NP-MRD: Showing NP-Card for 6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate (NP0241587)

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Record Information

Version

2.0

Created at

2022-09-07 01:42:41 UTC

Updated at

2022-09-07 01:42:41 UTC

NP-MRD ID

NP0241587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate

Description

1-Pentadecanecarboxylic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 1-Pentadecanecarboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1-Pentadecanecarboxylic acid has been detected, but not quantified in, fats and oils and herbs and spices. 6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate is found in Moringa oleifera. This could make 1-pentadecanecarboxylic acid a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
   -5.8037    0.4230    0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3248    0.2448    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608    0.4856    1.7460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272   -0.1883   -0.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -0.3724   -0.5630 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7453    0.5330   -1.6091 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5773    1.8988   -0.9257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5009    0.1020   -1.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2040   -0.5355   -0.9628 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5555   -0.7119   -1.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479   -0.1755   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   -0.4791   -1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0217    0.0479   -0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474    0.8694    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    1.4150    1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    2.1641    2.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938    1.1757    1.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5696    0.6533    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -1.8504   -0.5682 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1457   -2.8950   -1.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9533   -1.7789   -0.8951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6183   -2.7462   -0.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2235    0.6844   -0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2687   -0.4807    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9894    1.3074    1.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8442   -0.1090    0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4353    0.6929   -2.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282    1.7745    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4938    2.5213   -1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    2.4013   -1.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    0.1258   -0.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0096   -1.1300   -1.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9995   -0.2072   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1308    1.2107    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910    1.8236    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217    0.9408    0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3855   -1.9708    0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136   -2.7812   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022   -1.9178   -2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9981   -3.1653    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
  9 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
 18 11  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  6 27  1  6
  9 31  1  1
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  1
 20 38  1  0
 21 39  1  6
 22 40  1  0
  5 26  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv0541 05061311322D          

 22 23  0  0  0  0            999 V2000
    0.7145    7.0125    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
    2.8579    2.4750    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
    2.8579    3.3000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    0.0000    4.9500    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
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17  9  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 20 15  1  0  0  0  0
 21  9  1  0  0  0  0
 21 14  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2=CC=C(C=O)C=C2)C(O)C(O)C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O7/c1-8-14(21-9(2)17)12(18)13(19)15(20-8)22-11-5-3-10(7-16)4-6-11/h3-8,12-15,18-19H,1-2H3

> <INCHI_KEY>
YHVJUTOZYWQYSQ-UHFFFAOYSA-N

> <FORMULA>
C15H18O7

> <MOLECULAR_WEIGHT>
310.2992

> <EXACT_MASS>
310.10525293

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.72340258951739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
0.6021501226666669

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.87954878683771

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.260449609284034

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6916081753328225

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
74.3751

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7   10   16                                                       
CONECT    8    1   14   20                                                  
CONECT    9    2   17   21                                                  
CONECT   10    3    4    7                                                  
CONECT   11    5    6   22                                                  
CONECT   12   13   14   18                                                  
CONECT   13   12   15   19                                                  
CONECT   14    8   12   21                                                  
CONECT   15   13   20   22                                                  
CONECT   16    7                                                            
CONECT   17    9                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20    8   15                                                       
CONECT   21    9   14                                                       
CONECT   22   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
1-Pentadecanecarboxylate	Generator
6-(4-Formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₁₅H₁₈O₇

Average Mass

310.2992 Da

Monoisotopic Mass

310.10525 Da

IUPAC Name

6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate

Traditional Name

6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

CC1OC(OC2=CC=C(C=O)C=C2)C(O)C(O)C1OC(C)=O

InChI Identifier

InChI=1S/C15H18O7/c1-8-14(21-9(2)17)12(18)13(19)15(20-8)22-11-5-3-10(7-16)4-6-11/h3-8,12-15,18-19H,1-2H3

InChI Key

YHVJUTOZYWQYSQ-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, 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
Moringa oleifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Benzaldehyde
Benzoyl
Phenol ether
Aryl-aldehyde
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Carboxylic acid ester
1,2-diol
Secondary alcohol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.47	ALOGPS
logP	0.6	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.26	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.38 m³·mol⁻¹	ChemAxon
Polarizability	30.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039958

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019621

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

85094072

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate (NP0241587)

MOL for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

3D MOL for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

3D SDF for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

3D-SDF for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

PDB for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

3D PDB for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

SMILES for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

INCHI for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

Structure for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)

3D Structure for NP0241587 (6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate)