20-17-10-12-18(13-11-17)21-14-4-2-3-5-15-6-8-16(19)9-7-15/h2,4,6-13,19H,14H2,1H3/b4-2-

> <INCHI_KEY>
MYCBDFJVVJREPO-RQOWECAXSA-N

> <FORMULA>
C18H16O3

> <MOLECULAR_WEIGHT>
280.3178

> <EXACT_MASS>
280.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.614068985723254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
4.079870748333333

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.59385388057587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.527431746303858

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
81.5284

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

> <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      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   14                                                       
CONECT    5    3   15                                                       
CONECT    6    8   15                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10   12   17                                                       
CONECT   11   13   17                                                       
CONECT   12   10   18                                                       
CONECT   13   11   18                                                       
CONECT   14    4   21                                                       
CONECT   15    5    6    7                                                  
CONECT   16    8    9   19                                                  
CONECT   17   10   11   20                                                  
CONECT   18   12   13   21                                                  
CONECT   19   16                                                            
CONECT   20    1   17                                                       
CONECT   21   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
4-[5-(4-Methoxyphenoxy)-3-penten-1-ynyl]phenol	HMDB

Chemical Formula

C₁₈H₁₆O₃

Average Mass

280.3178 Da

Monoisotopic Mass

280.10994 Da

IUPAC Name

4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

Traditional Name

4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C18H16O3/c1-20-17-10-12-18(13-11-17)21-14-4-2-3-5-15-6-8-16(19)9-7-15/h2,4,6-13,19H,14H2,1H3/b4-2-

InChI Key

MYCBDFJVVJREPO-RQOWECAXSA-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
Asparagus officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
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	4.12	ALOGPS
logP	4.08	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.53 m³·mol⁻¹	ChemAxon
Polarizability	30.61 Å³	ChemAxon
Number of Rings	2	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

HMDB0041304

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021223

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

131753100

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol (NP0311733)

MOL for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

3D MOL for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

3D SDF for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

3D-SDF for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

PDB for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

3D PDB for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

SMILES for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

INCHI for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

Structure for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)

3D Structure for NP0311733 (4-[(3z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol)